THE QUARTERDECK ~ Vibrant!

THE QUARTERDECK ~ 2B/1B with Porch Views, Community Pool & Lively Decor in an Amazing Location!

Location

620 Thomas Street, Unit 275
33040 Key West , FL
United States
24° 33' 8.496" N, 81° 48' 17.244" W
Florida US

THE QUARTERDECK ~ Vibrant!

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Key West Vacation

Reviewed by Barbi B. on 2025-02-11
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Recommend to Others
Very nice condo. It was a great location with easy access to all of old town. The Conceirge service was very helpful and response. We were very pleased to the overall experience.

Quarter deck unit

Reviewed by Peggy W. on 2024-12-17
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Recommend to Others
This is a 2 bedroom 1 bath unit. Perfect for my husband and I. Plenty of room to spread out. Having a kitchen saves money on having to eat out all the time so that’s a big plus for us. The 2 balconies are also a nice bonus. The place was very clean and tidy. Beds were very comfortable. The area is right by Fort Zachary so it’s quiet but yet on,y a couple blocks from Duval where all the activities are. I would highly recommend this place you won’t be disappointed.

Super Clean Rental in Truman Annex

Reviewed by Unknown on 2024-07-29
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Recommend to Others
This was in a great location - simple accommodations with excellent location. The only negative was not about this particular condo - just the overall complex - the pool is super small and basic for the number of condos in the Shipyard. We were here during a slow time of year and the pool was super crowded with no chairs available - says only 25 person capacity...the overall occupancy of the complex is in the hundreds at least. I recommend this property for the cleanliness and the location, not for the amenities of the overall complex.

Great little getaway

Reviewed by Autumn C. on 2024-09-11
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Recommend to Others
This apartment was cute and great for our getaway! the two decks were so nice, the community had a pool and well maintained walking trails. The kitchen was spacious and the beds comfortable.

Great Key West Location

Reviewed by Michael V. on 2025-01-08
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Recommend to Others
Nice quiet condo just a few blocks off Duval and from the waterfront. Plenty of space for a couple or family with one child. Best of Key West Rentals was great in setting up excursions and tours.

Reasonably priced unit in Truman Annex

Reviewed by John D. on 2024-03-10
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Recommend to Others
We stayed in the Quarterdeck for a month. We had two issues when we arrived that Truman & Company responded to immediately; the plumbing issue was resolved in less than 24 hours while the cable box issue took 3 days but that was because we had to wait for an appointment with the cable company. We loved the location, however, the rental unit needs some updating. The living room sofa needs to be replaced. The mattresses in both bedrooms are beginning to sag in the middle. The bathroom lacks counterspace and storage; the faucet in the shower was the plumbing issue and had to be replaced. The kitchen was adequate. The vacuum didn't pick up the dirt on the floor. All in all we enjoyed our stay and Truman & Company was wonderful to work with.
Manager response on 2024-07-19 - Response from Best of Key West Rentals
Thank you for taking the time to rate your stay John. We are so glad that you enjoyed your time spent at this home despite the few setbacks. We appreciate your feedback that we will rely back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

Quarterdeck was awesome

Reviewed by Michele Y. on 2024-01-23
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Recommend to Others
Everything was wonderful! Place was super clean, cozy and perfect!
Manager response on 2024-07-19 - Response from Best of Key West Rentals
Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Would Do It Again

Reviewed by James J. on 2023-12-20
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Recommend to Others
Nice place. Great location. I had one issue - the sheets on the beds were microfiber not cotton, very uncomfortable.
Manager response on 2024-07-19 - Response from Best of Key West Rentals
Thank you for your review James, all our sheets are 100% Cotton. We use California Design Den for all our units' bed linens. We will double check in case microfiber sheets made their way to the unit by mistake and rectify. We hope you'll come visit again soon!

Great stay!

Reviewed by Unknown on 2024-01-31
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Recommend to Others
We loved the location!
Manager response on 2024-07-19 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

Private and Secure

Reviewed by Patricia A. on 2023-09-28
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Recommend to Others
My husband and I stayed in the Quarterdeck for 2 weeks beginning August 19th. We like this unit because it is an end unit and seems very quiet. Also, there is a secure place to park your car and the parking lot is gated. Just a couple of blocks away and you are walking distance to restaurants and things to do in Old Town. The condo has an excellent kitchen area and a very good washer/dryer. It is a second floor unit so only downside is if you can’t climb stairs. I would rent this unit again when coming back to Key West.
Manager response on 2023-11-08 - Response from Best of Key West Rentals
Thank you for this great review Patricia! We are thrilled you enjoyed the property and hope to host you again in the future!

Great stay in Truman!

Reviewed by Unknown on 2024-01-05
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Recommend to Others
Perfect for our winter stay in beautiful Key West! Location and condo were ideal for our party of 3.
Manager response on 2024-07-19 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

Good Stay

Reviewed by Crystal A. on 2024-03-27
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Recommend to Others
It was a great stay. I would have loved it way more if some of trees were cut back just a little. It was very clean.
Manager response on 2024-07-19 - Response from Best of Key West Rentals
Thank you for your feedback on your recent stay Crystal. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will rely back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

Always a NiceStay at the Shipyard

Reviewed by Robert T. on 2024-03-27
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Recommend to Others
Very clean and nicely renovated. Pleased with the property manager. She was very helpful throughout our stay .
Manager response on 2024-07-19 - Response from Best of Key West Rentals
Thank you for your wonderful review Robert. We enjoyed hosting you and hope to see you back in Key West again soon!

Can't wait to return!

Reviewed by Timothy M. on 2021-11-15
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Recommend to Others
This was our first stay at a condo and we loved it. The location was perfect, not far from Duval and centrally located to almost everything on the island. Check in/out instructions were timely and easy to follow. The grounds and pool area are clean and well maintained. The pool was a little cool, but the bravest of us managed to get in it. We would definitely recommend this property.
Manager response on 2021-11-19 - Response from Best of Key West Rentals
Thank you for your review Timothy! We are thrilled you enjoyed your stay so much and look forward to welcoming you again next time you come to Key West!

Another great stay at "The Quarterdeck"

Reviewed by Steve D. on 2021-12-20
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Recommend to Others
We have been staying at this condo for many years now and enjoy the closeness to all of the activities in KW. Brian and Kim at Truman and Company are always a pleasure to work with. We will be back for another great stay at The Quarterdeck next year.
Manager response on 2021-12-21 - Response from Best of Key West Rentals
Thank you for your wonderful review Stephen, we are thrilled you enjoyed another stay and look forward to welcoming you again next year!

Cute unit!

Reviewed by Dannen L. on 2021-12-26
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Recommend to Others
Great place to stay. Quite and relaxing but still close to the downtown area.
Manager response on 2022-01-11 - Response from Best of Key West Rentals
Thank you for your review Dannen, we enjoyed hosting you at The Quarterdeck!

Location was great, we rather be in a lower unit

Reviewed by DeVon B. on 2021-11-22
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Recommend to Others
Overall the unit was clean.
Bedding was less than updated, thin sheets, old
mattress and burnt holes in blankets.
Manager response on 2021-11-23 - Response from Best of Key West Rentals
Thank you for your review DeVon, we are glad you enjoyed the location of the property, we would love to help you find a main floor unit next time you visit the island. As for the bedding, we are in the process of renewing all the linens. We hope to host you again in the future!

Shipyard condominium

Reviewed by Sandra S. on 2022-06-05
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Recommend to Others
Liked the location of the unit. Nice amenities at the Truman Annex park complex. Great amenities in unit!
Manager response on 2022-06-21 - Response from Best of Key West Rentals
Thank you for your review Sandra. We are so thrilled to hear how much you loved this home and hope to see you again!

Pat Ricker

Reviewed by Patrick R. on 2021-12-04
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Recommend to Others
Very nice and clean
Manager response on 2021-12-10 - Response from Best of Key West Rentals
Thank you for your review Pat, we are thrilled you enjoyed your stay and hope to welcome you again next time you visit Key West!

Great location!

Reviewed by Sarah S. on 2022-06-26
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Recommend to Others
This was our 2nd time staying in the Truman Annex Condos. We love this location. Quiet area and walking distance to everything.
Manager response on 2022-07-29 - Response from Best of Key West Rentals
Thank you for this great review Sarah! We are thrilled you enjoyed your stay and hope to host you again in the future!

Cute Condo Near Lots of Key West Action

Reviewed by John S. on 2022-04-11
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Recommend to Others
Staying at the Quarterdeck was a treat! The condo is clean and well appointed with everything you need for a great vacation. The Truman Annex location is near lots of great attractions in downtown Key West, and the condo center itself is nice.
Manager response on 2022-04-28 - Response from Best of Key West Rentals
Thank you for your wonderful review John. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Great location

Reviewed by Lisa N. on 2022-04-18
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Recommend to Others
Great location to explore Key West. Easy walk or bike ride to beaches, restaurants and attractions. We chose because on second floor, but that does mean steps. We knew we would enjoy covered deck areas and always feels more private on second level than ground level.

Would not recommend bringing kids. Association has many restrictions at pool and Key West beaches are small. Not a lot of activities in town for them. Shops, restaurants and bars cater to adult customers.
Manager response on 2022-04-28 - Response from Best of Key West Rentals
Thank you for this great review Lisa! We are thrilled you enjoyed the property and hope to host you again in the future!

Key West 2022

Reviewed by Patti O. on 2022-05-05
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Recommend to Others
Our rental experience was great. Everything went smoothly with no issues at all. Check in and check out was easy.
Manager response on 2022-05-13 - Response from Best of Key West Rentals
Thank you for your wonderful review Patti. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Key West Paradise

Reviewed by Misty B. on 2023-02-20
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Recommend to Others
The condo was very nice! So convenient to walk anywhere! We loved our vacation in Key West!!!
Manager response on 2023-02-27 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West Misty. We hope you'll stay with us again next time you visit!

Perfect location. Great unit.

Reviewed by Sherri W. on 2022-07-18
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Recommend to Others
We chose this unit because of it’s location and it’s amenities. We were able to walk to most everything. Free, assigned parking is a huge perk in Key West! We spent most sunsets on the Truman waterfront. The farmer’s market was great! Loved the street corn and plants we bought. We enjoyed the peaceful mornings and evenings on the balcony.
Manager response on 2022-07-29 - Response from Best of Key West Rentals
Thank you for your wonderful review Sherri. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Great place to stay in a perfect location on the island

Reviewed by Kim H. on 2023-01-16
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Recommend to Others
Nice & clean beautiful place to stay. It was the perfect place on the island for everything we wanted to do. I would highly recommend unless climbing a steep set of steps is hard for you as this is a second floor condo. The second floor has 2 balconies which is a plus. You can sit on the back balcony and watch the iguanas sunning.
Manager response on 2023-02-27 - Response from Best of Key West Rentals
Thank you for this great review Kim! We are thrilled you enjoyed the property and hope to host you again in the future!

Our stay at Shipyard condominiums

Reviewed by Unknown on 2023-03-28
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Recommend to Others
Very nice place. Helpful property managers
Manager response on 2023-11-08 - Response from Best of Key West Rentals
Thank you for your review Joni. We are thrilled you loved this home and hope to host you again soon!

Great Property

Reviewed by Geralyn L. on 2023-05-01
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Recommend to Others
LOVED the location! We walked to everything! Only negative is the steep stairway to living area. Rough for carrying luggage up & down.
Manager response on 2023-11-08 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West Geralyn. We hope you'll stay with us again next time you visit!

May vacation at the Quarterdeck

Reviewed by Joseph T. on 2023-06-05
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Recommend to Others
My wife and I had a great vacation. The unit was ready early and everything was spotless and as expected. We have stayed at the Shipyard in the past because of the location and amenities. Everything is in easy walking distance.The manager was in constant communication through the app and we would highly recommend any future renters to add it to their devices.
Our only issue was that the shower faucet was difficult to operate and needs to be repaired.
Manager response on 2023-11-08 - Response from Best of Key West Rentals
Thank you for your feedback on your recent stay Joe. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will relay back to our team. Thank you again and please reach out to us for your next Key West vacation!

Great Stay! Beautiful location

Reviewed by Kimberly K. on 2019-04-22
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Recommend to Others
Very much enjoyed our stay at the Quarterdeck. Location had a view of the water where we watched cruise ships come by periodically. Quick walk across to the park or even Fort Zachary Taylor. Only a couple blocks off of Duval. Don't miss Blue Heaven for breakfast or Blue Macaw for appetizers (lobster spinach dip was fantastic). Quarterdeck had all ammenities we needed and was clean and bright. Pool area was perfect where we met lots of great people each day. Brian with management kept in touch to make sure we had everything we needed and was able to get us a later checkout so we didn't have to spend more time at the airport. We can't wait to return!
Manager response on 2019-04-23 - Response from Best of Key West Rentals
Dear Kimberly, Thank you for your wonderful review on The Quarterdeck. We are so happy to hear how much you enjoyed this perfectly located condo in the Truman Annex Community. There are several amazing surrounding restaurants so we are glad to hear that you were able to take advantage of the convenience of walking to one of the best on the island. Thank you for being our guest and please come back and see us soon! Best Regards, Wendy Zintsmaster and Team

Excellent experience!!

Reviewed by Unknown on 2019-09-24
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Recommend to Others
Renting this property was an excellent experience. The property was exactly as described in person. Brian, the Property Manager, was so nice and professional to work with. We’d highly recommend this property to rent while in Key West. It was so easy for us to walk everywhere while in Key West. We’ll definitely rent again.
Manager response on 2019-09-25 - Response from Best of Key West Rentals
Dear Julie, Thank you for your incredible review on The Quarterdeck! We are so thrilled to hear how much you loved this condo in the Shipyard community. We enjoyed having you and hope to see you back soon! Best Regards, Wendy Zintsmaster and Team

FANTASY FEST

Reviewed by Tina P. on 2019-11-07
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Recommend to Others
The Quarterdeck holds no surprises. The condo is exactly as pictured online. It was very clean, well kept and had everything you would need.The property is full of lush landscape and palm trees...very tranquil. We were able to watch the beautiful sunsets and float preparations for the Fantasy Fest parade from the back balcony. Brian, the property manager, was incredibly helpful. Thank you, Brian we loved it.
Manager response on 2019-11-07 - Response from Best of Key West Rentals
Dear Tina, Thank you for a wonderful review on your recent stay. We are so thrilled that this home was so perfect during your Fantasy Fest visit. We look forward to hosting you again in Paradise one day! Best Regards, Wendy Zintsmaster and Team

Awesome stay !!

Reviewed by Tracy S. on 2019-08-11
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Recommend to Others
We had an awesome time at The Quarterdeck, the Truman Annex is full of lush landscape and palm trees and is very peaceful.We were able to watch the cruise ships come into dock as we sat on the rear balcony. We were close to everything. The apartment was very clean and had everything you would need for your stay. Management, Concierge team and Brian were all very helpful and willing to assist. We can't wait to return, we loved it.
Manager response on 2019-08-11 - Response from Best of Key West Rentals
Dear Tracey, Thank you for your incredible review! We are thrilled to hear how much you loved the Truman Annex area and this beautiful condo. We enjoyed hosting you in Paradise and hope to see you back soon! Best Regards, Wendy Zintsmaster and Team

really enjoyable break

Reviewed by Unknown on 2019-08-14
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Recommend to Others
The Quarterdeck, is a little area of peace and tranquilty, The property is placed in an area where it is very easy to access all the places you need to visit within walk ing distance.sea,shops, restuarnts and local attractions.The actual property is very well maintained, clean, fresh and has everything and more that you need in a break, Even down to a washing machine and tumble dryer. I would recommend this property to any one, it suits a group of friens, couples and families. the pool is wonderful to
Manager response on 2019-08-15 - Response from Best of Key West Rentals
Dear Andrew, Thank you for your wonderful review on The Quarterdeck! We are so thrilled to hear how much you enjoyed this condo in the Shipyard community. We enjoyed hosting you and hope to see you back soon! Best Regards, Wendy Zintsmaster and Team

March 2021

Reviewed by James S. on 2021-04-03
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Recommend to Others
Had a great stay. Just can’t see the sunset anymore but the park is nice
Manager response on 2021-04-22 - Response from Best of Key West Rentals
Thank you for your review. We enjoyed hosting you in Paradise again and hope to see you next year!

Key west break

Reviewed by Melanie K. on 2020-12-16
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Recommend to Others
This unit was close to everything. It was an easy walk to anything locally. It was clean and well equipped. The washer dryer was a plus. It is a short walk to the state park beach. The gated community is a plus.
Manager response on 2020-12-30 - Response from Best of Key West Rentals
Thank you for your review! We hope to see you again soon!

Comfy and quiet

Reviewed by Tom P. on 2021-05-19
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Recommend to Others
Not fancy but quiet, clean and great location to access all the fun of Old Town Key West. No car needed!. Pool was very nice with plenty of lounge chairs and umbrellas. Brian, the property manager, is very helpful and accommodating. Will certainly stay again.
Manager response on 2021-06-01 - Response from Best of Key West Rentals
Thank you for your review. We are so happy you had a great time and hope to see you again!

wonderful stay

Reviewed by Unknown on 2021-07-31
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Recommend to Others
Very nice rental...clean and well maintained. Walking distance from so much in Key West...had a car, but barely used it.
Manager response on 2021-08-04 - Response from Best of Key West Rentals
Thank you for your wonderful review. We hope to see you again soon!

Very nice unit in a great location.

Reviewed by Dorothy H. on 2021-08-12
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Recommend to Others
Very clean and very well equipped unit in a great central location in old Key West. All check-in and check-out information clearly communicated ahead of time. Staff very responsive and helpful. I will look to book with them again on my next visit to Key West.
Manager response on 2021-08-17 - Response from Best of Key West Rentals
Dorothy we are so happy your stay at The Quarterdeck was so great! Thank you for choosing to stay with us during your vacation in Key West, we hope to see you again soon!

Key west vacation

Reviewed by William T. on 2021-10-26
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Recommend to Others
my experience in key west was very relaxing and satisfying.
Manager response on 2021-11-09 - Response from Best of Key West Rentals
Thank you for your review William, we are glad you enjoyed your stay and hope to welcome you again next time you visit Key West!

THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Unit in The Shipyard!

Unit Code: QD

THE QUARTERDECK ~ Vibrant!

THE QUARTERDECK ~ 2B/1B with Porch Views, Community Pool & Lively Decor in an Amazing Location!
COMFORT AND VALUE IN TRUMAN ANNEX… This newly renovated 2nd floor two bedroom condo is located in The Shipyard, a neighborhood of Truman Annex in the heart of Old Town Key West! Colorful, fun patterns fill the rental with life while the furnishings provide a comfortable gathering space for your group. The sunny deck overlooks the distance views of the ocean through the lush trees but can also be a shady retreat with the help of an awning.  This unit is accessed via one flight of stairs. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE FURNISHINGS… The Quarterdeck’s open floor plan and ample seating provides the perfect space for your group to enjoy together. Curl up on the couch and watch a movie on the flat screen, gather around the dining table to play a game or cook together in the fully equipped kitchen! SLEEPING ARRANGEMENTS… Both guest rooms have a comfortable queen bed with extra drawers built into the bed frames for maximum storage space! Each room has a closet with lots of hanging space a flat screen TV, tile throughout and new paint for a fresh, clean feel.  DETAILS AND AMENITIES… Settled in the manicured, gated community of The Shipyard, this location offers guests a peaceful spot to relax just a block from all the action! You will be in walking distance from Fort Zachary’s gorgeous beach and picnic area, Duval Street, Mallory Square and more! The Shipyard also offers a beautiful community pool lined with lounge chairs perfect for soaking up the sun. Parking is always an issue in Old Town, but this condo comes with its own designated parking space (vehicle cannot exceed 18 ft.) OUTDOOR LIVING… Open the French doors to the back deck letting in the great breezes and sun rays that fill the space throughout the day. This wonderful extension to the living space has a table for two where you can have your morning coffee or enjoy a cocktail after a long day of exploring. On hot summer days pull out the awning to push back the sun so you can enjoy the views without sitting in the direct sunlight. PARKING! This home does offer parking for one vehicle (cannot exceed 18 ft), but oversized trucks and extra large SUV's are not permitted and will have to park outside of this community. CANCELLATION... Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! COME STAY A WHILE...
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DatesPrice
04/24/2025 - 04/24/2025$139 /nt
04/25/2025 - 04/25/2025$188 /nt
04/26/2025 - 04/26/2025$200 /nt
04/27/2025 - 04/27/2025$167 /nt
04/28/2025 - 04/28/2025$144 /nt
04/29/2025 - 04/29/2025$126 /nt
04/30/2025 - 04/30/2025$163 /nt
05/01/2025 - 05/01/2025$185 /nt
05/02/2025 - 05/02/2025$196 /nt
05/03/2025 - 05/03/2025$193 /nt
05/04/2025 - 05/04/2025$159 /nt
05/05/2025 - 05/05/2025$141 /nt
05/06/2025 - 05/06/2025$134 /nt
05/07/2025 - 05/07/2025$154 /nt
05/08/2025 - 05/08/2025$164 /nt
05/09/2025 - 05/09/2025$175 /nt
05/10/2025 - 05/10/2025$178 /nt
05/11/2025 - 05/11/2025$165 /nt
05/12/2025 - 05/12/2025$183 /nt
05/13/2025 - 05/13/2025$178 /nt
05/14/2025 - 05/14/2025$200 /nt
05/15/2025 - 05/15/2025$234 /nt
05/16/2025 - 05/16/2025$252 /nt
05/17/2025 - 05/17/2025$253 /nt
05/18/2025 - 05/18/2025$219 /nt
05/19/2025 - 05/19/2025$180 /nt
05/20/2025 - 05/20/2025$173 /nt
05/21/2025 - 05/21/2025$187 /nt
05/22/2025 - 05/22/2025$217 /nt
05/23/2025 - 05/23/2025$349 /nt
05/24/2025 - 05/24/2025$365 /nt
05/25/2025 - 05/25/2025$328 /nt
05/26/2025 - 05/26/2025$269 /nt
05/27/2025 - 05/28/2025$194 /nt
05/29/2025 - 05/30/2025$221 /nt
05/31/2025 - 05/31/2025$267 /nt
06/01/2025 - 06/01/2025$224 /nt
06/02/2025 - 06/02/2025$228 /nt
06/03/2025 - 06/03/2025$220 /nt
06/04/2025 - 06/04/2025$221 /nt
06/05/2025 - 06/05/2025$257 /nt
06/06/2025 - 06/06/2025$282 /nt
06/07/2025 - 06/07/2025$302 /nt
06/08/2025 - 06/08/2025$254 /nt
06/09/2025 - 06/09/2025$244 /nt
06/10/2025 - 06/10/2025$241 /nt
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06/12/2025 - 06/12/2025$282 /nt
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06/14/2025 - 06/14/2025$305 /nt
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06/16/2025 - 06/16/2025$227 /nt
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06/18/2025 - 06/18/2025$235 /nt
06/19/2025 - 06/19/2025$280 /nt
06/20/2025 - 06/20/2025$295 /nt
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06/23/2025 - 06/23/2025$242 /nt
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06/25/2025 - 06/25/2025$251 /nt
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06/27/2025 - 06/27/2025$275 /nt
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06/29/2025 - 06/29/2025$261 /nt
06/30/2025 - 06/30/2025$254 /nt
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07/02/2025 - 07/02/2025$265 /nt
07/03/2025 - 07/03/2025$357 /nt
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07/11/2025 - 07/11/2025$280 /nt
07/12/2025 - 07/12/2025$305 /nt
07/13/2025 - 07/13/2025$261 /nt
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07/15/2025 - 07/15/2025$258 /nt
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07/17/2025 - 07/17/2025$300 /nt
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07/21/2025 - 07/21/2025$246 /nt
07/22/2025 - 07/22/2025$247 /nt
07/23/2025 - 07/23/2025$264 /nt
07/24/2025 - 07/24/2025$297 /nt
07/25/2025 - 07/25/2025$323 /nt
07/26/2025 - 07/26/2025$352 /nt
07/27/2025 - 07/27/2025$306 /nt
07/28/2025 - 07/28/2025$309 /nt
07/29/2025 - 07/29/2025$327 /nt
07/30/2025 - 07/30/2025$351 /nt
07/31/2025 - 07/31/2025$391 /nt
08/01/2025 - 08/01/2025$362 /nt
08/02/2025 - 08/02/2025$327 /nt
08/03/2025 - 08/03/2025$265 /nt
08/04/2025 - 08/04/2025$234 /nt
08/05/2025 - 08/05/2025$231 /nt
08/06/2025 - 08/06/2025$236 /nt
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08/10/2025 - 08/10/2025$263 /nt
08/11/2025 - 08/11/2025$242 /nt
08/12/2025 - 08/12/2025$220 /nt
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08/14/2025 - 08/14/2025$276 /nt
08/15/2025 - 08/15/2025$313 /nt
08/16/2025 - 08/16/2025$311 /nt
08/17/2025 - 08/17/2025$239 /nt
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08/21/2025 - 08/21/2025$247 /nt
08/22/2025 - 08/22/2025$288 /nt
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08/28/2025 - 08/28/2025$233 /nt
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09/28/2025 - 09/28/2025$219 /nt
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10/02/2025 - 10/02/2025$247 /nt
10/03/2025 - 10/03/2025$281 /nt
10/04/2025 - 10/04/2025$288 /nt
10/05/2025 - 10/05/2025$233 /nt
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10/07/2025 - 10/07/2025$191 /nt
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10/12/2025 - 10/12/2025$254 /nt
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10/17/2025 - 10/25/2025$550 /nt
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11/01/2025 - 11/01/2025$590 /nt
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12/24/2025 - 12/24/2025$495 /nt
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12/28/2025 - 12/28/2025$624 /nt
12/29/2025 - 12/29/2025$644 /nt
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12/31/2025 - 12/31/2025$662 /nt
01/01/2026 - 01/01/2026$666 /nt
01/02/2026 - 01/02/2026$483 /nt
01/03/2026 - 03/28/2026$500 /nt
03/29/2026 - 03/29/2026$422 /nt
03/30/2026 - 03/30/2026$416 /nt
03/31/2026 - 03/31/2026$409 /nt
04/01/2026 - 04/01/2026$415 /nt
04/02/2026 - 04/02/2026$438 /nt
04/03/2026 - 04/03/2026$450 /nt
04/04/2026 - 04/04/2026$449 /nt
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04/06/2026 - 04/06/2026$390 /nt
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04/10/2026 - 04/11/2026$439 /nt
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04/22/2026 - 04/22/2026$367 /nt
04/23/2026 - 04/23/2026$422 /nt
04/24/2026 - 04/24/2026$451 /nt
4.7500
(52 Review)

Key West Vacation

February 2025
, Chesterfield, MO US

Overall
4
Services from rental manager
4
Cleanliness
4
Location
5
Property condition
4

Very nice condo. It was a great location with easy access to all of old town. The Conceirge service was very helpful and response. We were very pleased to the overall experience.

Great Key West Location

December 2024
, Roanoke, VA United States

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Nice quiet condo just a few blocks off Duval and from the waterfront. Plenty of space for a couple or family with one child. Best of Key West Rentals was great in setting up excursions and tours.

Quarter deck unit

December 2024
, Batavia, NY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This is a 2 bedroom 1 bath unit. Perfect for my husband and I. Plenty of room to spread out. Having a kitchen saves money on having to eat out all the time so that’s a big plus for us. The 2 balconies are also a nice bonus. The place was very clean and tidy. Beds were very comfortable. The area is right by Fort Zachary so it’s quiet but yet on,y a couple blocks from Duval where all the activities are. I would highly recommend this place you won’t be disappointed.

Great little getaway

August 2024
, Stroudsburg, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This apartment was cute and great for our getaway! the two decks were so nice, the community had a pool and well maintained walking trails. The kitchen was spacious and the beds comfortable.

Super Clean Rental in Truman Annex

July 2024
, Key West, FL United States

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was in a great location - simple accommodations with excellent location. The only negative was not about this particular condo - just the overall complex - the pool is super small and basic for the number of condos in the Shipyard. We were here during a slow time of year and the pool was super crowded with no chairs available - says only 25 person capacity...the overall occupancy of the complex is in the hundreds at least. I recommend this property for the cleanliness and the location, not for the amenities of the overall complex.

Good Stay

March 2024
, Shelbyville, IN Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
5

It was a great stay. I would have loved it way more if some of trees were cut back just a little. It was very clean.

Manager's Response

Thank you for your feedback on your recent stay Crystal. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will rely back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

Always a NiceStay at the Shipyard

March 2024
, New Hope, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Very clean and nicely renovated. Pleased with the property manager. She was very helpful throughout our stay .

Manager's Response

Thank you for your wonderful review Robert. We enjoyed hosting you and hope to see you back in Key West again soon!

Reasonably priced unit in Truman Annex

January 2024
, Harrisburg, PA US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
3

We stayed in the Quarterdeck for a month. We had two issues when we arrived that Truman & Company responded to immediately; the plumbing issue was resolved in less than 24 hours while the cable box issue took 3 days but that was because we had to wait for an appointment with the cable company. We loved the location, however, the rental unit needs some updating. The living room sofa needs to be replaced. The mattresses in both bedrooms are beginning to sag in the middle. The bathroom lacks counterspace and storage; the faucet in the shower was the plumbing issue and had to be replaced. The kitchen was adequate. The vacuum didn't pick up the dirt on the floor. All in all we enjoyed our stay and Truman & Company was wonderful to work with.

Manager's Response

Thank you for taking the time to rate your stay John. We are so glad that you enjoyed your time spent at this home despite the few setbacks. We appreciate your feedback that we will rely back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

Quarterdeck was awesome

January 2024
, Ford City, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everything was wonderful! Place was super clean, cozy and perfect!

Manager's Response

Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Great stay!

January 2024
, Scarborough, ME United States

Overall
5
Cleanliness
5
Location
5
Property condition
5

We loved the location!

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

Great stay in Truman!

December 2023
, Fisherville KY, KY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Perfect for our winter stay in beautiful Key West! Location and condo were ideal for our party of 3.

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

Would Do It Again

November 2023
, West Lawn, PA US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Nice place. Great location. I had one issue - the sheets on the beds were microfiber not cotton, very uncomfortable.

Manager's Response

Thank you for your review James, all our sheets are 100% Cotton. We use California Design Den for all our units' bed linens. We will double check in case microfiber sheets made their way to the unit by mistake and rectify. We hope you'll come visit again soon!

Private and Secure

August 2023
, Noblesville, IN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

My husband and I stayed in the Quarterdeck for 2 weeks beginning August 19th. We like this unit because it is an end unit and seems very quiet. Also, there is a secure place to park your car and the parking lot is gated. Just a couple of blocks away and you are walking distance to restaurants and things to do in Old Town. The condo has an excellent kitchen area and a very good washer/dryer. It is a second floor unit so only downside is if you can’t climb stairs. I would rent this unit again when coming back to Key West.

Manager's Response

Thank you for this great review Patricia! We are thrilled you enjoyed the property and hope to host you again in the future!

May vacation at the Quarterdeck

May 2023
, Forked River, NJ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

My wife and I had a great vacation. The unit was ready early and everything was spotless and as expected. We have stayed at the Shipyard in the past because of the location and amenities. Everything is in easy walking distance.The manager was in constant communication through the app and we would highly recommend any future renters to add it to their devices.
Our only issue was that the shower faucet was difficult to operate and needs to be repaired.

Manager's Response

Thank you for your feedback on your recent stay Joe. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will relay back to our team. Thank you again and please reach out to us for your next Key West vacation!

Great Property

April 2023
, Palatine, IL US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

LOVED the location! We walked to everything! Only negative is the steep stairway to living area. Rough for carrying luggage up & down.

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West Geralyn. We hope you'll stay with us again next time you visit!

Great Property

April 2023
, Palatine, IL US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

LOVED the location! We walked to everything! Only negative is the steep stairway to living area. Rough for carrying luggage up & down.

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West Geralyn. We hope you'll stay with us again next time you visit!

Our stay at Shipyard condominiums

March 2023
, Chillicothe, IL US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very nice place. Helpful property managers

Manager's Response

Thank you for your review Joni. We are thrilled you loved this home and hope to host you again soon!

Key West Paradise

February 2023
, Eagle Mountain, UT United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The condo was very nice! So convenient to walk anywhere! We loved our vacation in Key West!!!

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West Misty. We hope you'll stay with us again next time you visit!

Great place to stay in a perfect location on the island

January 2023
, Evansville, Indiana United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Nice & clean beautiful place to stay. It was the perfect place on the island for everything we wanted to do. I would highly recommend unless climbing a steep set of steps is hard for you as this is a second floor condo. The second floor has 2 balconies which is a plus. You can sit on the back balcony and watch the iguanas sunning.

Manager's Response

Thank you for this great review Kim! We are thrilled you enjoyed the property and hope to host you again in the future!

Great place to stay in a perfect location on the island

January 2023
, Evansville, IN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Nice & clean beautiful place to stay. It was the perfect place on the island for everything we wanted to do. I would highly recommend unless climbing a steep set of steps is hard for you as this is a second floor condo. The second floor has 2 balconies which is a plus. You can sit on the back balcony and watch the iguanas sunning.

Manager's Response

Thank you for this great review Kim! We are thrilled you enjoyed the property and hope to host you again in the future!

Great place to stay in a perfect location on the island

January 2023
, Evansville, Indiana United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Nice & clean beautiful place to stay. It was the perfect place on the island for everything we wanted to do. I would highly recommend unless climbing a steep set of steps is hard for you as this is a second floor condo. The second floor has 2 balconies which is a plus. You can sit on the back balcony and watch the iguanas sunning.

Manager's Response

Thank you for this great review Kim! We are thrilled you enjoyed the property and hope to host you again in the future!

Perfect location. Great unit.

July 2022
, North Port, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We chose this unit because of it’s location and it’s amenities. We were able to walk to most everything. Free, assigned parking is a huge perk in Key West! We spent most sunsets on the Truman waterfront. The farmer’s market was great! Loved the street corn and plants we bought. We enjoyed the peaceful mornings and evenings on the balcony.

Manager's Response

Thank you for your wonderful review Sherri. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Great location!

June 2022
, Kill Devil Hills, NC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was our 2nd time staying in the Truman Annex Condos. We love this location. Quiet area and walking distance to everything.

Manager's Response

Thank you for this great review Sarah! We are thrilled you enjoyed your stay and hope to host you again in the future!

Shipyard condominium

May 2022
, Palm Harbor, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
3

Liked the location of the unit. Nice amenities at the Truman Annex park complex. Great amenities in unit!

Manager's Response

Thank you for your review Sandra. We are so thrilled to hear how much you loved this home and hope to see you again!

Key West 2022

April 2022
, Wilmington, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our rental experience was great. Everything went smoothly with no issues at all. Check in and check out was easy.

Manager's Response

Thank you for your wonderful review Patti. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Great location

April 2022
, Harrison, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Great location to explore Key West. Easy walk or bike ride to beaches, restaurants and attractions. We chose because on second floor, but that does mean steps. We knew we would enjoy covered deck areas and always feels more private on second level than ground level.

Would not recommend bringing kids. Association has many restrictions at pool and Key West beaches are small. Not a lot of activities in town for them. Shops, restaurants and bars cater to adult customers.

Manager's Response

Thank you for this great review Lisa! We are thrilled you enjoyed the property and hope to host you again in the future!

Cute Condo Near Lots of Key West Action

April 2022
, Philadelphia, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Staying at the Quarterdeck was a treat! The condo is clean and well appointed with everything you need for a great vacation. The Truman Annex location is near lots of great attractions in downtown Key West, and the condo center itself is nice.

Manager's Response

Thank you for your wonderful review John. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Another great stay at "The Quarterdeck"

December 2021
, Lebanon, NH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

We have been staying at this condo for many years now and enjoy the closeness to all of the activities in KW. Brian and Kim at Truman and Company are always a pleasure to work with. We will be back for another great stay at The Quarterdeck next year.

Manager's Response

Thank you for your wonderful review Stephen, we are thrilled you enjoyed another stay and look forward to welcoming you again next year!

Another great stay at "The Quarterdeck"

December 2021
, Lebanon, NH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

We have been staying at this condo for many years now and enjoy the closeness to all of the activities in KW. Brian and Kim at Truman and Company are always a pleasure to work with. We will be back for another great stay at The Quarterdeck next year.

Manager's Response

Thank you for your wonderful review Stephen, we are thrilled you enjoyed another stay and look forward to welcoming you again next year!

Another great stay at "The Quarterdeck"

December 2021
, Lebanon, NH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

We have been staying at this condo for many years now and enjoy the closeness to all of the activities in KW. Brian and Kim at Truman and Company are always a pleasure to work with. We will be back for another great stay at The Quarterdeck next year.

Manager's Response

Thank you for your wonderful review Stephen, we are thrilled you enjoyed another stay and look forward to welcoming you again next year!

Pat Ricker

November 2021
, Stevensville, MD United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very nice and clean

Manager's Response

Thank you for your review Pat, we are thrilled you enjoyed your stay and hope to welcome you again next time you visit Key West!

Pat Ricker

November 2021
, Stevesnville, MD United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very nice and clean

Manager's Response

Thank you for your review Pat, we are thrilled you enjoyed your stay and hope to welcome you again next time you visit Key West!

Cute unit!

November 2021
, Windsor, CA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great place to stay. Quite and relaxing but still close to the downtown area.

Manager's Response

Thank you for your review Dannen, we enjoyed hosting you at The Quarterdeck!

Location was great, we rather be in a lower unit

November 2021
, SOUTH SAINT PAUL, MN US

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
2

Overall the unit was clean.
Bedding was less than updated, thin sheets, old
mattress and burnt holes in blankets.

Manager's Response

Thank you for your review DeVon, we are glad you enjoyed the location of the property, we would love to help you find a main floor unit next time you visit the island. As for the bedding, we are in the process of renewing all the linens.

We hope to host you again in the future!

Can't wait to return!

November 2021
, Berwick, ME US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was our first stay at a condo and we loved it. The location was perfect, not far from Duval and centrally located to almost everything on the island. Check in/out instructions were timely and easy to follow. The grounds and pool area are clean and well maintained. The pool was a little cool, but the bravest of us managed to get in it. We would definitely recommend this property.

Manager's Response

Thank you for your review Timothy! We are thrilled you enjoyed your stay so much and look forward to welcoming you again next time you come to Key West!

Key west vacation

September 2021
, MASSAPEQUA PARK, NY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

my experience in key west was very relaxing and satisfying.

Manager's Response

Thank you for your review William, we are glad you enjoyed your stay and hope to welcome you again next time you visit Key West!

Very nice unit in a great location.

August 2021
, Mississauga, ON CA

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very clean and very well equipped unit in a great central location in old Key West. All check-in and check-out information clearly communicated ahead of time. Staff very responsive and helpful. I will look to book with them again on my next visit to Key West.

Manager's Response

Dorothy we are so happy your stay at The Quarterdeck was so great! Thank you for choosing to stay with us during your vacation in Key West, we hope to see you again soon!

wonderful stay

July 2021
, Arvada, CO US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Very nice rental...clean and well maintained. Walking distance from so much in Key West...had a car, but barely used it.

Manager's Response

Thank you for your wonderful review. We hope to see you again soon!

Comfy and quiet

May 2021
, Moscow, ID US

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

Not fancy but quiet, clean and great location to access all the fun of Old Town Key West. No car needed!. Pool was very nice with plenty of lounge chairs and umbrellas. Brian, the property manager, is very helpful and accommodating. Will certainly stay again.

Manager's Response

Thank you for your review. We are so happy you had a great time and hope to see you again!

March 2021

March 2021
, Kirkwood, MO US

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

Had a great stay. Just can’t see the sunset anymore but the park is nice

Manager's Response

Thank you for your review. We enjoyed hosting you in Paradise again and hope to see you next year!

March 2021

March 2021
, Kirkwood, MO Unknown

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

Had a great stay. Just can’t see the sunset anymore but the park is nice

Manager's Response

Thank you for your review. We enjoyed hosting you in Paradise again and hope to see you next year!

Key west break

December 2020
, BLUFFTON , SC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This unit was close to everything. It was an easy walk to anything locally. It was clean and well equipped. The washer dryer was a plus. It is a short walk to the state park beach. The gated community is a plus.

Manager's Response

Thank you for your review! We hope to see you again soon!

FANTASY FEST

October 2019
, North Smithfield, RI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The Quarterdeck holds no surprises. The condo is exactly as pictured online. It was very clean, well kept and had everything you would need.The property is full of lush landscape and palm trees...very tranquil. We were able to watch the beautiful sunsets and float preparations for the Fantasy Fest parade from the back balcony. Brian, the property manager, was incredibly helpful. Thank you, Brian we loved it.

Manager's Response

Dear Tina,


Thank you for a wonderful review on your recent stay. We are so thrilled that this home was so perfect during your Fantasy Fest visit. We look forward to hosting you again in Paradise one day!


Best Regards,


Wendy Zintsmaster and Team

Excellent experience!!

September 2019
, Farmington, MN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Renting this property was an excellent experience. The property was exactly as described in person. Brian, the Property Manager, was so nice and professional to work with. We’d highly recommend this property to rent while in Key West. It was so easy for us to walk everywhere while in Key West. We’ll definitely rent again.

Manager's Response

Dear Julie,


Thank you for your incredible review on The Quarterdeck! We are so thrilled to hear how much you loved this condo in the Shipyard community. We enjoyed having you and hope to see you back soon!


Best Regards,


Wendy Zintsmaster and Team

really enjoyable break

August 2019
, Cardiff, GB

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The Quarterdeck, is a little area of peace and tranquilty, The property is placed in an area where it is very easy to access all the places you need to visit within walk ing distance.sea,shops, restuarnts and local attractions.The actual property is very well maintained, clean, fresh and has everything and more that you need in a break, Even down to a washing machine and tumble dryer. I would recommend this property to any one, it suits a group of friens, couples and families. the pool is wonderful to

Manager's Response

Dear Andrew,


Thank you for your wonderful review on The Quarterdeck! We are so thrilled to hear how much you enjoyed this condo in the Shipyard community. We enjoyed hosting you and hope to see you back soon!


Best Regards,


Wendy Zintsmaster and Team

Awesome stay !!

June 2019
, Huddersfield, WYK United Kingdom

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had an awesome time at The Quarterdeck, the Truman Annex is full of lush landscape and palm trees and is very peaceful.We were able to watch the cruise ships come into dock as we sat on the rear balcony. We were close to everything. The apartment was very clean and had everything you would need for your stay. Management, Concierge team and Brian were all very helpful and willing to assist. We can't wait to return, we loved it.

Manager's Response

Dear Tracey,


Thank you for your incredible review! We are thrilled to hear how much you loved the Truman Annex area and this beautiful condo. We enjoyed hosting you in Paradise and hope to see you back soon!


Best Regards,


Wendy Zintsmaster and Team

Great Stay! Beautiful location

April 2019
, Stanton, MI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very much enjoyed our stay at the Quarterdeck. Location had a view of the water where we watched cruise ships come by periodically. Quick walk across to the park or even Fort Zachary Taylor. Only a couple blocks off of Duval. Don't miss Blue Heaven for breakfast or Blue Macaw for appetizers (lobster spinach dip was fantastic). Quarterdeck had all ammenities we needed and was clean and bright. Pool area was perfect where we met lots of great people each day. Brian with management kept in touch to make sure we had everything we needed and was able to get us a later checkout so we didn't have to spend more time at the airport. We can't wait to return!

Manager's Response

Dear Kimberly,


Thank you for your wonderful review on The Quarterdeck. We are so happy to hear how much you enjoyed this perfectly located condo in the Truman Annex Community. There are several amazing surrounding restaurants so we are glad to hear that you were able to take advantage of the convenience of walking to one of the best on the island. Thank you for being our guest and please come back and see us soon!


Best Regards,


Wendy Zintsmaster and Team

I would rent this property again with absolutely NO hesitation!

October 2018

Overall
5

Our stay at this property was excellent! Everything was very clean and in good working order. I don't know about any of the TV's because we never turned any of them on. It is a very comfortable and inviting place to stay. I was very impressed with how nice and modern the kitchen is as well as the washer and dryer. The beds were comfortable. The pillows are not firm enough for my taste but pillows are pretty personal. The pool and the grounds were amazing - always very clean and neat. In a nutshell I would highly recommend this property to anyone!

Great location. Nice condo.

September 2018

Overall
5

The condo had everything we needed. Great location. We could walk everywhere. Thanks

Clean, bright and great location!

June 2018

Overall
5

The property was clean, bright, and well-maintained. The location was perfect! We rented bikes and everything was easily accessible especially Fort Zachary (best beach and great sunsets) and many restaurants. The property management team was top notch - incredibly responsive to all of our questions before arrival and they sent a text message on arrival day with additional contact information.

Very nice place to stay in Key West!

December 2016

Overall
5

We had a wonderful week in Key West. Quarterdeck was just what we needed, clean, secure, and in a quiet area. Brian the property manager was very attentive to our needs and concerns. Beds are firmer than we are accustomed to. There was construction outside, but we were not bothered as we were not there much during the day. We would stay here again if we return to Key West in the near future.

Wonderful retreat in the middle of Key West

September 2015

Overall
5

We had an absolutely wonderful stay at the Quarterdeck, thank you so much! The house is furnished beautiful and extremely well kept, it has all amenities that one needs and it is in an absolutely beautiful neighborhood. We loved it so much, we would have liked to stay there for good. On top of that, everything that you want to see is within walking distance, so you can leave the car in the parking lot. The check-in and check-out process was very easy. All in all, we had a lovely time and immediately felt at home. There is no way the property could improve. It was excellent! Don't change anything! Regarding activities we enjoyed very much just walking aroung old Key West, where every single house is so beautiful. We also took a tour on the conch train, which was very informative, visited the Audubon and Hemmingway houses, the shipwreck and butterfly museum. We loved to dine at Caroline's and the Hard Rock Caf. We also took a boat tour to the dolphins and snokeled the reef. I would recommend this vacation and especially this property to all my friends!

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2 Bed
1 Bath
Sleeps 4

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SEAPORT SANCTUARY ~ Romantic!

SEAPORT SANCTUARY ~ Cozy 1B Cottage with a Heated Pool That is Located in the Seaport District!

Location

308 Margaret Street #3
33040 Key West , FL
United States
24° 33' 38.34" N, 81° 47' 59.46" W
Florida US

SEAPORT SANCTUARY ~ Romantic!

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My 3rd. Time

Reviewed by Wlliam H. on 2025-01-12
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
This was my 3rd.time staying here. As always the place was great, the location is wonderful and I would recommend it to everyone. This time I want to go over the staff, Kim, Melanie and especially Whitney were fantastic.The wi-fi started to act up on a Friday. I let them know thinking it would be Monday before anyone would be out. They came right out and had it fixed in an hour. I was completely blown away. Then the weather started messing with my schedule with cancelled flights. They worked with the owners and were able to accommodate my changing schedule. I was really impressed. I thank all of you for everything.
Manager response on 2025-01-13 - Response from Best of Key West Rentals
Thank you for your incredible review William! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Back in Key West

Reviewed by Wlliam H. on 2024-06-29
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
I was back to this place for the second time, and it was wonderful like before. the location is great close enough to get where you want on foot but far enough away to be quiet. Everything was clean and in good shape. Everyone including Whitney was great and very accommodating, even special needs. I am looking forward to coming back and would recommend it to anyone. Willim
Manager response on 2024-06-30 - Response from Best of Key West Rentals
Thank you for your review William, we are so glad the property met your needs while staying with us. We look forward to your next stay with us, thank you for being our guest!

Best Find in Key West

Reviewed by Julie K. on 2022-01-10
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
We were blown away by this little gem. Perfect location. Easy walk and bike to anywhere on the island. We did have a car and had NO problem finding street parking although you really don't need a car. Rental contact is spot on and quick to respond. Nicest people you will ever meet.
Manager response on 2022-01-11 - Response from Best of Key West Rentals
Thank you for this wonderful review Julie we are thrilled you enjoyed your stay and hope to host you again next time you visit the island!

Great little cottage! Privacy in the middle of the action!

Reviewed by Unknown on 2023-11-28
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
I would stay again. I spent the month in this cottage and loved almost every minute. One issue during the stay and the rental company fixed it immediately!!! Five stars!
Manager response on 2023-12-04 - Response from Best of Key West Rentals
Thank you for your fantastic review Robert. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Seaport Sanctuary

Reviewed by STEVE S. on 2024-04-17
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Everything went smoothly. Whitney responded to anything we needed. The neighborhood was friendly Good location and had a very nice cat, Woody.
Manager response on 2024-04-17 - Response from Best of Key West Rentals
Thank you for this great review Steve! We are thrilled you enjoyed the property and hope to host you again in the future!

Key West Month

Reviewed by Wlliam H. on 2024-01-06
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
My stay was wonderful, really comfortable, great location, far enough away to be quiet but close enough to walk anywhere in minutes. Whitney and the staff wre very helpful.
Manager response on 2024-01-08 - Response from Best of Key West Rentals
Thank you for your feedback on your recent stay William. We are so glad that you enjoyed your time spent at Seaport Sanctuary. We hope to welcome you again next time you need some Key West Sunshine!

Living the Key West Life

Reviewed by Lottie B. on 2019-04-04
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
I’ve been coming down to Key West for the past twenty years and have rented many houses over this time. Over the years, we have stayed in the Seaport area since this feels more like a way of life and not just a few days of vacation. This particular rental location was fabulous! A one-bedroom big enough for 2-3 people with all the necessary amenities. We used the gas BBQ and shared pool many times during our stay. Upon our arrival, everything was clean and easy to access all areas. Since we rented for one month, the scheduled mid-cleanup gave us more time to use the pool.
These units are individually owned so some owners are always around if you need information about the area and what is available to you as “A Local”. People are always friendly in Key West. This goes without saying, the staff at Best of Key West Rentals is wonderful. They are all very professional, helpful and understanding. During our stay, the A/C stopped working on a Sunday evening. We called our management staff and they had someone there within an hour, who was also able to fix our problem. Staff informed us every step of the way about what to do upon arrival and departure.
We would definitely recommend this property and any other properties which are managed by Best of Key West Rentals.
Manager response on 2019-04-08 - Response from Best of Key West Rentals
Dear Lottie, Thank you for your wonderful 5 star review on Seaport Sanctuary! We are so thrilled that you loved this incredible vacation rental in the Seaport area of Key West. The amenities and location of this home made for a perfect Key West retreat. We appreciate you being so understanding of the a/c issue and allowing us to rectify the issue quickly. We look forward to your next return to Key West! Best Regards, Wendy Zintsmaster and Team

February Warmth

Reviewed by George W. on 2019-03-03
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Been coming to Key West for years for February to break p winter
Manager response on 2019-03-04 - Response from Best of Key West Rentals
Dear George, Thank you for your review on your recent stay at Seaport Sanctuary. We are so happy to hear that you had another wonderful visit in Key West. We loved having you as our guest and hope to see you again soon in Paradise! Best Regards, Wendy Zintsmaster and Team

Awesome

Reviewed by vicki k. on 2020-01-02
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Very clean,great location and good neighbors.
Manager response on 2020-01-02 - Response from Best of Key West Rentals
Dear Vicky, Thank you for your wonderful review. We are thrilled to hear how much you loved this home and we hope to see you back again soon. Best Regards, Wendy Zintsmaster and Team

A great little place!

Reviewed by Unknown on 2021-06-16
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
We used this property for extra space for family and guests during a month's stay in Key West. It was wonderfully comfortable and quiet, while still be close to everything.
Manager response on 2021-06-16 - Response from Best of Key West Rentals
Thank you for your review Russel, we are so glad the property met your needs and your guest felt comfortable while staying with us. We hope you'll stay with us again next time you visit Key West.

seaoort snctuary

Reviewed by mary r. on 2021-07-21
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Great location Perfect for one or two people
Manager response on 2021-09-03 - Response from Best of Key West Rentals
Thank you for your wonderful review. We hope to see you again soon!

Perfect location

Reviewed by Kaltra K. on 2021-09-07
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Super cute, cozy place, close to everything. Location was the biggest bonus during our stay. The place is small, ideal for 2 to 3 people, and is very simple. The pool is a nice extra feature, well maintained and clean. There is a grill on the side for cooking and eating outside. The owners were very responsive, and the manager of the place was most helpful with anything we needed. Made a big difference. Overall a pleasant stay.
Manager response on 2021-09-07 - Response from Best of Key West Rentals
Kaltra we are delighted you enjoyed your stay so much and look forward to welcoming you again next time you visit the island!

SEAPORT SANCTUARY ~ Come and Enjoy this Romantic & Lovely Couples Hideaway!

Unit Code: SY

SEAPORT SANCTUARY ~ Romantic!

SEAPORT SANCTUARY ~ Cozy 1B Cottage with a Heated Pool That is Located in the Seaport District!
A QUIET BUNGALOW IN THE HISTORIC SEAPORT... Private one bedroom home in the heart of Old Town.  A great place for a couple's getaway where you can live like a local.  Located in a serene setting off the main streets and surrounded by other "cigar" cottages.  A shared, heated, community pool is a great place to cool off or sit and enjoy a cocktail. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE FURNISHINGS... Newly decorated throughout with the feel of home.  Nicely equipped kitchen to cook your favorite meals.  There is a high top table with storage for wine glasses galore so our wine lover won't run out!  Flat screen tvs in both the living room and bedroom.   SLEEPING ARRANGEMENTS..... Queen bedroom just beyond the living area also has a separate entrance to the house for a quiet couple's hideaway.  Queen size pull out couch in the living room to accommodate your overnight guests. DETAILS AND AMENITIES... You are next door to one of Key West's favorite diners, Harpoon Harry's.  You are just a across the street from the Historic Seaport with all of their quaint shops and restaurants.  Walk just down the street to and hop on a sunset cruise or water excursions! Explore the island and really get the feel for being a local. Youtube TV is provided for your enjoyment on lazy days inside. POOL AND OUTDOOR LIVING... Enjoy the quiet and hidden community pool with lounge chairs to relax.  You have an outdoor patio area next to the cottage with a gas grill so you can dine alfresco. Pets are not considered at this home. PETS... This is not a pet-friendly home. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) PARKING... This home does not have designated parking but there is on street parking in the surrounding neighborhood.  Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates, and is only 1 block away. BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). GREAT LOCATION!
April 2025
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DatesPrice
04/24/2025 - 04/30/2025$150 /nt
05/01/2025 - 05/31/2025$107 /nt
06/01/2025 - 06/30/2025$106 /nt
07/01/2025 - 09/30/2025$125 /nt
10/01/2025 - 10/31/2025$143 /nt
11/01/2025 - 11/30/2025$179 /nt
12/01/2025 - 12/31/2025$197 /nt
01/01/2026 - 01/31/2026$215 /nt
02/01/2026 - 02/28/2026$245 /nt
03/01/2026 - 03/31/2026$215 /nt
04/01/2026 - 04/24/2026$179 /nt
4.8125
(16 Review)

My 3rd. Time

December 2024
, North Chestrfield , VA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was my 3rd.time staying here. As always the place was great, the location is wonderful and I would recommend it to everyone. This time I want to go over the staff, Kim, Melanie and especially Whitney were fantastic.The wi-fi started to act up on a Friday. I let them know thinking it would be Monday before anyone would be out. They came right out and had it fixed in an hour. I was completely blown away. Then the weather started messing with my schedule with cancelled flights. They worked with the owners and were able to accommodate my changing schedule. I was really impressed. I thank all of you for everything.

Manager's Response

Thank you for your incredible review William! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Back in Key West

May 2024
, North Chestrfield , VA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

I was back to this place for the second time, and it was wonderful like before. the location is great close enough to get where you want on foot but far enough away to be quiet. Everything was clean and in good shape. Everyone including Whitney was great and very accommodating, even special needs. I am looking forward to coming back and would recommend it to anyone. Willim

Manager's Response

Thank you for your review William, we are so glad the property met your needs while staying with us. We look forward to your next stay with us, thank you for being our guest!

Seaport Sanctuary

March 2024
, Portland, OR United States

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everything went smoothly. Whitney responded to anything we needed. The neighborhood was friendly Good location and had a very nice cat, Woody.

Manager's Response

Thank you for this great review Steve! We are thrilled you enjoyed the property and hope to host you again in the future!

Seaport Sanctuary

March 2024
, Portland, OR United States

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everything went smoothly. Whitney responded to anything we needed. The neighborhood was friendly Good location and had a very nice cat, Woody.

Manager's Response

Thank you for this great review Steve! We are thrilled you enjoyed the property and hope to host you again in the future!

Key West Month

December 2023
, North Chestrfield , VA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

My stay was wonderful, really comfortable, great location, far enough away to be quiet but close enough to walk anywhere in minutes. Whitney and the staff wre very helpful.

Manager's Response

Thank you for your feedback on your recent stay William. We are so glad that you enjoyed your time spent at Seaport Sanctuary. We hope to welcome you again next time you need some Key West Sunshine!

Key West Month

December 2023
, North Chestrfield , VA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

My stay was wonderful, really comfortable, great location, far enough away to be quiet but close enough to walk anywhere in minutes. Whitney and the staff wre very helpful.

Manager's Response

Thank you for your feedback on your recent stay William. We are so glad that you enjoyed your time spent at Seaport Sanctuary. We hope to welcome you again next time you need some Key West Sunshine!

Great little cottage! Privacy in the middle of the action!

October 2023
, Westerville, OH United States

Overall
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

I would stay again. I spent the month in this cottage and loved almost every minute. One issue during the stay and the rental company fixed it immediately!!! Five stars!

Manager's Response

Thank you for your fantastic review Robert. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Great little cottage! Privacy in the middle of the action!

October 2023
, Westerville, OH United States

Overall
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

I would stay again. I spent the month in this cottage and loved almost every minute. One issue during the stay and the rental company fixed it immediately!!! Five stars!

Manager's Response

Thank you for your fantastic review Robert. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Best Find in Key West

December 2021
, Traverse City, MI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We were blown away by this little gem. Perfect location. Easy walk and bike to anywhere on the island. We did have a car and had NO problem finding street parking although you really don't need a car. Rental contact is spot on and quick to respond. Nicest people you will ever meet.

Manager's Response

Thank you for this wonderful review Julie we are thrilled you enjoyed your stay and hope to host you again next time you visit the island!

Perfect location

July 2021
, Dorchester, MA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Super cute, cozy place, close to everything. Location was the biggest bonus during our stay. The place is small, ideal for 2 to 3 people, and is very simple. The pool is a nice extra feature, well maintained and clean. There is a grill on the side for cooking and eating outside. The owners were very responsive, and the manager of the place was most helpful with anything we needed. Made a big difference. Overall a pleasant stay.

Manager's Response

Kaltra we are delighted you enjoyed your stay so much and look forward to welcoming you again next time you visit the island!

seaoort snctuary

June 2021
, highland hgts, KY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Great location Perfect for one or two people

Manager's Response

Thank you for your wonderful review. We hope to see you again soon!

A great little place!

May 2021
, Alexandria, VA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We used this property for extra space for family and guests during a month's stay in Key West. It was wonderfully comfortable and quiet, while still be close to everything.

Manager's Response

Thank you for your review Russel, we are so glad the property met your needs and your guest felt comfortable while staying with us. We hope you'll stay with us again next time you visit Key West.

Awesome

December 2019
, Sugar Creek, OH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very clean,great location and good neighbors.

Manager's Response

Dear Vicky,


Thank you for your wonderful review. We are thrilled to hear how much you loved this home and we hope to see you back again soon.


Best Regards,


Wendy Zintsmaster and Team

Living the Key West Life

March 2019
, Chicago, IL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

I’ve been coming down to Key West for the past twenty years and have rented many houses over this time. Over the years, we have stayed in the Seaport area since this feels more like a way of life and not just a few days of vacation. This particular rental location was fabulous! A one-bedroom big enough for 2-3 people with all the necessary amenities. We used the gas BBQ and shared pool many times during our stay. Upon our arrival, everything was clean and easy to access all areas. Since we rented for one month, the scheduled mid-cleanup gave us more time to use the pool.
These units are individually owned so some owners are always around if you need information about the area and what is available to you as “A Local”. People are always friendly in Key West. This goes without saying, the staff at Best of Key West Rentals is wonderful. They are all very professional, helpful and understanding. During our stay, the A/C stopped working on a Sunday evening. We called our management staff and they had someone there within an hour, who was also able to fix our problem. Staff informed us every step of the way about what to do upon arrival and departure.
We would definitely recommend this property and any other properties which are managed by Best of Key West Rentals.

Manager's Response

Dear Lottie,


Thank you for your wonderful 5 star review on Seaport Sanctuary! We are so thrilled that you loved this incredible vacation rental in the Seaport area of Key West. The amenities and location of this home made for a perfect Key West retreat. We appreciate you being so understanding of the a/c issue and allowing us to rectify the issue quickly. We look forward to your next return to Key West!


Best Regards,


Wendy Zintsmaster and Team

February Warmth

February 2019
, Easton, PA US

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

Been coming to Key West for years for February to break p winter

Manager's Response

Dear George,


Thank you for your review on your recent stay at Seaport Sanctuary. We are so happy to hear that you had another wonderful visit in Key West. We loved having you as our guest and hope to see you again soon in Paradise!


Best Regards,


Wendy Zintsmaster and Team

Great stay!

September 2017

Overall
5

Great little house, and grounds. The location is great, and is easy to get anywhere on the island you need to. We had one issue with the A/C during our stay, but Brian the property manager had it taken care of within 2 hours. We had an excellent stay, and would return again.

Leave a Review
1 Bed
1 Bath
Sleeps 4

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LOVE LANDING ~ Secret Gem!

LOVE LANDING ~ Immaculate and Charming 3 Bedroom, 3 Bathroom Home with Off Street Parking, Heated Pool and Incredible Outdoor Lounge Space!

Location

728 Love Ln.
33040 Key West , FL
United States
24° 33' 25.488" N, 81° 47' 58.596" W
Florida US

LOVE LANDING ~ Secret Gem!

Request More Information

Great secluded and secure location

Reviewed by Unknown on 2024-11-15
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Great experience with the house.
Manager response on 2024-11-16 - Response from Best of Key West Rentals
Thank you for this great review Robert! We are thrilled you enjoyed the property and hope to host you again in the future!

Idyllic!

Reviewed by Unknown on 2023-03-17
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
We'll never forget our fabulous trip to Key West and the biggest reason why is because of 728 Love Lane. This home is charming, spacious and close to everything, yet so quiet and private. Shana, our property manager, was very responsive and an absolute pleasure to work with.
Manager response on 2023-03-20 - Response from Best of Key West Rentals
Thank you for your fantastic review Kevin! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

LOVE LANDING ~ Charming 3 Bedroom, 3 Bathroom Home w/ Pool and Parking!

Unit Code: LL

LOVE LANDING ~ Secret Gem!

LOVE LANDING ~ Immaculate and Charming 3 Bedroom, 3 Bathroom Home with Off Street Parking, Heated Pool and Incredible Outdoor Lounge Space!
MARITIME-INSPIRED LIVING… Come unwind in this desirable retreat, tucked in a quiet and private lane just a stone's throw from all the excitement of Duval Street. Your location is ideal with swaying palm trees and gentle sea breezes all around. This upscale delight beckons you into your tropical haven beneath the twinkling stars of Key West. Allow your delightful island story to unfold. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS & AMENITIES… The open concept features a custom gourmet kitchen with luxury appliances and a uniquely furnished living area with inspiring design pieces that invites you to sit for a spell and enjoy the grand yet cozy surroundings. The Master Shaker craftsman-built kitchen is a gourmet cook's dream and the nearby sliding glass doors bring the back yard inside while you concoct your next culinary creation. A large flat screen smart TV invites you to sink down into the plush accommodations and enjoy your favorite movie or sporting event. SLEEPING ARRANGEMENTS… The primary suite offers a plush king bed with an en-suite bathroom and access to the beautiful backyard area. A queen guest room resides steps away with access to the hallway bathroom with a shower/tub combination. The third bedroom houses a king bed with an ensuite bathroom with double sinks and a shower and access to a private front porch for your morning coffee. All bedrooms have flat screen TVs and ample closets or dresser drawer space for your unpacking convenience. A loft area above the living space makes a fun place to escape for a good book on the bench or for a quick afternoon nap on one of the two twins beds that can convert to a king. OUTDOOR LIVING... Venture out through the sliding doors to your gorgeous private lanai and pool area that includes an outdoor kitchen with a wet bar, TV and dining area hosting seating for six. Take a dip with a margarita in hand and delight in the beautiful tile work and water feature followed by a rinse in the outdoor shower. Stretch out for a nap in the pool lounge area before firing up the large propane grill for dinner under the bewitching stars. PARKING... The home offers off-street parking for one vehicle. PETS... Pets are not considered at this property. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). COME AND STAY A WHILE…
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DatesPrice
04/24/2025 - 04/30/2025$500 /nt
05/01/2025 - 05/31/2025$358 /nt
06/01/2025 - 06/30/2025$354 /nt
07/01/2025 - 07/31/2025$411 /nt
08/01/2025 - 09/30/2025$465 /nt
10/01/2025 - 12/31/2025$643 /nt
01/01/2026 - 01/31/2026$893 /nt
02/01/2026 - 02/28/2026$975 /nt
03/01/2026 - 03/31/2026$893 /nt
04/01/2026 - 04/24/2026$572 /nt
5.0000
(2 Review)

Great secluded and secure location

October 2024
, Westerville, OH United States

Overall
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
5

Great experience with the house.

Manager's Response

Thank you for this great review Robert! We are thrilled you enjoyed the property and hope to host you again in the future!

Idyllic!

February 2023
, Westport, CT United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We'll never forget our fabulous trip to Key West and the biggest reason why is because of 728 Love Lane. This home is charming, spacious and close to everything, yet so quiet and private. Shana, our property manager, was very responsive and an absolute pleasure to work with.

Manager's Response

Thank you for your fantastic review Kevin! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Leave a Review
3 Bed
3 Baths
Sleeps 8

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SEA-NIC VIEW ~ A Boater's Haven!

SEA-NIC VIEW ~ Peacefully Located 2 Bedroom, 2 Bathroom Oceanfront 3rd Floor Condo w/ Private Boat Slip, Heated Community Pool, Parking, Sandy Beach and Convenience to Shopping and More!

Location

30 Hilton Haven Rd. #6
33040 Key West , FL
United States
24° 33' 48.708" N, 81° 46' 53.868" W
Florida US

SEA-NIC VIEW ~ A Boater's Haven!

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Great views, great location

Reviewed by Tanya M. on 2024-07-15
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
This unit was very nice to stay in. Room for 5 or 6 to eat, relax, sleep, and soak in the Key West experience. Having a place for a boat and a pool to use make it extra special. The road is a dead end road, so it’s quiet, but close enough to bike, drive, or Uber to the busier parts of Key West. It is on the third floor, so pack light or in smaller suitcases to make it easier to get to the unit. Neighbors and other guests were all very friendly. We would stay here again. I wish the unit had a couple of bikes to use, but you can bring your own or rent from a local shop.
Manager response on 2024-07-16 - Response from Best of Key West Rentals
Thank you for your wonderful review Tanya. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Hilton Haven rental

Reviewed by Kevin D. on 2024-04-02
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
We stayed at 30 Hilton Haven for the month of March and it was amazing. The views were spectacular and it was close enough to get to downtown quickly but far enough away from all the hustle and chatter. Truman and Co. We're great and we're there every step of the way with answers to any question we had. I would definitely stay here again and would certainly use Truman & Co. For my next rental.
Manager response on 2024-04-11 - Response from Best of Key West Rentals
Thank you for this wonderful review Kevin, we are so glad you enjoyed the property so much and look forward to welcoming you again next time you are in Key West.

great place to stay

Reviewed by Brian C. on 2023-03-06
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
great location, very nice accommodations...will plan to return next year....
Manager response on 2023-03-07 - Response from Best of Key West Rentals
Thank you for this wonderful review Brian, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Great Place

Reviewed by Brian C. on 2024-03-05
Overall satisfaction
Cleanliness
Location
Property condition
Recommend to Others
Great month in Key West ....this is a wonderful location....Most of the neighbors are friendly and nice. Easy to get an Uber to go downtown, but nice and quiet at condo..
Manager response on 2024-03-06 - Response from Best of Key West Rentals
Thank you for this fantastic review Brian! We hope to welcome you again next year!

SEA-NIC VIEW ~ 2 BR/2Ba Water-front views, Heated Pool Access and Dockage!

Unit Code: SEA

SEA-NIC VIEW ~ A Boater's Haven!

SEA-NIC VIEW ~ Peacefully Located 2 Bedroom, 2 Bathroom Oceanfront 3rd Floor Condo w/ Private Boat Slip, Heated Community Pool, Parking, Sandy Beach and Convenience to Shopping and More!
IT'S A SWELL LIFE… Endless island treasures engulf this oceanfront haven which is your one stop destination for a complete Key West experience. Peacefully tucked away at the end of a private road, this community overlooks the lively Garrison Bight Marina nestled within nature’s surroundings, offering every imaginable amenity including convenience to shopping, dining and more! Imagine your worries washing away as you get lost in time mesmerized by the sparkling Gulf of Mexico, brimming a with water sports and yachts gently rolling in. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS & AMENITIES… This quintessential island retreat is located on the 3rd floor of the complex, possessing a Key West vibe as soon as you step through the front door with tropical views all around. Find a spacious Great Room with an updated and fully equipped kitchen, featuring stainless steel appliances perfect for serving up your home-made meals to enjoy at the dining table for 4 or casually at the breakfast bar for 2. Settle into a good movie with comfy living area furnishings, a flat screen TV and 2 sets of French doors that can be perched open for sultry island breezes. Tile flooring and ceiling fans throughout keep this space airy and cool. SLEEPING ARRANGEMENTS… Snuggle into a king bed within the primary suite with plush linens, a flat screen TV, en suite bathroom with a soaking tub and separate shower, single sleeper convertible ottoman and writing desk for those working remotely. Marvel over your oceanfront views right from your bed and ease the doors open to your private balcony with seating to enjoy your morning cup of coffee with views of the pool and dock. The 2nd guest suite has a queen size bed, steps to a hallway bathroom with a shower tub combo, flat screen TV and direct access to the 2nd veranda overlooking Garrison Bight Marina. A queen sofa sleeper resides in the living room area. OUTDOOR LIVING… Enjoy the rare perk of a private 28 ft. boat slip on the dock just steps from this unit (trailers are not allowed to be stored on property – please inquire for local suggestions). This unobstructed slip allows for seamless navigation out to open turquoise waters. Clean your catch at the dock with a cocktail in hand as the sun sets in the distance and grill up your savory dinner. Dig your toes into the warm, sandy beach and find your serenity with just the sounds of the sea by your side. A refreshing dip in the heated community pool, a hammock swaying in the breeze and an evening beach bonfire are sure to calm your senses. PARKING... One convenient parking spot is available making coming and going ideal. PETS... No pets please! MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). A TRULY REMARKABLE TROPICAL EXPERIENCE AWAITS!
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DatesPrice
04/24/2025 - 04/30/2025$161 /nt
05/01/2025 - 05/31/2025$143 /nt
06/01/2025 - 06/30/2025$161 /nt
07/01/2025 - 07/31/2025$197 /nt
08/01/2025 - 09/30/2025$179 /nt
10/01/2025 - 10/31/2025$233 /nt
11/01/2025 - 11/30/2025$250 /nt
12/01/2025 - 12/31/2025$286 /nt
01/01/2026 - 01/31/2026$384 /nt
02/01/2026 - 02/28/2026$432 /nt
03/01/2026 - 03/31/2026$384 /nt
04/01/2026 - 04/24/2026$250 /nt
5.0000
(6 Review)

Great views, great location

June 2024
, Naples, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This unit was very nice to stay in. Room for 5 or 6 to eat, relax, sleep, and soak in the Key West experience. Having a place for a boat and a pool to use make it extra special. The road is a dead end road, so it’s quiet, but close enough to bike, drive, or Uber to the busier parts of Key West. It is on the third floor, so pack light or in smaller suitcases to make it easier to get to the unit. Neighbors and other guests were all very friendly. We would stay here again. I wish the unit had a couple of bikes to use, but you can bring your own or rent from a local shop.

Manager's Response

Thank you for your wonderful review Tanya. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Hilton Haven rental

March 2024
, Key West, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We stayed at 30 Hilton Haven for the month of March and it was amazing. The views were spectacular and it was close enough to get to downtown quickly but far enough away from all the hustle and chatter. Truman and Co. We're great and we're there every step of the way with answers to any question we had. I would definitely stay here again and would certainly use Truman & Co. For my next rental.

Manager's Response

Thank you for this wonderful review Kevin, we are so glad you enjoyed the property so much and look forward to welcoming you again next time you are in Key West.

Great Place

February 2024
, Fort Waynw, IN Unknown

Overall
5
Cleanliness
5
Location
5
Property condition
5

Great month in Key West ....this is a wonderful location....Most of the neighbors are friendly and nice. Easy to get an Uber to go downtown, but nice and quiet at condo..

Manager's Response

Thank you for this fantastic review Brian! We hope to welcome you again next year!

Great Place

February 2024
, Fort wayne, IN US

Overall
5
Cleanliness
5
Location
5
Property condition
5

Great month in Key West ....this is a wonderful location....Most of the neighbors are friendly and nice. Easy to get an Uber to go downtown, but nice and quiet at condo..

Manager's Response

Thank you for this fantastic review Brian! We hope to welcome you again next year!

great place to stay

January 2023
, Fort Waynw, IN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

great location, very nice accommodations...will plan to return next year....

Manager's Response

Thank you for this wonderful review Brian, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

great place to stay

January 2023
, Fort Waynw, IN Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

great location, very nice accommodations...will plan to return next year....

Manager's Response

Thank you for this wonderful review Brian, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Leave a Review
2 Bed
2 Baths
Sleeps 6

Search Availability

GILLEY'S PLACE ~ Old Town Charm!

GILLEY'S PLACE ~ Charming and Fully Renovated 1 Bedroom, 1 Bathroom Cottage in Old Town Key West with Great Outdoor Entertaining Space!

Location

1122 Stump Ln.
33040 Key West , FL
United States
24° 33' 35.424" N, 81° 47' 40.452" W
Florida US

GILLEY'S PLACE ~ Old Town Charm!

Request More Information

Fully Renovated Conch Shack

Reviewed by Unknown on 2025-01-18
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Vaulted ceiling throughout, porch, and double sliding glass doors to back deck really expand the living space. We walked or biked to everything in Old Town. Nice, quiet neighborhood. Rental team was excellent. Will stay here again!
Manager response on 2025-01-24 - Response from Best of Key West Rentals
Thank you for your wonderful review Sharon. We enjoyed hosting you and hope to see you back in Key West again soon!

House is perfect!!

Reviewed by Pam L. on 2024-10-16
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
This house was perfect. Location is fantastic, walking distance to just about everything. House was very clean, comfortable and the avocado tree is a bonus. Kitchen very well equipped. Property Manager was responsive, efficient and professional. Loved it!! Hope to return next year!! Thanks for everything!
Manager response on 2024-10-17 - Response from Best of Key West Rentals
Thank you so much for this fantastic review Pam, it was truly a pleasure to host you and we are looking forward to welcoming you again next year!

A little jewel box

Reviewed by Ruth Ann S. on 2023-04-20
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Gilley’s Place was perfectly located, and beautifully decorated. It was brand new, clean and charming. A well stocked kitchen, and a good sized bathroom made this an easy small house for a months stay. The management team was very responsive and helpful. Five stars all around!
Manager response on 2023-05-01 - Response from Best of Key West Rentals
Thank you for your fantastic review Ruth. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Great spot!

Reviewed by Susan K. on 2024-02-02
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
We really enjoyed our month at Gilley’s Place. The house is small but had everything that we needed. The management company was very responsive and checked in to make sure that we had everything that we needed. The home feels new and it was just right for the two of us. Exceptional shower!
Manager response on 2024-02-05 - Response from Best of Key West Rentals
Thank you for your review Susan. We are thrilled you loved this home and hope to host you again soon! Thank you for being our guest!

Key West stay

Reviewed by Timothy S. on 2024-01-04
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Perfect location. Absolutely charming home. A pleasant added surprise were the kind and welcoming neighbors!
Manager response on 2024-01-04 - Response from Best of Key West Rentals
Thank you for taking the time to post a review of our property Timothy. We are so happy to hear that you enjoyed your time at Gilley's Place. Our goal is always to exceed your expectations! If there's anything we can help you with during your next visit, please don't hesitate to let us know.

A Must Stay

Reviewed by Catherine C. on 2023-12-04
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
I had the privilege of staying at his place for the span of two months. It really felt like home. The kitchen and home in general is fully stocked with everything you may need and the backyard/porch is decked out with outdoor furniture and a grill which I regret that I didn’t use more! The home is very fresh, clean, light and well decorated. While the bedroom was on the smaller side, the large shower and bright living and kitchen space really made the home feel larger. It’s absolute perfect for two people to enjoy key west but also feel secluded on a tucked away little lane. I biked to work every day, the location was amazing.The owners as well as management team were so helpful and there for anything you need. I hope to stay again soon in the future!
Manager response on 2023-12-04 - Response from Best of Key West Rentals
Thank you for this great review Catherine! We are thrilled you enjoyed the property and hope to host you again in the future!

Great location very cute brand new cottage

Reviewed by Elizabeth J. on 2022-05-11
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Recommend to Others
Fabulous peaceful extremely new and beautifully equipped - a real find. Would not hesitate to recommend it.
Manager response on 2022-05-12 - Response from Best of Key West Rentals
Thank you for your fantastic review Elizabeth. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Cozy, Cozy, Cozy!

Reviewed by Rene C. on 2023-02-16
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Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others

Very nice, clean and cozy place on a quiet street.
Manager response on 2023-02-16 - Response from Best of Key West Rentals
Thank you for this great review Rene! We are thrilled you enjoyed the property and hope to host you again in the future!

GILLEY'S PLACE ~ Fully Renovated 1 Bedroom, 1 Bath Cottage in Old Town!

Unit Code: GI

GILLEY'S PLACE ~ Old Town Charm!

GILLEY'S PLACE ~ Charming and Fully Renovated 1 Bedroom, 1 Bathroom Cottage in Old Town Key West with Great Outdoor Entertaining Space!
AN ESCAPE LIKE NO OTHER… Disconnect from the real world and reconnect with each other in this picture perfect, quaint cottage tucked away on a quiet and vibrant lane of Old Town. Your Paradise awaits just beyond a lovely white picket fence inviting you into a lush and luxuriant setting to call your island home. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE AMENITIES AND FURNISHINGS... A private, covered front porch beckons your lighthearted chit chat as you take in your tropical surroundings with your morning coffee in hand. Slip inside to a fully renovated and bright Great Room with cool hardwood flooring, cathedral ceilings and breathtaking natural lighting. Plush furnishings surround a flat screen TV, allowing you to sink in for your binging pleasure. A fully equipped kitchen with a stylish blue backsplash will calm your senses as you whip up your favorite dish and craft up your cocktail at the enticing bar area with bar seating for 3. Bring the outdoors in as you perch the sliding doors open for the best of both worlds! SLEEPING ARRANGEMENTS... Find your sleeping sanctuary just off the Great Room with a cozy queen bed with sumptuous linens for a peaceful night’s rest. An en suite full bathroom features a stunning walk-in glass shower with beautiful blue tiling within this nautical dwelling. A sofa sleeper resides in the living area for additional sleeping arrangements. OUTDOOR LIVING... Bring your fresh cooked cuisine outdoors on a private back deck enveloped in abundant, vibrant foliage with a sweet breeze by your side. A gas grill is provided to grill up your fresh catch of the day. Bike or stroll through this quaint neighborhood of beautiful, historic homes and enjoy just a short ride into town to all that Key West has to offer. PETS... This home is not pet-friendly. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) PARKING... This home does not have designated parking but there is on street parking in the surrounding neighborhood.  Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates. BOOKING DATES... This home is available only as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). START LIVING ON ISLAND TIME…
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04/24/2025 - 04/30/2025$170 /nt
05/01/2025 - 05/31/2025$154 /nt
06/01/2025 - 06/30/2025$108 /nt
07/01/2025 - 07/31/2025$129 /nt
08/01/2025 - 09/30/2025$137 /nt
10/01/2025 - 11/30/2025$150 /nt
12/01/2025 - 12/31/2025$197 /nt
01/01/2026 - 01/31/2026$367 /nt
02/01/2026 - 02/28/2026$413 /nt
03/01/2026 - 03/31/2026$367 /nt
04/01/2026 - 04/24/2026$261 /nt
5.0000
(8 Review)

Fully Renovated Conch Shack

November 2024
, Key West, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Vaulted ceiling throughout, porch, and double sliding glass doors to back deck really expand the living space. We walked or biked to everything in Old Town. Nice, quiet neighborhood. Rental team was excellent. Will stay here again!

Manager's Response

Thank you for your wonderful review Sharon. We enjoyed hosting you and hope to see you back in Key West again soon!

House is perfect!!

September 2024
, York, ME US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This house was perfect. Location is fantastic, walking distance to just about everything. House was very clean, comfortable and the avocado tree is a bonus. Kitchen very well equipped. Property Manager was responsive, efficient and professional. Loved it!! Hope to return next year!! Thanks for everything!

Manager's Response

Thank you so much for this fantastic review Pam, it was truly a pleasure to host you and we are looking forward to welcoming you again next year!

Great spot!

January 2024
, South Egremont, MA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We really enjoyed our month at Gilley’s Place. The house is small but had everything that we needed. The management company was very responsive and checked in to make sure that we had everything that we needed. The home feels new and it was just right for the two of us. Exceptional shower!

Manager's Response

Thank you for your review Susan. We are thrilled you loved this home and hope to host you again soon! Thank you for being our guest!

Key West stay

December 2023
, Carlisle, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Perfect location. Absolutely charming home. A pleasant added surprise were the kind and welcoming neighbors!

Manager's Response

Thank you for taking the time to post a review of our property Timothy. We are so happy to hear that you enjoyed your time at Gilley's Place. Our goal is always to exceed your expectations! If there's anything we can help you with during your next visit, please don't hesitate to let us know.

A Must Stay

October 2023
, Fort Lauderdale, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

I had the privilege of staying at his place for the span of two months. It really felt like home. The kitchen and home in general is fully stocked with everything you may need and the backyard/porch is decked out with outdoor furniture and a grill which I regret that I didn’t use more! The home is very fresh, clean, light and well decorated. While the bedroom was on the smaller side, the large shower and bright living and kitchen space really made the home feel larger. It’s absolute perfect for two people to enjoy key west but also feel secluded on a tucked away little lane. I biked to work every day, the location was amazing.The owners as well as management team were so helpful and there for anything you need. I hope to stay again soon in the future!

Manager's Response

Thank you for this great review Catherine! We are thrilled you enjoyed the property and hope to host you again in the future!

A little jewel box

March 2023
, Westhampton Beach, NY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Gilley’s Place was perfectly located, and beautifully decorated. It was brand new, clean and charming. A well stocked kitchen, and a good sized bathroom made this an easy small house for a months stay. The management team was very responsive and helpful. Five stars all around!

Manager's Response

Thank you for your fantastic review Ruth. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Cozy, Cozy, Cozy!

January 2023
, Bromont, QC CA

Overall
5
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
5


Very nice, clean and cozy place on a quiet street.

Manager's Response

Thank you for this great review Rene! We are thrilled you enjoyed the property and hope to host you again in the future!

Great location very cute brand new cottage

April 2022
, London W4 1DB, United Kingdom

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Fabulous peaceful extremely new and beautifully equipped - a real find. Would not hesitate to recommend it.

Manager's Response

Thank you for your fantastic review Elizabeth. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

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1 Bed
1 Bath
Sleeps 2

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ISLAND OASIS ~ Stylish!

ISLAND OASIS ~ Dog Friendly 2 Bedroom, 2 Bath Home w/ Private, Heated Pool and Off Street Parking!

Location

613 Amelia St.
33040 Key West , FL
United States
24° 33' 3.312" N, 81° 47' 46.968" W
Florida US

ISLAND OASIS ~ Stylish!

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Key West Vaca

Reviewed by Jed D. on 2025-04-10
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Recommend to Others
We had a great time. Nice place. A few issues need to be addressed. The towels and wash rags supplied were old, hard and discolored. New, softer ones would be nice. The safe in the closet didn't work. In the master bedroom, the AC vents or something in the ducts rattled and we didn't sleep well. In the downstairs half bathroom, the cold water didn't work and the toilet handle is not working. Since you asked, for what we paid I think the place could use a "freshening up".

Never Disappoints

Reviewed by Unknown on 2025-02-25
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Recommend to Others
Rental was exactly as advertised. Great location. Close to everything but quiet. Shana was so helpful and quick to respond. I definitely recommend this property

The perfect place for my 50th birthday weekend!

Reviewed by Shae W. on 2024-10-07
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Recommend to Others
Island Oasis was the perfect spot for my husband and I to stay with my best friend and her husband! We stayed there for my 50th birthday weekend and were very comfortable. Both bedrooms had comfy king beds and ensuite bathrooms. The kitchen had everything we needed and we really enjoyed the outdoor area with private pool! It was so nice to come in from a day of walking around and be able to take a dip in the pool. The location is great, within walking distance to a lot of places but far enough away from Duval to escape the noise. Our concierge team was so attentive and helped us make reservations and made recommendations. I would definitely stay again!
Manager response on 2025-01-06 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

Amazing

Reviewed by Bradley K. on 2024-11-13
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Location
Property condition
Recommend to Others
Perfect house my wife and I , and another couple . Great location ! Will definitely be returning !
Manager response on 2025-01-06 - Response from Best of Key West Rentals
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Location, location, location!

Reviewed by Unknown on 2025-01-04
Overall satisfaction
Services from rental manager
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Location
Property condition
Recommend to Others
Close to everything. It was nice to walk to the end of the street to get Cuban coffee every morning. Walk a few more blocks you're on Duval and a bit further to the Southernmost Point.

A few things could be upgraded in the home itself. Primary bedroom bed was very worn and squeaked every time you move. The guest bedroom beds are on wheels and roll across the floor. I read a review from a long time ago with the same issue. Thought it would have been addressed but was not.
The shower heads in both bathrooms could be better. Both are the rain style which are hard to rinse soap off with low water pressure.
Kitchen was fully stocked with cookware and dishes etc. The cooking utensils were poor quality. Plastic breaking off in food as we were cooking.
We used washer and dryer mid-week. Took us 2 hours to dry 6 towels. It was very old. Needs to be changed out.

Otherwise, the house was clean and in a great location.
Manager response on 2025-01-05 - Response from Best of Key West Rentals
Thank you for your feedback on your recent stay Ryan. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will rely back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

Great house

Reviewed by Unknown on 2025-02-12
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Recommend to Others
The house was very clean, well kept, and was just as it appears in the pictures. We couldn’t have been happier with it.
Manager response on 2025-02-12 - Response from Best of Key West Rentals
Peirce we really appreciate you leaving such a nice review after your stay. We are thrilled you enjoyed this home so much and hope to have the chance to welcome you again next time you visit the southernmost island!

Wonderful Home!

Reviewed by Unknown on 2024-04-21
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Location
Property condition
Recommend to Others
The home was beautiful and comfortable. It was the ideal place to retreat after a busy day in Key West.
The location could not have been better. There was parking right next to front door but it was walkable to Duvall St.
Manager response on 2025-01-06 - Response from Best of Key West Rentals
Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Fabulous Key West Home

Reviewed by Unknown on 2024-09-20
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Property condition
Recommend to Others
This place is wonderful and as pictured. Beautiful private pool, very clean and close to but not to close the Duvall, shopping and restaurants.

Rental company was great and so easy to communicate with. Would definitely stay here again.
Manager response on 2025-01-06 - Response from Best of Key West Rentals
Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Location Location!

Reviewed by J & D A. on 2024-04-26
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Services from rental manager
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Location
Property condition
Recommend to Others
Lovely cottage within walking distance of everything! Great pool, comfortable beds and had everything we needed.
Manager response on 2025-01-06 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

1st time in Key West!

Reviewed by Renee C. on 2024-06-18
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Services from rental manager
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Location
Property condition
Recommend to Others
The house was perfect for our stay. Communication was prompt, the location was perfect, the property was clean and everything we expected. Thank you!
Manager response on 2025-01-06 - Response from Best of Key West Rentals
Thank you for your wonderful review. We are thrilled you loved this home and hope to host you again soon!

Best Key West stay!

Reviewed by Carl T. on 2024-09-14
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Services from rental manager
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Location
Property condition
Recommend to Others
Incredible place. Absolutely private pool with 6 foot end (I didn’t realize it has a deep end!), incredibly clean, and over the top nice. Best nightly rental I’ve ever booked.
Manager response on 2025-01-06 - Response from Best of Key West Rentals
Thank you for your wonderful review. We are thrilled you loved this home and hope to host you again soon!

Prefect!!!

Reviewed by Unknown on 2024-07-06
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
The house,location,and management were PERFECT!!! we will definitely stay with you again!
Manager response on 2025-01-06 - Response from Best of Key West Rentals
Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Excellent stay!

Reviewed by Unknown on 2024-08-25
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Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
The house was beautiful and pristine and the service exceeded my expectations! Great location and seamless experience. Would definitely stay with them again.
Manager response on 2025-01-06 - Response from Best of Key West Rentals
Thank you for your wonderful review. We are thrilled you loved this home and hope to host you again soon!

Great Place!

Reviewed by Olga T. on 2024-08-13
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Great place for our family! The host was responsive and the house had everything we needed.
Manager response on 2025-01-06 - Response from Best of Key West Rentals
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Awesome Stay--Would do it again

Reviewed by IRA H. on 2022-10-13
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Close to everything but far enough it wasnt noisey. Very private back yard/pool..Great attenttive management. Would definitely recommend this place.
Manager response on 2022-11-08 - Response from Best of Key West Rentals
Thank you for your wonderful review Ira. We enjoyed hosting you and hope to see you back in Key West again soon!

Lovely Property

Reviewed by Brad S. on 2023-01-26
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Ideal location. Close to all hot spots but quiet and secluded.
Manager response on 2023-02-27 - Response from Best of Key West Rentals
Thank you for this great review Brad! We are thrilled you enjoyed the property and hope to host you again in the future!

Great place to stay!

Reviewed by Mary K. on 2023-01-11
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
We had a great stay at island oasis. The house was clean, well laid out, pool space was great, and stocked of all the basics. The location is great off the main roads but very walkable, we walked a lot! The management company was very helpful, was involved as much or as little as you’d like. We booked a fishing trip and had other communications with the staff and they were very nice to deal it every time. The only down side to the property I won’t want to stay any more than 4 people. There isn’t any separate space besides the living room/dining room (one room) inside. If you needed to work or needed any privacy it’s just the bedrooms. Fantastic stay for the four of us was very happy with it!
Manager response on 2023-02-27 - Response from Best of Key West Rentals
Thank you for your fantastic review Mary. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Island Oasis

Reviewed by Unknown on 2023-03-16
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Recommend to Others
We had a lovely time. House in great location. The house could use some upgrades. Quiet peaceful neighborhood. Amelia Street is not pretty but it’s a wide street, not a lot of car traffic, and the parking lot is convenient if needed and there are lots of restaurants nearby. The pool was clean and a wonderful amenity to have, as well as the garden.

Great time in Key West with friends

Reviewed by Calvin M. on 2023-01-28
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Property condition
Recommend to Others
Island Oasis was everything we thought it would be. The Truman and Co Team was very helpful and took care of all of our needs. This was our second time to stay within this complex. The home is in a great location, the pool was a great place to end the day exploring Key West. We would give it a 5 out of 5. Looking forward to our next trip.
Manager response on 2023-02-27 - Response from Best of Key West Rentals
We are so happy to read you had such a good stay with us Calvin! We would love to welcome you back!

Great Vacation Home

Reviewed by Chad T. on 2023-01-21
Overall satisfaction
Services from rental manager
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Location
Property condition
Recommend to Others
We loved the place and we are already talking about coming back!
Manager response on 2023-02-27 - Response from Best of Key West Rentals
Thank you for this wonderful review Chad, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Perfect Getaway

Reviewed by RYAN R. on 2023-04-24
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Location
Property condition
Recommend to Others
This little gem is a couple blocks from some of the best food in KW! Breakfast and the Conch and the Cuban...dinner at any number of places within short waling distance (el Siboney!). Bike rentals-3 small blocks away. Drugstore with everything you forgot only 2 blocks away. Yet this place is tucked off the main roads to stay quiet and secluded. Pool was perfect for relaxing after biking all day. Bed was comfortable, showers nice and clean. Everything was as perfect as it could be. And the rental company was always quick to answer any question or concern! The PERFECT sport for a island vacation!
Manager response on 2023-12-05 - Response from Best of Key West Rentals
Thank you for your wonderful review Ryan. We are thrilled you loved this home and hope to host you again soon!

Great house, super location, excellent service

Reviewed by John H. on 2023-07-31
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Property condition
Recommend to Others
Loved this place. Location is close to Duval. but quiet. Plenty of street parking in addition to the one dedicated spot. House was spotless clean. Nice furniture. Pool is a big plus. Service from the agent was tops. The blender broke while preparing dinner at 7, and they brought over another in less than 10 minutes.
Manager response on 2023-12-13 - Response from Best of Key West Rentals
We are so happy to read you had such a good stay with us John! We would love to welcome you back!

Great time in Key West

Reviewed by Hardie T. on 2023-10-24
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Recommend to Others
We had a great experience at our rental. The property manager was very easy to get ahold of. He was able to accommodate an early check-in, and offered to convert the twin bedroom into a king size bed.

The backyard and pool area was really nice and the property is tucked away but conveniently located to so many great spots.
Manager response on 2023-12-13 - Response from Best of Key West Rentals
We are so happy to read you had such a good stay with us Hardie! We would love to welcome you back!

Island Oasis is a Gem!

Reviewed by Unknown on 2023-12-31
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Recommend to Others
Wonderful property. Walk to everything Key West has to offer. Perfect private deck and pool. Management was responsive and on top of everything.
Manager response on 2025-01-06 - Response from Best of Key West Rentals
Thank you for your review. We are so thrilled to hear how much you loved this home and hope to see you again!

Clean, Convenient, Great Pool

Reviewed by Unknown on 2024-03-24
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Recommend to Others
Two bedrooms. Convenient location. Heated pool.
Manager response on 2025-01-06 - Response from Best of Key West Rentals
Thank you for your wonderful review. We are thrilled you loved this home and hope to host you again soon!

Perfect Get Away at the Island Oasis/Key West

Reviewed by Tiffany W. on 2024-02-28
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Recommend to Others
Loved this place! Perfect location, cozy home, nice set up, clean, all essentials, with parking. Rental company easy to work with and property manager very friendly. Thank you!
Manager response on 2025-01-06 - Response from Best of Key West Rentals
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Key West February Getaway

Reviewed by Karl S. on 2024-03-02
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Recommend to Others
Great!
Manager response on 2025-01-06 - Response from Best of Key West Rentals
Thank you for this short and sweet five star review, we hope to have the pleasure to host you again next time you visit the island.

Nice & Clean

Reviewed by Jacky T. on 2024-02-05
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Recommend to Others
Great Location. Walking distance to all the action, yet quiet nights away from all the action.
Manager response on 2025-01-06 - Response from Best of Key West Rentals
Thank you for your review. We are so thrilled to hear how much you loved this home and hope to see you again!

Fun trip at end of February

Reviewed by Phillip N. on 2024-03-09
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Recommend to Others
We greatly enjoyed a short getaway to Key West when it was cold at home. This property was easy to access from Truman with our car and close to Zachary Taylor Park and Beach. We walked to Duvall and got great exercise and food and drink but far enough away to avoid large crowds. It was perfect for my wife and two adult children to experience Mallory Square and Bahia Honda and see fun sea creatures!
Manager response on 2025-01-06 - Response from Best of Key West Rentals
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

ISLAND OASIS ~ Stylish 2 Bedroom, 2 Bath Home w/ Private Heated Pool!

Unit Code: IS

ISLAND OASIS ~ Stylish!

ISLAND OASIS ~ Dog Friendly 2 Bedroom, 2 Bath Home w/ Private, Heated Pool and Off Street Parking!
YOUR SOUTHERN SANCTUARY... Find your serenity in this stylish and cheery townhome, just a short distance away from the stunning beaches of Key West and all the fun on Duval St. This tropical refuge hosts the right amount of southern hospitality to wash away your real world worries. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS & AMENITIES... Step in to find this sweet surprise of nautical decor with comfortable furnishings in a fun-loving space infused with natural lighting all around. This cheery space greets you with a comfy sectional surrounding a flat screen TV to gather around for lazy evenings together. A fully equipped kitchen allows for seamless meal prep that can be enjoyed around the dining table for 6. Open the large sliders to take advantage of this incredible indoor/outdoor space. SLEEPING ARRANGEMENTS... Head up to the 2nd level to find the primary suite with a king bed, flat screen TV and en suite bathroom with a shower and double sink vanity. Just down the hall is a room with 2 twin beds that can convert to a king upon request, a flat screen TV and en suite bathroom with a shower. There is a sleeper sofa in the Great Room for additional sleeping arrangements with the convenience of a powder room steps away. OUTDOOR LIVING... Indulge in your private island oasis out on the back pool deck as you catch some rays and enjoy the sweet breeze. Rinse off the day in the refreshing private pool (comes heated in the cooler months) and enjoy a good book out on the covered porch with seating. A gas grill, wet bar and outdoor shower complete your tranquil escape. PARKING... Although perfectly located within walking distance of most everything, this home comes with a parking spot for those wanting to head out for a scenic drive. PETS... Dogs are permitted. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund. COME STAY A WHILE...
April 2025
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Age 18 and under.
DatesPrice
04/24/2025 - 04/24/2025$553 /nt
04/25/2025 - 04/25/2025$738 /nt
04/26/2025 - 04/26/2025$733 /nt
04/27/2025 - 04/27/2025$478 /nt
04/28/2025 - 04/28/2025$362 /nt
04/29/2025 - 04/29/2025$332 /nt
04/30/2025 - 04/30/2025$433 /nt
05/01/2025 - 05/01/2025$482 /nt
05/02/2025 - 05/02/2025$699 /nt
05/03/2025 - 05/03/2025$693 /nt
05/04/2025 - 05/04/2025$455 /nt
05/05/2025 - 05/05/2025$399 /nt
05/06/2025 - 05/06/2025$315 /nt
05/07/2025 - 05/07/2025$335 /nt
05/08/2025 - 05/08/2025$475 /nt
05/09/2025 - 05/09/2025$572 /nt
05/10/2025 - 05/10/2025$576 /nt
05/11/2025 - 05/11/2025$500 /nt
05/12/2025 - 05/12/2025$551 /nt
05/13/2025 - 05/13/2025$554 /nt
05/14/2025 - 05/14/2025$613 /nt
05/15/2025 - 05/15/2025$722 /nt
05/16/2025 - 05/16/2025$784 /nt
05/17/2025 - 05/17/2025$789 /nt
05/18/2025 - 05/18/2025$665 /nt
05/19/2025 - 05/19/2025$542 /nt
05/20/2025 - 05/20/2025$514 /nt
05/21/2025 - 05/21/2025$524 /nt
05/22/2025 - 05/22/2025$625 /nt
05/23/2025 - 05/23/2025$1,096 /nt
05/24/2025 - 05/24/2025$1,154 /nt
05/25/2025 - 05/25/2025$1,030 /nt
05/26/2025 - 05/26/2025$799 /nt
05/27/2025 - 05/27/2025$587 /nt
05/28/2025 - 05/28/2025$582 /nt
05/29/2025 - 05/30/2025$681 /nt
05/31/2025 - 05/31/2025$822 /nt
06/01/2025 - 06/01/2025$658 /nt
06/02/2025 - 06/02/2025$678 /nt
06/03/2025 - 06/03/2025$648 /nt
06/04/2025 - 06/04/2025$651 /nt
06/05/2025 - 06/05/2025$786 /nt
06/06/2025 - 06/06/2025$881 /nt
06/07/2025 - 06/07/2025$903 /nt
06/08/2025 - 06/08/2025$696 /nt
06/09/2025 - 06/09/2025$665 /nt
06/10/2025 - 06/10/2025$712 /nt
06/11/2025 - 06/11/2025$722 /nt
06/12/2025 - 06/12/2025$845 /nt
06/13/2025 - 06/13/2025$1,003 /nt
06/14/2025 - 06/14/2025$624 /nt
06/15/2025 - 06/15/2025$725 /nt
06/16/2025 - 06/16/2025$634 /nt
06/17/2025 - 06/17/2025$628 /nt
06/18/2025 - 06/18/2025$641 /nt
06/19/2025 - 06/19/2025$738 /nt
06/20/2025 - 06/20/2025$799 /nt
06/21/2025 - 06/21/2025$843 /nt
06/22/2025 - 06/22/2025$706 /nt
06/23/2025 - 06/24/2025$622 /nt
06/25/2025 - 06/25/2025$650 /nt
06/26/2025 - 06/26/2025$755 /nt
06/27/2025 - 06/27/2025$700 /nt
06/28/2025 - 06/28/2025$696 /nt
06/29/2025 - 06/29/2025$644 /nt
06/30/2025 - 06/30/2025$616 /nt
07/01/2025 - 07/01/2025$617 /nt
07/02/2025 - 07/02/2025$666 /nt
07/03/2025 - 07/03/2025$964 /nt
07/04/2025 - 07/04/2025$1,021 /nt
07/05/2025 - 07/05/2025$1,035 /nt
07/06/2025 - 07/06/2025$838 /nt
07/07/2025 - 07/07/2025$641 /nt
07/08/2025 - 07/08/2025$601 /nt
07/09/2025 - 07/09/2025$632 /nt
07/10/2025 - 07/10/2025$790 /nt
07/11/2025 - 07/11/2025$768 /nt
07/12/2025 - 07/12/2025$846 /nt
07/13/2025 - 07/13/2025$705 /nt
07/14/2025 - 07/15/2025$690 /nt
07/16/2025 - 07/16/2025$710 /nt
07/17/2025 - 07/17/2025$823 /nt
07/18/2025 - 07/18/2025$896 /nt
07/19/2025 - 07/19/2025$924 /nt
07/20/2025 - 07/20/2025$745 /nt
07/21/2025 - 07/21/2025$671 /nt
07/22/2025 - 07/22/2025$677 /nt
07/23/2025 - 07/23/2025$742 /nt
07/24/2025 - 07/24/2025$865 /nt
07/25/2025 - 07/25/2025$951 /nt
07/26/2025 - 07/26/2025$1,052 /nt
07/27/2025 - 07/27/2025$912 /nt
07/28/2025 - 07/28/2025$922 /nt
07/29/2025 - 07/29/2025$992 /nt
07/30/2025 - 07/30/2025$1,121 /nt
07/31/2025 - 07/31/2025$1,247 /nt
08/01/2025 - 08/01/2025$1,097 /nt
08/02/2025 - 08/02/2025$986 /nt
08/03/2025 - 08/03/2025$786 /nt
08/04/2025 - 08/04/2025$698 /nt
08/05/2025 - 08/05/2025$697 /nt
08/06/2025 - 08/06/2025$724 /nt
08/07/2025 - 08/07/2025$868 /nt
08/08/2025 - 08/08/2025$1,022 /nt
08/09/2025 - 08/09/2025$1,048 /nt
08/10/2025 - 08/10/2025$854 /nt
08/11/2025 - 08/11/2025$790 /nt
08/12/2025 - 08/12/2025$721 /nt
08/13/2025 - 08/13/2025$726 /nt
08/14/2025 - 08/14/2025$856 /nt
08/15/2025 - 08/15/2025$951 /nt
08/16/2025 - 08/16/2025$997 /nt
08/17/2025 - 08/17/2025$754 /nt
08/18/2025 - 08/18/2025$670 /nt
08/19/2025 - 08/19/2025$575 /nt
08/20/2025 - 08/20/2025$536 /nt
08/21/2025 - 08/21/2025$693 /nt
08/22/2025 - 08/22/2025$828 /nt
08/23/2025 - 08/23/2025$815 /nt
08/24/2025 - 08/24/2025$580 /nt
08/25/2025 - 08/25/2025$502 /nt
08/26/2025 - 08/26/2025$456 /nt
08/27/2025 - 08/27/2025$451 /nt
08/28/2025 - 08/28/2025$589 /nt
08/29/2025 - 08/29/2025$1,028 /nt
08/30/2025 - 08/30/2025$1,011 /nt
08/31/2025 - 08/31/2025$777 /nt
09/01/2025 - 09/01/2025$678 /nt
09/02/2025 - 09/02/2025$508 /nt
09/03/2025 - 09/03/2025$512 /nt
09/04/2025 - 09/04/2025$653 /nt
09/05/2025 - 09/05/2025$792 /nt
09/06/2025 - 09/06/2025$795 /nt
09/07/2025 - 09/07/2025$601 /nt
09/08/2025 - 09/08/2025$358 /nt
09/09/2025 - 09/09/2025$324 /nt
09/10/2025 - 09/10/2025$339 /nt
09/11/2025 - 09/11/2025$486 /nt
09/12/2025 - 09/12/2025$618 /nt
09/13/2025 - 09/13/2025$633 /nt
09/14/2025 - 09/14/2025$441 /nt
09/15/2025 - 09/15/2025$357 /nt
09/16/2025 - 09/16/2025$334 /nt
09/17/2025 - 09/17/2025$357 /nt
09/18/2025 - 09/18/2025$502 /nt
09/19/2025 - 09/19/2025$621 /nt
09/20/2025 - 09/20/2025$636 /nt
09/21/2025 - 09/21/2025$442 /nt
09/22/2025 - 09/22/2025$358 /nt
09/23/2025 - 09/23/2025$341 /nt
09/24/2025 - 09/24/2025$379 /nt
09/25/2025 - 09/25/2025$532 /nt
09/26/2025 - 09/26/2025$650 /nt
09/27/2025 - 09/27/2025$669 /nt
09/28/2025 - 09/28/2025$460 /nt
09/29/2025 - 09/29/2025$384 /nt
09/30/2025 - 09/30/2025$360 /nt
10/01/2025 - 10/01/2025$394 /nt
10/02/2025 - 10/02/2025$536 /nt
10/03/2025 - 10/03/2025$642 /nt
10/04/2025 - 10/04/2025$666 /nt
10/05/2025 - 10/05/2025$492 /nt
10/06/2025 - 10/06/2025$397 /nt
10/07/2025 - 10/07/2025$380 /nt
10/08/2025 - 10/08/2025$427 /nt
10/09/2025 - 10/09/2025$582 /nt
10/10/2025 - 10/10/2025$794 /nt
10/11/2025 - 10/11/2025$829 /nt
10/12/2025 - 10/12/2025$629 /nt
10/13/2025 - 10/13/2025$544 /nt
10/14/2025 - 10/14/2025$476 /nt
10/15/2025 - 10/15/2025$481 /nt
10/16/2025 - 10/16/2025$610 /nt
10/17/2025 - 10/17/2025$1,404 /nt
10/18/2025 - 10/18/2025$1,446 /nt
10/19/2025 - 10/19/2025$1,244 /nt
10/20/2025 - 10/20/2025$1,499 /nt
10/21/2025 - 10/21/2025$1,606 /nt
10/22/2025 - 10/22/2025$1,848 /nt
10/23/2025 - 10/23/2025$2,123 /nt
10/24/2025 - 10/24/2025$2,287 /nt
10/25/2025 - 10/25/2025$2,056 /nt
10/26/2025 - 10/26/2025$1,441 /nt
10/27/2025 - 10/27/2025$684 /nt
10/28/2025 - 10/28/2025$711 /nt
10/29/2025 - 10/29/2025$692 /nt
10/30/2025 - 10/30/2025$854 /nt
10/31/2025 - 10/31/2025$1,026 /nt
11/01/2025 - 11/01/2025$1,571 /nt
11/02/2025 - 11/02/2025$1,352 /nt
11/03/2025 - 11/03/2025$1,250 /nt
11/04/2025 - 11/04/2025$1,273 /nt
11/05/2025 - 11/05/2025$1,246 /nt
11/06/2025 - 11/06/2025$1,471 /nt
11/07/2025 - 11/07/2025$1,627 /nt
11/08/2025 - 11/08/2025$1,638 /nt
11/09/2025 - 11/09/2025$1,453 /nt
11/10/2025 - 11/10/2025$1,282 /nt
11/11/2025 - 11/11/2025$1,065 /nt
11/12/2025 - 11/12/2025$790 /nt
11/13/2025 - 11/13/2025$956 /nt
11/14/2025 - 11/14/2025$1,040 /nt
11/15/2025 - 11/15/2025$1,064 /nt
11/16/2025 - 11/16/2025$862 /nt
11/17/2025 - 11/17/2025$719 /nt
11/18/2025 - 11/18/2025$749 /nt
11/19/2025 - 11/19/2025$751 /nt
11/20/2025 - 11/20/2025$932 /nt
11/21/2025 - 11/21/2025$977 /nt
11/22/2025 - 11/22/2025$938 /nt
11/23/2025 - 11/23/2025$806 /nt
11/24/2025 - 11/24/2025$953 /nt
11/25/2025 - 11/25/2025$996 /nt
11/26/2025 - 11/26/2025$961 /nt
11/27/2025 - 11/27/2025$1,113 /nt
11/28/2025 - 11/28/2025$1,222 /nt
11/29/2025 - 11/29/2025$1,183 /nt
11/30/2025 - 11/30/2025$725 /nt
12/01/2025 - 12/01/2025$608 /nt
12/02/2025 - 12/02/2025$590 /nt
12/03/2025 - 12/03/2025$630 /nt
12/04/2025 - 12/04/2025$1,126 /nt
12/05/2025 - 12/05/2025$1,351 /nt
12/06/2025 - 12/06/2025$1,367 /nt
12/07/2025 - 12/07/2025$1,053 /nt
12/08/2025 - 12/08/2025$754 /nt
12/09/2025 - 12/09/2025$735 /nt
12/10/2025 - 12/10/2025$741 /nt
12/11/2025 - 12/11/2025$853 /nt
12/12/2025 - 12/12/2025$1,279 /nt
12/13/2025 - 12/13/2025$1,207 /nt
12/14/2025 - 12/14/2025$1,064 /nt
12/15/2025 - 12/15/2025$760 /nt
12/16/2025 - 12/16/2025$724 /nt
12/17/2025 - 12/17/2025$719 /nt
12/18/2025 - 12/18/2025$811 /nt
12/19/2025 - 12/19/2025$1,123 /nt
12/20/2025 - 12/20/2025$1,142 /nt
12/21/2025 - 12/21/2025$1,170 /nt
12/22/2025 - 12/22/2025$1,205 /nt
12/23/2025 - 12/23/2025$1,240 /nt
12/24/2025 - 12/24/2025$1,421 /nt
12/25/2025 - 12/25/2025$1,454 /nt
12/26/2025 - 12/26/2025$1,811 /nt
12/27/2025 - 12/27/2025$1,837 /nt
12/28/2025 - 12/28/2025$2,016 /nt
12/29/2025 - 12/29/2025$2,092 /nt
12/30/2025 - 12/30/2025$2,119 /nt
12/31/2025 - 12/31/2025$2,180 /nt
01/01/2026 - 01/01/2026$2,204 /nt
01/02/2026 - 01/02/2026$1,628 /nt
01/03/2026 - 01/03/2026$1,636 /nt
01/04/2026 - 01/04/2026$1,609 /nt
01/05/2026 - 01/05/2026$1,125 /nt
01/06/2026 - 01/06/2026$1,075 /nt
01/07/2026 - 01/07/2026$1,034 /nt
01/08/2026 - 01/08/2026$1,079 /nt
01/09/2026 - 01/09/2026$1,240 /nt
01/10/2026 - 01/10/2026$1,268 /nt
01/11/2026 - 01/11/2026$1,161 /nt
01/12/2026 - 01/12/2026$999 /nt
01/13/2026 - 01/13/2026$979 /nt
01/14/2026 - 01/14/2026$1,015 /nt
01/15/2026 - 01/15/2026$1,411 /nt
01/16/2026 - 01/16/2026$1,518 /nt
01/17/2026 - 01/17/2026$1,636 /nt
01/18/2026 - 01/18/2026$1,577 /nt
01/19/2026 - 01/19/2026$1,213 /nt
01/20/2026 - 01/20/2026$1,019 /nt
01/21/2026 - 01/21/2026$1,041 /nt
01/22/2026 - 01/22/2026$1,139 /nt
01/23/2026 - 01/23/2026$1,231 /nt
01/24/2026 - 01/24/2026$1,262 /nt
01/25/2026 - 01/25/2026$1,130 /nt
01/26/2026 - 01/26/2026$1,350 /nt
01/27/2026 - 01/27/2026$1,441 /nt
01/28/2026 - 01/28/2026$1,389 /nt
01/29/2026 - 01/29/2026$1,386 /nt
01/30/2026 - 01/30/2026$1,285 /nt
01/31/2026 - 01/31/2026$1,305 /nt
02/01/2026 - 02/01/2026$1,162 /nt
02/02/2026 - 02/02/2026$1,117 /nt
02/03/2026 - 02/03/2026$1,140 /nt
02/04/2026 - 02/04/2026$1,194 /nt
02/05/2026 - 02/05/2026$1,298 /nt
02/06/2026 - 02/06/2026$1,372 /nt
02/07/2026 - 02/07/2026$1,411 /nt
02/08/2026 - 02/08/2026$1,297 /nt
02/09/2026 - 02/09/2026$1,283 /nt
02/10/2026 - 02/10/2026$1,301 /nt
02/11/2026 - 02/11/2026$1,343 /nt
02/12/2026 - 02/12/2026$1,636 /nt
02/13/2026 - 02/13/2026$1,673 /nt
02/14/2026 - 02/14/2026$1,802 /nt
02/15/2026 - 02/15/2026$1,616 /nt
02/16/2026 - 02/16/2026$1,585 /nt
02/17/2026 - 02/17/2026$1,344 /nt
02/18/2026 - 02/18/2026$1,386 /nt
02/19/2026 - 02/19/2026$1,456 /nt
02/20/2026 - 02/20/2026$1,507 /nt
02/21/2026 - 02/21/2026$1,523 /nt
02/22/2026 - 02/22/2026$1,439 /nt
02/23/2026 - 02/23/2026$1,431 /nt
02/24/2026 - 02/24/2026$1,416 /nt
02/25/2026 - 02/25/2026$1,427 /nt
02/26/2026 - 02/26/2026$1,461 /nt
02/27/2026 - 02/27/2026$1,478 /nt
02/28/2026 - 02/28/2026$1,470 /nt
03/01/2026 - 03/01/2026$1,386 /nt
03/02/2026 - 03/02/2026$1,374 /nt
03/03/2026 - 03/03/2026$1,360 /nt
03/04/2026 - 03/04/2026$1,375 /nt
03/05/2026 - 03/05/2026$1,424 /nt
03/06/2026 - 03/06/2026$1,789 /nt
03/07/2026 - 03/07/2026$1,800 /nt
03/08/2026 - 03/08/2026$1,737 /nt
03/09/2026 - 03/09/2026$1,746 /nt
03/10/2026 - 03/10/2026$1,745 /nt
03/11/2026 - 03/11/2026$1,765 /nt
03/12/2026 - 03/12/2026$1,816 /nt
03/13/2026 - 03/13/2026$1,839 /nt
03/14/2026 - 03/14/2026$1,843 /nt
03/15/2026 - 03/15/2026$1,419 /nt
03/16/2026 - 03/16/2026$1,415 /nt
03/17/2026 - 03/17/2026$1,395 /nt
03/18/2026 - 03/18/2026$1,402 /nt
03/19/2026 - 03/19/2026$1,444 /nt
03/20/2026 - 03/20/2026$1,456 /nt
03/21/2026 - 03/21/2026$1,449 /nt
03/22/2026 - 03/22/2026$1,336 /nt
03/23/2026 - 03/23/2026$1,332 /nt
03/24/2026 - 03/24/2026$1,316 /nt
03/25/2026 - 03/25/2026$1,342 /nt
03/26/2026 - 03/26/2026$1,402 /nt
03/27/2026 - 03/27/2026$1,429 /nt
03/28/2026 - 03/28/2026$1,427 /nt
03/29/2026 - 03/29/2026$1,294 /nt
03/30/2026 - 03/30/2026$1,282 /nt
03/31/2026 - 03/31/2026$1,256 /nt
04/01/2026 - 04/01/2026$1,272 /nt
04/02/2026 - 04/02/2026$1,336 /nt
04/03/2026 - 04/03/2026$1,363 /nt
04/04/2026 - 04/04/2026$1,354 /nt
04/05/2026 - 04/05/2026$1,197 /nt
04/06/2026 - 04/06/2026$1,167 /nt
04/07/2026 - 04/07/2026$1,144 /nt
04/08/2026 - 04/08/2026$1,168 /nt
04/09/2026 - 04/09/2026$1,257 /nt
04/10/2026 - 04/10/2026$1,293 /nt
04/11/2026 - 04/11/2026$1,277 /nt
04/12/2026 - 04/12/2026$1,087 /nt
04/13/2026 - 04/13/2026$1,017 /nt
04/14/2026 - 04/14/2026$971 /nt
04/15/2026 - 04/15/2026$992 /nt
04/16/2026 - 04/16/2026$1,109 /nt
04/17/2026 - 04/17/2026$1,168 /nt
04/18/2026 - 04/18/2026$1,172 /nt
04/19/2026 - 04/19/2026$984 /nt
04/20/2026 - 04/20/2026$923 /nt
04/21/2026 - 04/21/2026$922 /nt
04/22/2026 - 04/22/2026$1,005 /nt
04/23/2026 - 04/23/2026$1,174 /nt
04/24/2026 - 04/24/2026$1,259 /nt
4.8929
(28 Review)

Key West Vaca

April 2025
, Metairie, LA United States

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
3

We had a great time. Nice place. A few issues need to be addressed. The towels and wash rags supplied were old, hard and discolored. New, softer ones would be nice. The safe in the closet didn't work. In the master bedroom, the AC vents or something in the ducts rattled and we didn't sleep well. In the downstairs half bathroom, the cold water didn't work and the toilet handle is not working. Since you asked, for what we paid I think the place could use a "freshening up".

Never Disappoints

January 2025
, Lexington, KY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Rental was exactly as advertised. Great location. Close to everything but quiet. Shana was so helpful and quick to respond. I definitely recommend this property

Great house

January 2025
, New York, NY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The house was very clean, well kept, and was just as it appears in the pictures. We couldn’t have been happier with it.

Manager's Response

Peirce we really appreciate you leaving such a nice review after your stay. We are thrilled you enjoyed this home so much and hope to have the chance to welcome you again next time you visit the southernmost island!

Location, location, location!

December 2024
, Sarasota, FL US

Overall
4
Services from rental manager
4
Cleanliness
4
Location
5
Property condition
3

Close to everything. It was nice to walk to the end of the street to get Cuban coffee every morning. Walk a few more blocks you're on Duval and a bit further to the Southernmost Point.

A few things could be upgraded in the home itself. Primary bedroom bed was very worn and squeaked every time you move. The guest bedroom beds are on wheels and roll across the floor. I read a review from a long time ago with the same issue. Thought it would have been addressed but was not.
The shower heads in both bathrooms could be better. Both are the rain style which are hard to rinse soap off with low water pressure.
Kitchen was fully stocked with cookware and dishes etc. The cooking utensils were poor quality. Plastic breaking off in food as we were cooking.
We used washer and dryer mid-week. Took us 2 hours to dry 6 towels. It was very old. Needs to be changed out.

Otherwise, the house was clean and in a great location.

Manager's Response

Thank you for your feedback on your recent stay Ryan. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will rely back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

Amazing

November 2024
, Indianapolis, IN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Perfect house my wife and I , and another couple . Great location ! Will definitely be returning !

Manager's Response

Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

The perfect place for my 50th birthday weekend!

October 2024
, Cairo, GA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Island Oasis was the perfect spot for my husband and I to stay with my best friend and her husband! We stayed there for my 50th birthday weekend and were very comfortable. Both bedrooms had comfy king beds and ensuite bathrooms. The kitchen had everything we needed and we really enjoyed the outdoor area with private pool! It was so nice to come in from a day of walking around and be able to take a dip in the pool. The location is great, within walking distance to a lot of places but far enough away from Duval to escape the noise. Our concierge team was so attentive and helped us make reservations and made recommendations. I would definitely stay again!

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

Fabulous Key West Home

September 2024
, Heber Springs, AR US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This place is wonderful and as pictured. Beautiful private pool, very clean and close to but not to close the Duvall, shopping and restaurants.

Rental company was great and so easy to communicate with. Would definitely stay here again.

Manager's Response

Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Best Key West stay!

September 2024
, New Market, AL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Incredible place. Absolutely private pool with 6 foot end (I didn’t realize it has a deep end!), incredibly clean, and over the top nice. Best nightly rental I’ve ever booked.

Manager's Response

Thank you for your wonderful review. We are thrilled you loved this home and hope to host you again soon!

Excellent stay!

August 2024
, Orlando, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
5

The house was beautiful and pristine and the service exceeded my expectations! Great location and seamless experience. Would definitely stay with them again.

Manager's Response

Thank you for your wonderful review. We are thrilled you loved this home and hope to host you again soon!

Great Place!

August 2024
, Venice, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great place for our family! The host was responsive and the house had everything we needed.

Manager's Response

Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Prefect!!!

June 2024
, North Charleston, SC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The house,location,and management were PERFECT!!! we will definitely stay with you again!

Manager's Response

Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

1st time in Key West!

June 2024
, Sneads ferry, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The house was perfect for our stay. Communication was prompt, the location was perfect, the property was clean and everything we expected. Thank you!

Manager's Response

Thank you for your wonderful review. We are thrilled you loved this home and hope to host you again soon!

Wonderful Home!

April 2024
, Athens, GA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The home was beautiful and comfortable. It was the ideal place to retreat after a busy day in Key West.
The location could not have been better. There was parking right next to front door but it was walkable to Duvall St.

Manager's Response

Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Clean, Convenient, Great Pool

March 2024
, Succasunna, NJ United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Two bedrooms. Convenient location. Heated pool.

Manager's Response

Thank you for your wonderful review. We are thrilled you loved this home and hope to host you again soon!

Fun trip at end of February

February 2024
, Signal Mountain, TN Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
5

We greatly enjoyed a short getaway to Key West when it was cold at home. This property was easy to access from Truman with our car and close to Zachary Taylor Park and Beach. We walked to Duvall and got great exercise and food and drink but far enough away to avoid large crowds. It was perfect for my wife and two adult children to experience Mallory Square and Bahia Honda and see fun sea creatures!

Manager's Response

Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Perfect Get Away at the Island Oasis/Key West

February 2024
, Bloomingdale, IL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Loved this place! Perfect location, cozy home, nice set up, clean, all essentials, with parking. Rental company easy to work with and property manager very friendly. Thank you!

Manager's Response

Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Key West February Getaway

February 2024
, Washington, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great!

Manager's Response

Thank you for this short and sweet five star review, we hope to have the pleasure to host you again next time you visit the island.

Nice & Clean

January 2024
, Milan, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great Location. Walking distance to all the action, yet quiet nights away from all the action.

Manager's Response

Thank you for your review. We are so thrilled to hear how much you loved this home and hope to see you again!

Island Oasis is a Gem!

December 2023
, Los Angeles, CA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Wonderful property. Walk to everything Key West has to offer. Perfect private deck and pool. Management was responsive and on top of everything.

Manager's Response

Thank you for your review. We are so thrilled to hear how much you loved this home and hope to see you again!

Great time in Key West

September 2023
, chicago, IL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a great experience at our rental. The property manager was very easy to get ahold of. He was able to accommodate an early check-in, and offered to convert the twin bedroom into a king size bed.

The backyard and pool area was really nice and the property is tucked away but conveniently located to so many great spots.

Manager's Response

We are so happy to read you had such a good stay with us Hardie! We would love to welcome you back!

Great house, super location, excellent service

July 2023
, Palm Beach Gardens, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Loved this place. Location is close to Duval. but quiet. Plenty of street parking in addition to the one dedicated spot. House was spotless clean. Nice furniture. Pool is a big plus. Service from the agent was tops. The blender broke while preparing dinner at 7, and they brought over another in less than 10 minutes.

Manager's Response

We are so happy to read you had such a good stay with us John! We would love to welcome you back!

Perfect Getaway

April 2023
, Clarksville, TN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This little gem is a couple blocks from some of the best food in KW! Breakfast and the Conch and the Cuban...dinner at any number of places within short waling distance (el Siboney!). Bike rentals-3 small blocks away. Drugstore with everything you forgot only 2 blocks away. Yet this place is tucked off the main roads to stay quiet and secluded. Pool was perfect for relaxing after biking all day. Bed was comfortable, showers nice and clean. Everything was as perfect as it could be. And the rental company was always quick to answer any question or concern! The PERFECT sport for a island vacation!

Manager's Response

Thank you for your wonderful review Ryan. We are thrilled you loved this home and hope to host you again soon!

Island Oasis

March 2023
, Huntington, NY United States

Overall
4
Services from rental manager
5
Cleanliness
2
Location
5
Property condition
2

We had a lovely time. House in great location. The house could use some upgrades. Quiet peaceful neighborhood. Amelia Street is not pretty but it’s a wide street, not a lot of car traffic, and the parking lot is convenient if needed and there are lots of restaurants nearby. The pool was clean and a wonderful amenity to have, as well as the garden.

Great time in Key West with friends

January 2023
, Cullman, AL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Island Oasis was everything we thought it would be. The Truman and Co Team was very helpful and took care of all of our needs. This was our second time to stay within this complex. The home is in a great location, the pool was a great place to end the day exploring Key West. We would give it a 5 out of 5. Looking forward to our next trip.

Manager's Response

We are so happy to read you had such a good stay with us Calvin! We would love to welcome you back!

Great Vacation Home

January 2023
, McHenry, MD US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We loved the place and we are already talking about coming back!

Manager's Response

Thank you for this wonderful review Chad, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Great place to stay!

January 2023
, Lancaster, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a great stay at island oasis. The house was clean, well laid out, pool space was great, and stocked of all the basics. The location is great off the main roads but very walkable, we walked a lot! The management company was very helpful, was involved as much or as little as you’d like. We booked a fishing trip and had other communications with the staff and they were very nice to deal it every time. The only down side to the property I won’t want to stay any more than 4 people. There isn’t any separate space besides the living room/dining room (one room) inside. If you needed to work or needed any privacy it’s just the bedrooms. Fantastic stay for the four of us was very happy with it!

Manager's Response

Thank you for your fantastic review Mary. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Lovely Property

December 2022
, Louisville, KY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Ideal location. Close to all hot spots but quiet and secluded.

Manager's Response

Thank you for this great review Brad! We are thrilled you enjoyed the property and hope to host you again in the future!

Awesome Stay--Would do it again

October 2022
, SUFFOLK, VA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
3

Close to everything but far enough it wasnt noisey. Very private back yard/pool..Great attenttive management. Would definitely recommend this place.

Manager's Response

Thank you for your wonderful review Ira. We enjoyed hosting you and hope to see you back in Key West again soon!

Leave a Review
2 Bed
2.5 Baths
Sleeps 6

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SMOOTH SAILING ~ Steps To Everything!

SMOOTH SAILING ~ Newly Renovated 2 Bedroom, 1 Bathroom Condo in Desirable Truman Annex community with Steps to Everything and Community Pool!

Location

104 Southard Street #4
33040 Key West , FL
United States
24° 33' 8.496" N, 81° 48' 17.244" W
Florida US

SMOOTH SAILING ~ Steps To Everything!

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Top Notch

Reviewed by Unknown on 2024-12-15
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
This condo was beautifully decorated, updated and very clean. Best condo we have stayed in at Truman Annex. Very accommodating to have condo ready with our early flight.

Everything We Hoped For

Reviewed by Peggy R. on 2024-09-29
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Smooth Sailing is a beautiful unit in a quiet and safe community, within walking distance of Old Town. The ease of checkin and checkout was greatly appreciated and communication from the agency was timely, consistent and extremely helpful for all our needs. Highly recommend and we will be back!

Loved this place!

Reviewed by Theresa R. on 2023-05-22
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
The layout of this place was great! I had three women staying in this place and it was great! Everything was well thought out.
Manager response on 2023-08-02 - Response from Best of Key West Rentals
Thank you for this great review Theresa! We are thrilled you enjoyed the property and hope to host you again in the future!

Nice Condo near the water

Reviewed by Robert S. on 2023-12-14
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
We rented in Truman Annex many times but this is our first time here. It is clean, ,well maintained and updated nicely. The bathroom and kitchen are renovated and look great. The location in the Shipyard is perfect. A quiet spot, not far from the pool, and overlooking Truman Park and the waterfront.
We would stay again but i would recommend the owner install a full size mirror somewhere in the condo. Perhaps on the thermostat wall to enlarge the space. There is only one mirror in the unit and that is in the bath. It was just my wife and I staying, but it would have been difficult if we stayed with another couple.
There are 2 bedrooms and we used the bedroom with the king size bed. It needs to be replaced and in our opinion is too big for the room. The TV on the wall and the king bed makes it tight in that room. There are 3 large TVs in the unit and we did not use any. For us, no time for TV as there is so much to do in Key West. For downtime, you can relax on the 2 balconies and even the front porch.
Overall, one of the nicest condos we rented in over 15 years going to Key West.
Manager response on 2024-06-03 - Response from Best of Key West Rentals
Robert thank you for your feedback on your recent stay. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will rely back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

Lovely unit in Shipyard

Reviewed by JAMES R. on 2024-03-14
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
The location and the furnishings in this Shipyard unit make for a relaxing stay in Key West.
Manager response on 2024-06-03 - Response from Best of Key West Rentals
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Charming Condo in great location

Reviewed by Lori L. on 2024-07-18
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Thoroughly enjoyed our stay at the Smooth Sailing - Steps to Everything condo! It looked exactly like the photos, was clean and comfortable. Very walkable to most locations - except for the high humidity in July. Close enough to the action, but still quiet. The pool is close by and feels great after a hot day out. Management responded quickly to a couple of requests we texted about. Would definitely recommend this charming place.

Key West condo

Reviewed by Unknown on 2022-03-08
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Our rental was perfectly located such that we did not need to rent bikes or a golf cart, let alone worry about parking.
The unit was nicely renovated and very clean.
The community pool was welcoming and clean.
Manager response on 2022-03-08 - Response from Best of Key West Rentals
Thank you for this great review Sandy! We are thrilled you enjoyed the property and hope to host you again in the future!

Fantastic

Reviewed by Stephanie W. on 2022-04-07
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Relaxing , quiet when needed to be but fun and so much to do just steps away! Home was perfect with great patios and space !
Manager response on 2022-04-26 - Response from Best of Key West Rentals
Stephanie, thank you for your fantastic review. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Smooth Sailing

Reviewed by Alexander Y. on 2023-03-13
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Excellent property in the perfect location
Manager response on 2023-08-02 - Response from Best of Key West Rentals
Thank you for this short but sweet five star review Mary, we hope to have the pleasure to host you again next time you visit the island.

Awesome Stay

Reviewed by Patsy J. on 2022-04-18
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
It was convenient to Duval Street and many other locations!!
Manager response on 2022-04-26 - Response from Best of Key West Rentals
Thank you for your wonderful review Patsy. We enjoyed hosting you and hope to see you back in Key West again soon!

Truman Annex 104

Reviewed by Matt C. on 2022-04-25
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Excellent facility and quiet yet central location, walkable to all main attractions in downtown Key West.
Manager response on 2022-04-26 - Response from Best of Key West Rentals
Thank you for your wonderful review Matt. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Updated townhouse in great location!

Reviewed by Lee H. on 2023-02-16
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Excellent communication from Brian at Best Rentals in Key West. Updated townhouse was beautiful, clean and well stocked. Beds were comfortable. Neighborhood was quiet every night. Great overall experience! AC problem on day 1 but property manager arranged for tech service and full repair within an hour of my text message. Bravo!!
Manager response on 2023-02-28 - Response from Best of Key West Rentals
Thank you so much for your kind words Lee. We really appreciate you taking the time out to share your experience with us — and we agree, Brian is truly a gem to have on our team! We count ourselves lucky for guests like you. We look forward to working with you again in the future!

My Own Private Margaritaville

Reviewed by NEIL D G. on 2023-02-20
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Really enjoyed the condo - close to EVERYTHING - Walkable EVERYWHERE. I will book again in the future.
Manager response on 2023-02-28 - Response from Best of Key West Rentals
Thank you for this wonderful review Neil, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Funtastic!

Reviewed by Tom S. on 2023-04-26
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Super clean and comfortable! Loved the balconies and the parking was convenient. Close to everything! Manager Brian, was in contact and made the arrival and departure seamless.
Manager response on 2023-08-02 - Response from Best of Key West Rentals
Thank you for your review Tom, we are so glad the property met your needs while staying with us. We hope you'll stay with us again next time you visit Key West.

Life is Good at this Truman Annex rental

Reviewed by Nancy C. on 2022-03-04
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Three ladies from MA vacationed here for a week.
The Shipyard area of Truman Annex is clean, quiet and charming.
Our unit was nicely decorated and we used many of the generously equipped features.
We thought there was no ice maker. The property manager sent Brian to help us turn it on and find the coffee maker we needed to get our mornings started! Brian was very friendly and offered to solve any other problems.
There are lovely porches at each end of the unit where we could gather, we were able to eat meals inside or out in the fresh air, and enough space each of us could have some privacy if wanted.
The location put us near Mallory Square, the Bahama Village, and an array of enjoyable restaurants. The Truman Waterfront Park is a wonderful new area to enjoy.
One of us took advantage of the community pool. I relished the quiet and feeling we were secure. Yes, five stars is deserved.
Manager response on 2022-03-08 - Response from Best of Key West Rentals
Thank you for your fantastic review Nancy. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Great stay at Smooth Sailing

Reviewed by Patti J. on 2022-02-14
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
We had a very relaxing stay. We have stayed all over the island and as we had hoped Truman Annex was perfect. The place was clean and had a new feeling. Thank you.
Manager response on 2022-02-15 - Response from Best of Key West Rentals
Thank you for your review Patti. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Very nice

Reviewed by steven m. on 2022-02-07
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
I have stayed at the Turman Annex several times and this place was great. Very clean and everything works. Only down fall but not a big deal if not cooking no dishwasher.
Manager response on 2022-02-15 - Response from Best of Key West Rentals
Thank you for your wonderful review Steven. We enjoyed hosting you and hope to see you back in Key West again soon!

SMOOTH SAILING ~ 2 Bedroom, 1 Bath Renovated Condo w/ Community Pool!

Unit Code: SMO

SMOOTH SAILING ~ Steps To Everything!

SMOOTH SAILING ~ Newly Renovated 2 Bedroom, 1 Bathroom Condo in Desirable Truman Annex community with Steps to Everything and Community Pool!
A TRUMAN ANNEX DREAM... Come discover this beautifully renovated condo within the desirable Shipyard neighborhood in the Truman Annex area pairing comfort and modern luxuries at your fingertips. A cozy home base with just steps to the lively Key West action, this home is sure to make you never want to leave.  ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES… Slip inside from an inviting front porch up to the 2nd level to a cheery and open Great Room bringing your loved ones together. Brand new furnishings surround the living area with a cozy place to hang for card night or your favorite movies on the flat screen TV. Craft up your meals and cocktails in the beautifully designed kitchen with stainless steel appliances and sprawl out at the dining table. Balconies lie off both the front and back of the unit with lush, sunny views and a table for 4.  SLEEPING ARRANGEMENTS… Sleep tight in the twin guest room that can be converted to a king upon request. The primary guest room comes with a king bed and access to the outdoor balcony to enjoy views of the vibrant neighborhood over a morning cup of coffee. Both rooms come with closet storage, a flat screen TV and share a hallway bathroom with a shower. A sofa sleeper occupies the living area. OUTDOOR LIVING… This home offers an incredibly peaceful escape allowing for the best kind of R & R on your island retreat. Although just walking distance to Mallory Square, Ft. Zachary Taylor and all the lively action, a parking spot is available for seamless coming and going should you head out for a scenic drive. The unit also offers a refreshing community pool lined with lounge chairs and is just steps away from the Truman Waterfront Park.  PARKING! This home does offer parking for one vehicle, but oversized trucks and extra large SUV's are not permitted and will have to park outside of this community. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund. TIME TO UNWIND...
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DatesPrice
04/24/2025 - 04/24/2025$204 /nt
04/25/2025 - 04/25/2025$245 /nt
04/26/2025 - 04/26/2025$352 /nt
04/27/2025 - 04/27/2025$294 /nt
04/28/2025 - 04/28/2025$254 /nt
04/29/2025 - 04/29/2025$223 /nt
04/30/2025 - 04/30/2025$286 /nt
05/01/2025 - 05/01/2025$283 /nt
05/02/2025 - 05/02/2025$300 /nt
05/03/2025 - 05/03/2025$294 /nt
05/04/2025 - 05/04/2025$219 /nt
05/05/2025 - 05/05/2025$194 /nt
05/06/2025 - 05/06/2025$185 /nt
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5.0000
(20 Review)

Top Notch

December 2024
, Runnells, IA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This condo was beautifully decorated, updated and very clean. Best condo we have stayed in at Truman Annex. Very accommodating to have condo ready with our early flight.

Everything We Hoped For

September 2024
, Crestwood, KY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Smooth Sailing is a beautiful unit in a quiet and safe community, within walking distance of Old Town. The ease of checkin and checkout was greatly appreciated and communication from the agency was timely, consistent and extremely helpful for all our needs. Highly recommend and we will be back!

Charming Condo in great location

July 2024
, Allen, TX US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Thoroughly enjoyed our stay at the Smooth Sailing - Steps to Everything condo! It looked exactly like the photos, was clean and comfortable. Very walkable to most locations - except for the high humidity in July. Close enough to the action, but still quiet. The pool is close by and feels great after a hot day out. Management responded quickly to a couple of requests we texted about. Would definitely recommend this charming place.

Lovely unit in Shipyard

March 2024
, Las Vegas, NV United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The location and the furnishings in this Shipyard unit make for a relaxing stay in Key West.

Manager's Response

Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Lovely unit in Shipyard

March 2024
, Las Vegas, NV United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The location and the furnishings in this Shipyard unit make for a relaxing stay in Key West.

Manager's Response

Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Nice Condo near the water

December 2023
, Mechanicsburg, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We rented in Truman Annex many times but this is our first time here. It is clean, ,well maintained and updated nicely. The bathroom and kitchen are renovated and look great. The location in the Shipyard is perfect. A quiet spot, not far from the pool, and overlooking Truman Park and the waterfront.
We would stay again but i would recommend the owner install a full size mirror somewhere in the condo. Perhaps on the thermostat wall to enlarge the space. There is only one mirror in the unit and that is in the bath. It was just my wife and I staying, but it would have been difficult if we stayed with another couple.
There are 2 bedrooms and we used the bedroom with the king size bed. It needs to be replaced and in our opinion is too big for the room. The TV on the wall and the king bed makes it tight in that room. There are 3 large TVs in the unit and we did not use any. For us, no time for TV as there is so much to do in Key West. For downtime, you can relax on the 2 balconies and even the front porch.
Overall, one of the nicest condos we rented in over 15 years going to Key West.

Manager's Response

Robert thank you for your feedback on your recent stay. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will rely back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

Loved this place!

May 2023
, Chagrin Falls , OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The layout of this place was great! I had three women staying in this place and it was great! Everything was well thought out.

Manager's Response

Thank you for this great review Theresa! We are thrilled you enjoyed the property and hope to host you again in the future!

Funtastic!

April 2023
, W St Paul, MN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Super clean and comfortable! Loved the balconies and the parking was convenient. Close to everything! Manager Brian, was in contact and made the arrival and departure seamless.

Manager's Response

Thank you for your review Tom, we are so glad the property met your needs while staying with us. We hope you'll stay with us again next time you visit Key West.

Smooth Sailing

February 2023
, Lewes, DE United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Excellent property in the perfect location

Manager's Response

Thank you for this short but sweet five star review Mary, we hope to have the pleasure to host you again next time you visit the island.

Smooth Sailing

February 2023
, Lewes, DE United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Excellent property in the perfect location

Manager's Response

Thank you for this short but sweet five star review Mary, we hope to have the pleasure to host you again next time you visit the island.

Updated townhouse in great location!

February 2023
, Lititz, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Excellent communication from Brian at Best Rentals in Key West. Updated townhouse was beautiful, clean and well stocked. Beds were comfortable. Neighborhood was quiet every night. Great overall experience! AC problem on day 1 but property manager arranged for tech service and full repair within an hour of my text message. Bravo!!

Manager's Response

Thank you so much for your kind words Lee. We really appreciate you taking the time out to share your experience with us — and we agree, Brian is truly a gem to have on our team! We count ourselves lucky for guests like you. We look forward to working with you again in the future!

My Own Private Margaritaville

December 2022
, Grand Blanc, MI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Really enjoyed the condo - close to EVERYTHING - Walkable EVERYWHERE. I will book again in the future.

Manager's Response

Thank you for this wonderful review Neil, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Awesome Stay

April 2022
, Saraland, AL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

It was convenient to Duval Street and many other locations!!

Manager's Response

Thank you for your wonderful review Patsy. We enjoyed hosting you and hope to see you back in Key West again soon!

Truman Annex 104

April 2022
, Evans, GA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Excellent facility and quiet yet central location, walkable to all main attractions in downtown Key West.

Manager's Response

Thank you for your wonderful review Matt. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Fantastic

March 2022
, Lino Lakes, MN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Relaxing , quiet when needed to be but fun and so much to do just steps away! Home was perfect with great patios and space !

Manager's Response

Stephanie, thank you for your fantastic review. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Fantastic

March 2022
, Lino Lakes, MN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Relaxing , quiet when needed to be but fun and so much to do just steps away! Home was perfect with great patios and space !

Manager's Response

Stephanie, thank you for your fantastic review. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Key West condo

February 2022
, Markle, IN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our rental was perfectly located such that we did not need to rent bikes or a golf cart, let alone worry about parking.
The unit was nicely renovated and very clean.
The community pool was welcoming and clean.

Manager's Response

Thank you for this great review Sandy! We are thrilled you enjoyed the property and hope to host you again in the future!

Life is Good at this Truman Annex rental

February 2022
, Montague, MA Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Three ladies from MA vacationed here for a week.
The Shipyard area of Truman Annex is clean, quiet and charming.
Our unit was nicely decorated and we used many of the generously equipped features.
We thought there was no ice maker. The property manager sent Brian to help us turn it on and find the coffee maker we needed to get our mornings started! Brian was very friendly and offered to solve any other problems.
There are lovely porches at each end of the unit where we could gather, we were able to eat meals inside or out in the fresh air, and enough space each of us could have some privacy if wanted.
The location put us near Mallory Square, the Bahama Village, and an array of enjoyable restaurants. The Truman Waterfront Park is a wonderful new area to enjoy.
One of us took advantage of the community pool. I relished the quiet and feeling we were secure. Yes, five stars is deserved.

Manager's Response

Thank you for your fantastic review Nancy. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Very nice

January 2022
, columbus, OH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

I have stayed at the Turman Annex several times and this place was great. Very clean and everything works. Only down fall but not a big deal if not cooking no dishwasher.

Manager's Response

Thank you for your wonderful review Steven. We enjoyed hosting you and hope to see you back in Key West again soon!

Great stay at Smooth Sailing

January 2022
, Greensboro, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a very relaxing stay. We have stayed all over the island and as we had hoped Truman Annex was perfect. The place was clean and had a new feeling. Thank you.

Manager's Response

Thank you for your review Patti. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Leave a Review
2 Bed
1 Bath
Sleeps 4

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EBB AND FLO ~ Paradise!

EBB AND FLO ~ Renovated 4 Bed/3 Bath Home in Old Town Location with Incredible Pool Deck Area and Outdoor Dining!

Location

917 United St.
33040 Key West , FL
United States
24° 33' 6.9948" N, 81° 47' 29.2128" W
Florida US

EBB AND FLO ~ Paradise!

Request More Information

Long stay at Ebb and Flow

Reviewed by Janet & Frank D. on 2025-01-21
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
The house is very centrally located and an easy walk or bike ride to anywhere in Key West. Nice newer model bikes were included in the rental which made it even easier. The property was immaculate and beautifully furnished. There is an outside bar area with a TV and a beautiful heated pool.
Manager response on 2025-01-21 - Response from Best of Key West Rentals
Thank you for your review Janet & Frank, we are so glad the property met your needs while staying with us. We hope you'll stay with us again next time you visit Key West. Thank you for being amazing guests!

Another fantastic stay!

Reviewed by Charles G. on 2024-07-06
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
This was our second time at Ebb and Flo and we had another great stay. The house is perfect to have the family together and the location is quiet but within walking distance to Duval. Shana was great to communicate with and made everything incredibly easy for us! (And the four bikes were super convenient to have!)
Manager response on 2024-07-07 - Response from Best of Key West Rentals
Thank you for this wonderful review Charles, we are so glad you enjoyed the property so much you stayed with us again this year! We look forward to welcoming you again next time you are in Key West!

I don't do titles

Reviewed by Mary Lou S. on 2023-04-15
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Ebb and Flo is a great house! The location is great, easy to walk to restaurants, stores, groceries, coffee, the beach. The location could not be better. We did have a plumbing issue, but the property company handled it very quickly and very well, there was a plumber there quickly and he was, also great. The outdoor space is excellent, the pool is very nice, the bar and dining area are very useful. The rooms and bathrooms are all very nice, and the kitchen is very well outfitted. We were able to cook there with no issues. all in all a great house.
Manager response on 2023-05-01 - Response from Best of Key West Rentals
Thank you for your fantastic review Mary Lou. It was a pleasure hosting you! We are so glad you enjoyed the outdoors as well of the location and we look forward to welcoming you again next time you visit the island!

Backyard Oasis

Reviewed by Michelle T. on 2023-03-16
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
We honestly didn't spend much awake time in this house, which is a shame because the kitchen is spectacular. It was hard to be inside when the yard at this house is just a dream. The bar and table area has a fridge and ice maker- never needed to go inside! This house is very well appointed, close to Higgs beach, walking distance to everything, and has plenty of room for friends and family.
Manager response on 2023-03-20 - Response from Best of Key West Rentals
We are so happy to read you had such a good stay with us Michelle! Please reach out to us for your next Key West vacation, we would love to welcome you back! Thank you for being our guest!

Ebb & Flo

Reviewed by Unknown on 2024-04-03
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Ebb & Flo is a very nice vacation rental and is located in an area in walking distance to many restaurants, etc. Unfortunately, the landscaper doesn’t come as often as noted on the sheet for guests in the rental. When he does come, he does a good job. The pool maintenance company does a great job! It would be nice if the bedrooms had access to Direct TV like is available in the family room and outside in the pool area.
Manager response on 2024-07-22 - Response from Best of Key West Rentals
Thank you for your feedback on your recent stay Thomas. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will relay back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

Captain’s Choice

Reviewed by Unknown on 2020-03-16
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Wonderful home, very well maintained. Property Manager was excellent, responded within minutes. House was spotless. Stayed two months, the house was excellent.
Manager response on 2020-03-17 - Response from Best of Key West Rentals
Dear Patricia, Thank you for your wonderful review. We are so thrilled to hear how much you loved this home. We enjoyed hosting you and look forward to your return back. Best Regards, Wendy Zintsmaster and Team

Key West Stay

Reviewed by Larry G. on 2022-02-02
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
My wife and I rented this house for the month of January. Love the area and the pool and outdoor area. Only downside house is located on a very busy road.
Manager response on 2022-02-07 - Response from Best of Key West Rentals
Thank you for your review Larry, we are glad you enjoyed the property and hope to welcome you again next time you visit the island!

Paradise on key west

Reviewed by Andrea S. on 2022-03-31
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Ebb & Flo was just about perfect! Perfect space, location, privacy, and the outdoor space is incomparable to anywhere I’ve stayed. Our 3 adult children filtered in and out over the month with their significant others and all were impressed with the accommodations. The property management company, Shana in particular, was top notch! Shana responded immediately to any questions we had and was a wonderful comforting resource. We loved the location as it’s quiet and a bit removed from Duval street but it’s a quick walk anywhere. We did end up renting a golf cart which was so much fun. My husband biked to Higgs Beach every day for pickle ball. It too was close by. The house was very clean and we loved every minute of our 28 day stay.
Manager response on 2022-04-19 - Response from Best of Key West Rentals
Thank you for your wonderful review Andrea. We really enjoyed hosting you and hope to see you back in Key West again soon!

Ebb and flo paradise

Reviewed by Elaine N. on 2022-06-15
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
The place was perfect for my needs. The management was above and beyond. Would most definitely rent it again.
Manager response on 2022-06-20 - Response from Best of Key West Rentals
Thank you for your incredible review Elaine! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

EBB AND FLO ~ Newly Renovated Retreat in Old Town with Incredible Pool!

Unit Code: EF

EBB AND FLO ~ Paradise!

EBB AND FLO ~ Renovated 4 Bed/3 Bath Home in Old Town Location with Incredible Pool Deck Area and Outdoor Dining!
OLD TOWN KEY WEST… Surround yourself in this newly renovated gem located in the desirable Casa Marina neighborhood nearing the Southernmost Point of the U.S. This tropical retreat begs for entertainment in the exceptional outdoor living space and resides steps away from high end galleries, the beautiful beaches of Key West and some of the most coveted dining downtown! ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES… Lush vegetation surrounds this island retreat welcoming you into your escape from reality. A private, covered front porch greets you as you enter the home in to a cheery seating area with an indoor dining table and writing desk nearby. Steps away is the fully equipped kitchen with charming brick accent walls and casual bar top dining. Cozy furnishings surround a flat screen TV just steps away. Tile flooring throughout this home will keep you cool during a warm island afternoon. SLEEPING ARRANGEMENTS… Totaling 4 bedrooms, this home is perfect for families and couples traveling together. Sleep tight in the twin bed guestroom of which can be converted to a king upon request. A cozy queen bedroom lies steps away. Both rooms come with TVs and share a bathroom with a walk in glass shower. The primary king suite is equipped with a flat screen TV and en suite bathroom with a walk in glass shower. French doors lead out to the lush outdoor garden for your morning cup of coffee. The living space includes a sofa sleeper for visiting guests. There is a 4th bedroom poolside that comes with 2 twins and an en suite bathroom with a shower. OUTDOOR LIVING… Step through the French doors of the kitchen to your pristine outdoor oasis which makes for the ideal 5 o’clock happy hour with plenty of space to lounge and entertain. An outdoor TV, ice maker and refrigerator complete the outdoor wet bar. Grill up your fresh catch of the day and catch some rays on the spacious pool deck in the privacy of your fenced in backyard. The saltwater pool comes heated in the winter months and has the option of being chilled during the months of June-August at an additional charge if requested. Rinse off in the outdoor shower before heading out on the town. PARKING AND BIKES... Two off-street parking spaces make parking your vehicle a breeze, and 4 bikes are also provided. PETS... Dogs are considered, no cats please.  Please either inquire prior to booking, or make sure to check the box that you are bringing a pet when booking, AND include size, breed, and age of the pet in Comments/Special Requests. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last).  We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). ISLAND TIME IS AWAITING YOUR ARRIVAL…
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04/24/2025 - 04/30/2025$572 /nt
05/01/2025 - 05/31/2025$286 /nt
06/01/2025 - 06/30/2025$377 /nt
07/01/2025 - 07/31/2025$475 /nt
08/01/2025 - 09/30/2025$429 /nt
10/01/2025 - 10/31/2025$447 /nt
11/01/2025 - 11/30/2025$536 /nt
12/01/2025 - 12/31/2025$600 /nt
01/01/2026 - 01/31/2026$804 /nt
02/01/2026 - 02/28/2026$901 /nt
03/01/2026 - 03/31/2026$804 /nt
04/01/2026 - 04/24/2026$572 /nt
4.9000
(10 Review)

Long stay at Ebb and Flow

December 2024
, Barnegat, NJ Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The house is very centrally located and an easy walk or bike ride to anywhere in Key West. Nice newer model bikes were included in the rental which made it even easier. The property was immaculate and beautifully furnished. There is an outside bar area with a TV and a beautiful heated pool.

Manager's Response

Thank you for your review Janet & Frank, we are so glad the property met your needs while staying with us. We hope you'll stay with us again next time you visit Key West. Thank you for being amazing guests!

Another fantastic stay!

June 2024
, Savannah, GA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was our second time at Ebb and Flo and we had another great stay. The house is perfect to have the family together and the location is quiet but within walking distance to Duval. Shana was great to communicate with and made everything incredibly easy for us! (And the four bikes were super convenient to have!)

Manager's Response

Thank you for this wonderful review Charles, we are so glad you enjoyed the property so much you stayed with us again this year! We look forward to welcoming you again next time you are in Key West!

Ebb & Flo

March 2024
, Needham, MA Afghanistan

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Ebb & Flo is a very nice vacation rental and is located in an area in walking distance to many restaurants, etc. Unfortunately, the landscaper doesn’t come as often as noted on the sheet for guests in the rental. When he does come, he does a good job. The pool maintenance company does a great job! It would be nice if the bedrooms had access to Direct TV like is available in the family room and outside in the pool area.

Manager's Response

Thank you for your feedback on your recent stay Thomas. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will relay back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

I don't do titles

March 2023
, Wayne, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Ebb and Flo is a great house! The location is great, easy to walk to restaurants, stores, groceries, coffee, the beach. The location could not be better. We did have a plumbing issue, but the property company handled it very quickly and very well, there was a plumber there quickly and he was, also great. The outdoor space is excellent, the pool is very nice, the bar and dining area are very useful. The rooms and bathrooms are all very nice, and the kitchen is very well outfitted. We were able to cook there with no issues. all in all a great house.

Manager's Response

Thank you for your fantastic review Mary Lou. It was a pleasure hosting you! We are so glad you enjoyed the outdoors as well of the location and we look forward to welcoming you again next time you visit the island!

I don't do titles

March 2023
, Malvern, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Ebb and Flo is a great house! The location is great, easy to walk to restaurants, stores, groceries, coffee, the beach. The location could not be better. We did have a plumbing issue, but the property company handled it very quickly and very well, there was a plumber there quickly and he was, also great. The outdoor space is excellent, the pool is very nice, the bar and dining area are very useful. The rooms and bathrooms are all very nice, and the kitchen is very well outfitted. We were able to cook there with no issues. all in all a great house.

Manager's Response

Thank you for your fantastic review Mary Lou. It was a pleasure hosting you! We are so glad you enjoyed the outdoors as well of the location and we look forward to welcoming you again next time you visit the island!

Backyard Oasis

February 2023
, Minnetonka, MN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We honestly didn't spend much awake time in this house, which is a shame because the kitchen is spectacular. It was hard to be inside when the yard at this house is just a dream. The bar and table area has a fridge and ice maker- never needed to go inside! This house is very well appointed, close to Higgs beach, walking distance to everything, and has plenty of room for friends and family.

Manager's Response

We are so happy to read you had such a good stay with us Michelle! Please reach out to us for your next Key West vacation, we would love to welcome you back! Thank you for being our guest!

Ebb and flo paradise

May 2022
, Kamuela, HI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The place was perfect for my needs. The management was above and beyond. Would most definitely rent it again.

Manager's Response

Thank you for your incredible review Elaine! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Paradise on key west

March 2022
, Ocean city, NJ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Ebb & Flo was just about perfect! Perfect space, location, privacy, and the outdoor space is incomparable to anywhere I’ve stayed. Our 3 adult children filtered in and out over the month with their significant others and all were impressed with the accommodations. The property management company, Shana in particular, was top notch! Shana responded immediately to any questions we had and was a wonderful comforting resource. We loved the location as it’s quiet and a bit removed from Duval street but it’s a quick walk anywhere. We did end up renting a golf cart which was so much fun. My husband biked to Higgs Beach every day for pickle ball. It too was close by. The house was very clean and we loved every minute of our 28 day stay.

Manager's Response

Thank you for your wonderful review Andrea. We really enjoyed hosting you and hope to see you back in Key West again soon!

Key West Stay

January 2022
, Cornelius, NC United States

Overall
4
Services from rental manager
5
Cleanliness
4
Location
4
Property condition
4

My wife and I rented this house for the month of January. Love the area and the pool and outdoor area. Only downside house is located on a very busy road.

Manager's Response

Thank you for your review Larry, we are glad you enjoyed the property and hope to welcome you again next time you visit the island!

Captain’s Choice

January 2020
, Murfreesboro , TN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Wonderful home, very well maintained. Property Manager was excellent, responded within minutes. House was spotless. Stayed two months, the house was excellent.

Manager's Response

Dear Patricia,


Thank you for your wonderful review. We are so thrilled to hear how much you loved this home. We enjoyed hosting you and look forward to your return back.


Best Regards,


Wendy Zintsmaster and Team

Leave a Review
4 Bed
3 Baths
Sleeps 10

Search Availability

BONITA EN ROSA ~ Peaceful Retreat!

BONITA EN ROSA ~ Adorable 2 Bedroom, 1 Bathroom Home with Lush Outdoor Space and Pool!

Location

1401 Duncan St. - BACK UNIT
33040 Key West , FL
United States
24° 33' 19.8" N, 81° 47' 15.216" W
Florida US

BONITA EN ROSA ~ Peaceful Retreat!

Request More Information

BONITA EN ROSA ~ Charming 2 Bedroom, 1 Bathroom Home w/ Pool!

Unit Code: BN

BONITA EN ROSA ~ Peaceful Retreat!

BONITA EN ROSA ~ Adorable 2 Bedroom, 1 Bathroom Home with Lush Outdoor Space and Pool!
**Please note that this rental only allows for payment by check/E-check. Credit card payment will be subject to additional credit card fees. ISLAND TIME AWAITS… This tranquil island sanctuary calls your name awaiting peaceful moments and endless memories with your loved ones. Nestled within the Old Town district of Key West, this well appointed 2 bedroom, 1 bathroom home greets you with lush vegetation at every corner of this property creating a sensation of tranquility. Well equipped with all the everyday comforts of home paired with desirable modern luxuries, this haven is sure to welcome you into an unforgettable adventure.  ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES… Step inside to find your cozy island abode boasting bright, natural lighting creating a cheery space. Sprawl out in the cozy living room that includes a flat screen TV and bookshelf full of novels for a rainy afternoon. A fully equipped kitchen lies nearby equipped with stainless steel appliances for meal prep which can be enjoyed at the indoor dining table for 4. Perch the doors open creating a lovely indoor/outdoor space with a sweet island breeze.  SLEEPING ARRANGEMENTS… The first guest room comes with a comfortable queen bed, flat screen TV and closet space for your belongings. The second guest room can be entered off the kitchen through double barn doors and includes a trundle bed, armoire storage and French doors leading out to the garden for your morning cup of coffee. Both guest rooms share a jack and jill full bathroom equipped with a walk in shower and newly refinished antique soaking tub. OUTDOOR LIVING… Find your serenity within the lush outdoor space as you calm your island soul in peaceful surroundings. Enjoy a dip pool which comes heated in the winter months followed by an evening under the stars in the rocking chairs or hammock. Grill out on the BBQ and dining al fresco with seating for 4 as you map out your next day's adventures. Peacefully located, this home allows for the best kind of R & R with only a short ride into town or the sandy beaches of Key West. BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last).  We may consider alternate dates if the calendar allows or if the owner will make an exception. PETS... This is not a pet-friendly home. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) PARKING... This home does not have designated parking but there is on street parking in the surrounding neighborhood.  Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). FIND YOUR WANDERLUST…
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04/24/2025 - 04/30/2025$143 /nt
05/01/2025 - 05/31/2025$125 /nt
06/01/2025 - 06/30/2025$136 /nt
07/01/2025 - 07/31/2025$179 /nt
08/01/2025 - 09/30/2025$161 /nt
10/01/2025 - 10/31/2025$179 /nt
11/01/2025 - 11/30/2025$197 /nt
12/01/2025 - 12/31/2025$250 /nt
01/01/2026 - 01/31/2026$358 /nt
02/01/2026 - 02/28/2026$376 /nt
03/01/2026 - 03/31/2026$358 /nt
04/01/2026 - 04/24/2026$268 /nt
Leave a Review
2 Bed
1 Bath
Sleeps 4

Search Availability

LA PUERTA PEQUENA ~ Island Haven!

LA PUERTA PEQUENA ~ Adorable 1 Bedroom, 1 Bathroom with Loft in Peaceful and Convenient Old Town District!

Location

1211 Florida St. - FRONT UNIT
33040 Key West , FL
United States
24° 33' 19.8" N, 81° 47' 15.216" W
Florida US

LA PUERTA PEQUENA ~ Island Haven!

Request More Information

Puerta Rosa

Reviewed by Jack N. on 2023-03-04
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
My one-month stay at Puerta Rosa was as good as can be expeced. It was clean, simply appointed with amenities, very accessible and not too expensive
Manager response on 2023-03-06 - Response from Best of Key West Rentals
Thank you for this great review Jack! We are thrilled you enjoyed the property and hope to host you again in the future!

LA PUERTA PEQUENA ~ Charming 1 Bedroom, 1 Bathroom w/ Loft in Old Town!

Unit Code: LU

LA PUERTA PEQUENA ~ Island Haven!

LA PUERTA PEQUENA ~ Adorable 1 Bedroom, 1 Bathroom with Loft in Peaceful and Convenient Old Town District!
**Please note that this rental only allows for payment by check/E-check. Credit card payment will be subject to additional credit card fees. TRANQUILITY AWAITS… Nestled in the Old Town district of Key West, this picturesque island home awaits the creation of your tropical adventure. A bright and cheery space within a beautiful and lush Key West setting, this home is sure to allow all your worries to wash away. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES… Walk up to a lovely porch, perfect for soaking up your peaceful surroundings with a coffee in hand as you watch neighbors passing by. Step inside to a an inviting living space with cozy furnishings and a flat screen TV. Find a small kitchen steps away to craft up your happy hour snacks and cocktails before a night out on the town. The washer/dryer is accessed from the exterior of the home and is shared with the rear unit. This property is equipped with a Ring Doorbell located next to the front door of the home. SLEEPING ARRANGEMENTS… Enjoy a peaceful night's rest in a comfortable full bed with a bathroom steps away with a shower tub combo. An upstairs loft with a twin mattress, or a queen Murphy bed down below can be used for additional sleeping arrangements. ***We recommend 3 adults max in this home. OUTDOOR LIVING… Peacefully located, this home allows for the best kind of R & R with only a short ride into town or the sandy beaches of Key West. BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. PETS... No pets please. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) PARKING... This home does not have designated parking but there is on street parking in the surrounding neighborhood.  Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! **Please note that this rental only allows for payment by check/E-check. Credit card payment will be subject to additional credit card fees. CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). SUN IS SHINING, THE WEATHER IS SWEET…
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04/24/2025 - 04/30/2025$103 /nt
05/01/2025 - 05/31/2025$108 /nt
06/01/2025 - 06/30/2025$111 /nt
07/01/2025 - 07/31/2025$143 /nt
08/01/2025 - 09/30/2025$136 /nt
10/01/2025 - 10/31/2025$143 /nt
11/01/2025 - 11/30/2025$150 /nt
12/01/2025 - 12/31/2025$161 /nt
01/01/2026 - 01/31/2026$233 /nt
02/01/2026 - 02/28/2026$263 /nt
03/01/2026 - 03/31/2026$233 /nt
04/01/2026 - 04/24/2026$161 /nt
4.0000
(1 Review)

Puerta Rosa

February 2023
, Maple Grove, MN US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
4

My one-month stay at Puerta Rosa was as good as can be expeced. It was clean, simply appointed with amenities, very accessible and not too expensive

Manager's Response

Thank you for this great review Jack! We are thrilled you enjoyed the property and hope to host you again in the future!

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1 Bed
1 Bath
Sleeps 4

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