Row Wrapper 2

TROPICAL RETREAT ~ Quintessential!

4.9714
(35 Reviews)

Capacity

3 Bedrooms
3.5 Bath
Sleeps 8

Search Availability

About

SPOIL YOURSELF IN PARADISE...
Indulge yourself in the rustic charm of historic Key West enveloped in lush, vibrant surroundings and located just 1/2 a block from all the action on Duval St. A cozy sanctuary with modern conveniences will allow you to fully appreciate your time in Paradise.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

DETAILS & AMENITIES...
Step onto your private front porch with chairs and a swing to relish your morning cup of coffee in the sweet island breeze. Slip inside to a bright and cheery space as you enter a cozy seating area perfect for diving into a good book. The living area just ahead is surrounded by a flat screen TV for movie and game nights together. Craft up your meals together in the fully equipped checkerboard kitchen and enjoy quality time around the dining table for 6. This unique retreat has just been refreshed with stunning new furnishings to complete your stay in Paradise!

SLEEPING ARRANGEMENTS...
Fall into a sweet slumber in your queen guest room with an en suite full bathroom with a shower tub combination. A guest room with two twins that can convert to a king bed upon request offers an en suite full bathroom with a shower. Step outside to the poolside cottage equipped with a king size bed, flat screen TV, en suite bathroom with a shower, desk, microwave and coffee maker for your enjoyment. A sofa sleeper is located in the living room for additional guests with convenience to a powder room just off the kitchen.

OUTDOOR LIVING...
Let your worries melt away as you fully embrace your island surroundings in the peaceful outdoor space with lush views all around a private, heated pool. Rinse off the day in the outdoor shower, then grill poolside with a cocktail in hand as you make plans for your evening out on the town.

PARKING...
One parking space is available making coming and going a breeze!

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!

SUNSHINE THERAPY...

Features

Amenities

  • Parking
  • Free Wifi
  • Coffee Maker
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Heated Pool
  • Private Pool
  • Central Air
  • Washer & Dryer
  • Gas Grill
  • Outdoor Shower

Rental Type and Location

  • House
  • Old Town

Pet Friendly

  • Yes

Duration

  • Nightly

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
January 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
February 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
 
March 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
April 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
May 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
June 2025
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
August 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
September 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
October 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
November 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
December 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 

Map

Reviews

Leave a Review

outstanding

December 2024
, Bartlett, IL US

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

The house was beautiful. So close to all the action on Duval Street

A Great Retreat in a Great Location

November 2024
, Greer, SC US

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

House is bigger than appears in pictures. Very comfortable. Awesome to have 3 1/2 bathrooms. Pool was awesome after a full day or first thing in the morning. Very well appointed.

Paradise in Key West

November 2024
, Denver, CO US

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

We loved the Tropical Retreat property. It was very inviting and comfortable for 3 couple. It had everything we needed and the pool was a great way to relax after a long day. The house is decorated well and has a great coastal vibe. The location is the best. Close to everything but out of the more active bar crawl area. Beds were comfortable and bathrooms stocked well. Great communication and overview provided by the property manager. Would definitely stay here again.

Key West or bust

August 2024
, Bartlett, TN US

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

Perfect rental location at 519 Caroline St. Close to beach, great restaurants & bars.

Great Stay

June 2024
, Timberlake, NC US

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

Loved having the pool house for grandparents. Very comfortable. Well stocked kitchen. Pool great for the kids. Will be back!!!

Great for a Girls weekend

May 2024
, Bradenton, FL US

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

My friends and I stayed here for my bachelorette party and it was so cute! We loved that it was only a block off duval and on the quieter side, so we didn't hear any of the loud music. It was awesome that there were 3 full bathrooms and a half bath which made it great for 8 girls getting ready. It was clean and the staff was responsive.
The only complaint from my group was from the girl that slept on the pull out couch in the living room. When the air turns on it does vibrate that bed/floor quite a bit in the living room.

Key West paradise

April 2024
, mount albert, ON CA

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

Our family of 7 spent 3 amazing nights at this property. In the pictures, the rooms appear much smaller. In person this house is incredibly spacious. The front porch is extra wide for sitting and people watching. The pool area was quiet and tranquil. The poolside bedroom was cool and dark for a good night sleep. It is a big walk to Mallory Square but an easy walk to the Southern Most Point. 10/10 for this family.

First visit to Key West

April 2024
, Baton Rouge, LA US

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

We had a very positive experience at Tropical Retreat. It was as presented on the website and was very comfortable for our group of 3 couples. The property managers were great to work with.

Amazing property!

April 2024
, Annapolis, MD US

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

Beautiful house, amazing stay for our group of 8!

Great Location!

April 2024
, Cedar Falls, IA United States

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

The property was fairly clean and well maintained, though someone had broken something glass in one of the rooms and my grandfather ended up with glass in his foot. The area is BEAUTIFUL and the house was in a great location. The only issue we had was a past guest showed up with a key they had forgotten to return a month before. It was unnerving to know people were walking around with keys to the doors. There are no latches, so if someone has a key they can 100% come into the home. We would overall rent from the company again and found the people managing the property to be exceptionally kind and responsive to any questions/needs!!!

Tropical Paradise

March 2024
, Mukwonago, WI US

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

Great stay for a quick getaway. Perfect for five women traveling together. Close enough to the craziness of Duval but honestly due to its location, you would never know you were half a block off Duval. House was well kept and beds were comfortable. Poll was great! Thanks for a fantastic stay.

Enjoyable stay

January 2024
, Granger, IA US

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

Stayed for a week with friends. Nice clean house. Would have been better if the pool was cleaned and the heater worked.

Prefect weekend in Key West!

October 2023
, Minneola, FL US

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

We had such an amazing weekend at this cute little cottage! We were celebrating a bachelorette party and this house was perfect for us! Nice and clean, well stocked, and slept all of us comfortably. The staff was very accommodating and clear with our instructions for check in & check out. The house was close enough that we could walk to most of the restaurants and bars that we wanted to see! The pool was a great size and so nice for the hot Florida weekend! All in all it really was a great weekend!!

Manager's Response

Thank you for sharing a review of your recent experience Maddie. Our team here at Best of Key West Rentals is committed to providing high-quality guest service, and we’re thrilled to hear that we made a good impression on you. We hope you’ll visit us again soon.

Our family vacation!

September 2023
, Cumberland, ON Canada

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

Rental process was smooth and the property was very nice. We did find though that it was lacking a few basic kitchen essentials that should have been stocked automatically, so that was a bit dissapointing.

Manager's Response

Thank you for your review Patrick, we provide the basic toiletries to get our guests by until their grocery run but we do not provide food. Sorry for the disappointment, we hope this won't keep you from renting with us again! Thank you for being our guest!

OUTSTANDING

September 2023
, JARREAU, LA US

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

wonderful place to stay in KW

Manager's Response

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

Great Experience!

September 2023
, MONTGOMERY CITY, MO US

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

This is a perfect location to everything. Clean, neat home with great accommodations. If we needed something, Brian was just a text message away.

Manager's Response

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

Girls Trip

August 2023
, Bloomington, IL US

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

The location was amazing-walking distance to almost everything. The place was very clean and very efficient. Very well stocked kitchen and linens. Bedding was very comfortable and cozy. The pool was absolutely necessary and a luxury with the hot temps in August! The only suggestions would be to put room darkening drapes in all bedrooms, more lamps in the cabana and invest in rooster deterrents(air gun) as the butterfly garden next door attracts the roosters and they are very loud and disturbing to the peaceful neighborhood.
Overall, we would love to come back to this space! Thank you Brian and Shana for your hospitality and quick responses!

Manager's Response

Thank you for this great review Amy! We are thrilled you enjoyed the property. Chickens are protected in Key West so any kind of violence towards them could earn you a trip to jail. We will pass along your darkening drapes suggestion to the owner. We and hope to host you again in the future, thank you for being our guest!

Pristine House, Amazing Property Manager

July 2023
, Vero Beach, FL US

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

This is a beautiful historic home that has been maintained in pristine condition. It gives you an authentic Key West experience without sacrificing luxury or comfort. The house is perfectly located on the “quieter” end of Duval on a beautiful block. Everything is a quick walk away but without being right in the heart of the craziness. Most importantly, Brian the property manager was AMAZING and went way above and beyond for us. He was a fantastic communicator during our stay, and very helpful. Then a week later, when we realized we’d left a whole drawer full of clothes behind, he personally retrieved the items and dropped them off to be shipped back to us. A total class act and a true professional!!!

Manager's Response

Thank you for sharing a review of your recent experience Miette. Our team here at Best of Key West Rentals is committed to providing high-quality guest service, and we’re thrilled to hear that we made a good impression on you. We hope you’ll visit us again soon.

Perfect Tropical Retreat

July 2023
, Davie, FL US

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

Would absolutely and have recommended this vacation rental to friends!

Manager's Response

Thank you for taking the time to review your stay Marcia. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!

Perfect Tropical Retreat

July 2023
, Davie, FL US

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

Would absolutely and have recommended this vacation rental to friends!

Manager's Response

Thank you for taking the time to review your stay Marcia. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!

One of the best!

June 2023
, pocomoke, MD US

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

One of the best rentals we have stayed at in the keys. Perfect for our family of eight. Accommodations were clean and well stocked and the communication was beyond perfect! Knowing our late arrival, they even left lights, fans, and TVs on so we weren’t in the dark! Can’t wait to book again!

Manager's Response

Thank you for this wonderful review Elaine, 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.

Beautiful home in a great location

May 2023
, Brooklyn, NY US

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

The house was as advertised. Quaint home, clean with everything you need. The management company was incredibly helpful, accommodating and welcoming. I would definitely recommend this house.

Manager's Response

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

Cozy Place

May 2023
, Nolensville, TN US

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

Great little house with a bonus guest house. Great location between Duval and Simonton. Walking distance to CVS, scooter rentals and many restaurants. The pool was really nice to have and was very peaceful in the back area. The property manager was great with communication and instructions. Would definitely stay here again.

Manager's Response

Thank you for taking the time to review your stay Colt. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!

Wonderful Property!

March 2023
, North Wales, PA United States

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

We had an amazing stay at this property. It was super clean and the accommodations were perfect for our group of 6. The house is very nicely decorated and the pool was amazing. I can’t wait to book another stay here. The concierge service was top notch!!

Siblin Vaca

January 2023
, kokomo, IN US

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

This was a great property for my sisters and i to gather and visit Key West. The house was roomy for the six of use. The front porch was a great gathering place and to people watch. Close to all the action and being walking distance helps also Next time in the area we hope that his will be available because we will return to this property

Manager's Response

Thank you for this wonderful review Rick, 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.

Location location location

December 2022
, Saint john, IN US

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

This property was very comfortable, clean, and so adorable! It is right around the corner from Duval street and close to everything! The cottage outside was so nice and private. The pool was very warm and a good size too! Every bedroom has a full bath as well. The property manager was so wonderful and welcoming. This place is perfect for your vacation with your family or any group. I would definitely stay again.

Manager's Response

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

Excellent balance of relaxation/being centrally located

December 2022
, Atlanta, GA United States

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

I rarely write reviews but felt the need to share my experience with this property. My family and I(party of 4) rented the property in late December and found it to be one of the best vacations that we have had. This was primarily due to the location, heated pool and the extremely responsive property management company. The home was spotless and had all the amenities of home. If you ever consider this property, don't even question it - book it!

Manager's Response

Thank you for your review Kenneth, 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.

Perfect family getaway

December 2022
, Marietta, GA US

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

My wife and I brought our 3 adult children (+ 1 significant other) to Tropical Retreat for 4 days as a Christmas getaway gift. Absolutely everything was perfect. House has so much Key West charm and character and the location is simply perfect. House was super clean, pool was great, and there were plenty of beach towels, linens, etc. No complaint’s whatsoever. We had a great time reconnecting with the kids and enjoying all things Key West. Will definitely consider staying here again on our next trip.

Manager's Response

Thank you for this wonderful review, 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.

Fantastic place to stay

November 2022
, Atkinson, NH Unknown

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

Great place to stay with family or friends! Plenty of space loved that each bedroom had its own private full bath! The house was immaculately clean! The pool was a Huge bonus to just hand out and relax! Front porch super for people watching! Half a block from Duval street - we walked everywhere!
Easy to work with staffing!

Manager's Response

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

Great!

November 2022
, Culpeper, VA US

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

Will keep this short, Great! Do not hesitate to rent this property, location, host, everything 5 stars!

Manager's Response

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

Lovely House

October 2022
, Westerville, OH United States

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

We loved this house for our family vacation. I was worried that keeping the house at 72* would be too warm for us to comfortably sleep, but the fans made it quite chilly! Walking to distance to pretty much everything and lots of room for my family, parents in law, and my dad. The main house bathrooms are oddly shaped and it is an older home. But overall, we loved it!

Manager's Response

Thank you for taking the time to review your stay Christine. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!

Tropical Retreat

September 2022
, Pass christian, MS US

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

Great property - the location is awesome! The property was clean, comfortable and amazing.

Manager's Response

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

Fun Vacation

July 2022
, Port Monmouth, NJ United States

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

House was as described. No problems

Manager's Response

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

Beaches and Besties Birthday Extravaganza

May 2022
, Monongahela, PA United States

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

Five lifelong friends rented this house to celebrate our 60th birthdays--all in 2022. The house was great. It accommodated the five of us beautifully. We were able to spend good vacation time at the house. Brian, our property manager, was amazing and very helpful.

Manager's Response

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

Island Gem

January 2022
, Chicago, IL US

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

The rental property exceeded expectations. Brian, the property manager, was communicative in the week leading up to our stay and even got us checked into the house a few hours early. Everything was clean and in working order. The location speaks for itself and even with so much to do, it is hard to leave that incredible backyard. My friends and I don't have a single negative thing to say about our rental experience.

Manager's Response

Thank you so much for this wonderful review Phil, we are thrilled you enjoyed your stay and hope to welcome you and your friends again next time you visit Key West!