Row Wrapper 2
SECOND WIND ~ The Sweet Life!
Capacity
2 Bedrooms
2 Bath
Sleeps 4
About
CATCH YOUR SECOND WIND…
Unplug in this newly renovated and elegant refuge, a place of tranquility with an island ambiance. Equipped with 2 bedrooms and 2 bathrooms, this home welcomes you into a peaceful setting within the desirable district of The Meadows.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
DETAILS & AMENITIES…
Welcome in to an inviting, open floor plan boasting vaulted ceilings, hardwood floors and stunning wooden beams ready to entertain your crew for your getaway to Paradise. A fully equipped kitchen allows for seamless meal prep to enjoy together at the dining table for 6. Enjoy the bright and cheery living space with cozy furnishings and a TV for your lazy days in with gorgeous views beyond pocket doors of your outdoor oasis. This home is equipped with Youtube TV for live steaming.
SLEEPING ARRANGEMENTS…
Sleep tight in one of two cozy king bedrooms both equipped with storage space and flat screen TVs. The primary suite comes with an en suite bathroom with a double sink vanity and jet tub/shower combination. The second bathroom lies in the hallway with a shower/tub combination.
OUTDOOR LIVING…
Soak up your surroundings as you head out to your private backyard dream tucked within lush and vibrant foliage. Cool off in the pool which comes heated in the winter month and dine al fresco in the island breeze equipped with a gas grill. Lounge on your private front porch over your morning cup of coffee as you dream of your days adventures ahead. The Meadows district is a charming and convenient location to downtown Key West, yet tucked away for a peaceful evenings rest.
PARKING...
There is one parking space making coming and going a breeze.
PETS...
Dogs are considered at this home. 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).
YOUR SLICE OF PARADISE AWAITS…
Virtual Tour:
Features
Amenities
- Parking
- Free Wifi
- Coffee Maker
- Dishwasher
- Kitchen
- Microwave
- Oven
- Refrigerator
- Stove
- Toaster
- Heated Pool
- Private Pool
- Central Air
- Washer & Dryer
- Gas Grill
Rental Type and Location
- House
- The Meadows
Pet Friendly
- Yes
Duration
- Monthly
Availability
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Map
Reviews
Perfect Key West Cottage
December 2024
Recent Guest, Huntsville, AL United States
Recent Guest, Huntsville, AL United States
Overall
Services from rental manager
Cleanliness
Location
Property condition
Perfect house for the summer
August 2024
John R., WEST TISBURY, MA US
John R., WEST TISBURY, MA US
Overall
Services from rental manager
Cleanliness
Location
Property condition
We rented this house for 3 months, and was close enough to all the action, and also super convenient for parking and access to the park to walk our dogs twice a day. We loved it. Not to mention a pool to cool down in!
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!
A pleasant stay at Second Wind
November 2023
John M., Toronto, ON Canada
John M., Toronto, ON Canada
Overall
Services from rental manager
Cleanliness
Location
Property condition
We're having a terrific time. We've been here for 7 weeks with 10 days to go. The location is perfect for us, in a quiet neighbourhood (the Meadows) but an easy walk or bike ride to anything we want to do. The house itself is bright and airy. The housekeeping and pool/landscaping services are excellent. The property management team has been very helpful and are quick to respond. If we could make some minor suggestions, they would be: to add towel racks to the principal bathrooms and more dishware, especially saucers for the cups, in the kitchen (which is very well-appointed otherwise). The addition of a light over the dining room table would be helpful. We find the living room sofa a bit too deep to be comfortable for TV viewing. These are relatively minor issues and we've loved our stay here.
A pleasant stay at Second Wind
November 2023
Alan R., Toronto, ON United States
Alan R., Toronto, ON United States
Overall
Services from rental manager
Cleanliness
Location
Property condition
We're having a terrific time. We've been here for 7 weeks with 10 days to go. The location is perfect for us, in a quiet neighbourhood (the Meadows) but an easy walk or bike ride to anything we want to do. The house itself is bright and airy. The housekeeping and pool/landscaping services are excellent. The property management team has been very helpful and are quick to respond. If we could make some minor suggestions, they would be: to add towel racks to the principal bathrooms and more dishware, especially saucers for the cups, in the kitchen (which is very well-appointed otherwise). The addition of a light over the dining room table would be helpful. We find the living room sofa a bit too deep to be comfortable for TV viewing. These are relatively minor issues and we've loved our stay here.
Manager's Response
Thank you for your feedback on your winter stay Alan. 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!
March 2023 Second Wind Stay
March 2023
John H., Locust Hill, VA United States
John H., Locust Hill, VA United States
Overall
Services from rental manager
Cleanliness
Location
Property condition
Beautiful cottage in great location in Key West. Rental team superb throughout, property manager Brian was great and immediately responded to any issues or concerns. Highly recommend.
Manager's Response
Thank you for sharing a review of your recent experience John. 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.
Second Stay at Second Wind.
February 2023
Recent Guest, United States
Recent Guest, United States
Overall
Services from rental manager
Cleanliness
Location
Property condition
This was our second stay at this deluxe house on Albury Street. The perfect home in Key West. We brought our bikes and never drove our car again for the month. You are an easy bike ride from Duval Street and all it has to offer. Once you are home in this private little oasis the fun really begins. The back yard and pool are very secluded and very beautiful. A tropical heaven!
Manager's Response
Thank you for your wonderful review Dwight. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!
Best vacation!
January 2023
Recent Guest, Montreal, Quebec United States
Recent Guest, Montreal, Quebec United States
Overall
Services from rental manager
Cleanliness
Location
Property condition
Brian was helpfull I loved my stay and I even rebooked for next year
Manager's Response
Thank you for your wonderful review Merci! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next year. Thank you for being our guest!
Best vacation!
January 2023
Marion C., Montreal, Quebec United States
Marion C., Montreal, Quebec United States
Overall
Services from rental manager
Cleanliness
Location
Property condition
Brian was helpfull I loved my stay and I even rebooked for next year
Manager's Response
Thank you for your wonderful review Merci! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next year. Thank you for being our guest!
Wonderful Retreat
June 2022
Recent Guest, Sarasota , FL United States
Recent Guest, Sarasota , FL United States
Overall
Services from rental manager
Cleanliness
Location
Property condition
Everything was exactly as we hoped it would be. Good location with off street parking (a definite plus). The one problem that we had (lock problem) was quickly and efficiently solved by Brian. Definitely would recommend to friends .
Manager's Response
Thank you for this great review Vincent! We are thrilled you enjoyed the property and hope to host you again in the future!
Wonderful Retreat
June 2022
Vincent Z., Sarasota , FL United States
Vincent Z., Sarasota , FL United States
Overall
Services from rental manager
Cleanliness
Location
Property condition
Everything was exactly as we hoped it would be. Good location with off street parking (a definite plus). The one problem that we had (lock problem) was quickly and efficiently solved by Brian. Definitely would recommend to friends .
Manager's Response
Thank you for this great review Vincent! We are thrilled you enjoyed the property and hope to host you again in the future!
Wonderful trip
April 2022
Recent Guest, Paradise Valley, AZ US
Recent Guest, Paradise Valley, AZ US
Overall
Services from rental manager
Cleanliness
Location
Property condition
Second Wind property was a wonderful respite from the cold climes of Wyoming. The location and proximity was perfect for us. The neighborhood was quiet, neighbors lovely, house was comfortable.
Team Truman and Company are excellent!
Manager's Response
Thank you for your incredible review Melissa! 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!
Wonderful trip
April 2022
Melissa S., Paradise Valley, AZ US
Melissa S., Paradise Valley, AZ US
Overall
Services from rental manager
Cleanliness
Location
Property condition
Second Wind property was a wonderful respite from the cold climes of Wyoming. The location and proximity was perfect for us. The neighborhood was quiet, neighbors lovely, house was comfortable.
Team Truman and Company are excellent!
Manager's Response
Thank you for your incredible review Melissa! 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!
Absolutely wonderful stay at the lovely Second Wind Cottage. This was our 5th visit to Key West and Second Wind has been our favorite place the stay so far! Great location, short bike ride or walk to beaches, marinas, restaurants, etc. Convenient to park for walking our labradoodle. The cottage was well appointed, wonderfully landscaped and comfortable. Thank you to the owners and property manager Melanie for a lovely visit!
Manager's Response
Thank you for your incredible review Susan! 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!