Features
Map
Rates & Availability
Review
Features
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PETS
No Pets Allowed -
SAFETY
Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property) -
BEDROOM
2 Bedrooms Bed Sheets Provided -
GENERAL
Unit Size: 1527 Sq Ft (142 Sq M) -
KITCHEN
Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster -
LAUNDRY
Laundry Facilities Washing Machine And Dryer -
PARKING
Limited Onsite Parking (max 1 Space) Onsite Parking Onsite Parking Options Include A Garage -
INTERNET
WiFi Available -
OUTDOORS
Balcony Barbecue Grill Garden -
POOL/SPA
Shared/communal Pool -
BATHROOMS
2.5 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided -
LANGS SPOKEN
English -
THINGS TO DO
Basketball Nearby Cycling Nearby Fishing Nearby Jet Skiing Nearby Marina Nearby Sailing Nearby Scuba Diving Nearby Water Skiing Nearby Windsurfing Nearby -
ENTERTAINMENT
TV With Cable/satellite Service -
LIVING SPACES
Living Room -
CLIMATE CONTROL
Air Conditioning -
LOCATION HIGHLIGHTS
In The City Center -
SERVICES AND CONVENIENCES
Iron/ironing Board Phone -
SUITABILITY/ACCESSIBILITY
Smoke-free Property
Map
Rates & Availability
Review
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suzan s.
Submitted Dec 1, 2025
Stayed Nov 23, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Such a beautiful and peaceful location. A quiet place but so very close to everything we were looking for: easy walk to beach, Mallory Square, Duval Street restaurants, Truman Little White House, and Hemingway House. We hardly used our car! We would definitely stay here again.
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John F.
Submitted Aug 29, 2025
Stayed Aug 16, 2025The property was beautiful and very clean. Plenty of room for my family of four. The check in process was easy and the seamless. The location is close enough to Duval Street but far enough to not hear the noise. The pool is nice but small. We enjoyed our stay!!
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JILL T.
Submitted Aug 27, 2025
Stayed Aug 9, 2025Beautiful and clean property in the heart of Key West. Walkable to everything.
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michelle b.
Submitted Aug 1, 2025
Stayed Jul 25, 2025Great place to stay. Most everything was walking distance. HKWVR staff very frinedly and helpful answering questions. Would definitely stay again!
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KATIE F.
Submitted Jun 9, 2025
Stayed May 22, 2025Great location!!
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Ronda P.
Submitted Mar 6, 2025
Stayed Feb 19, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We've been coming to KW for 20 years and have found this property to be one of the best. From its location to all the amenities - they have thought of everything. I work from home and even the wifi could keep up with all my reports. It would be nice to have a book with check in and check out information - I felt bad for asking questions, that with a little looking thru my emails, I could have found BUT when you are in Key West you forget all your worries! Great property and we will rent it again (and when we get our house built, we will send our overflow guest in this direction!).
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Luke M.
Submitted Feb 15, 2025
Stayed Feb 1, 2025We had an excellent stay at The Foundry in Key West! Its location cannot be beat as it is within walking distance of just about everything you might want to do while visiting the city. We were only minutes from the excitement of Duval street, but when back at the property you wouldn’t know it. The Foundry was always peaceful and relaxing at any given time of day. We also loved all the amenities it provided us. The full kitchen and gas grill were perfect for nights when we didn’t feel like going out to a restaurant. We loved how each bedroom was on its own floor with a full bathroom attached and that there was even a half bath on the ground floor as well. Having a washer and dryer in the unit was especially convenient for a week long stay. The staff were very helpful any time we had questions and we felt right at home the whole time. Would definitely book a property with Historic Key West Vacation Rentals again!
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Denise T.
Submitted May 13, 2024
Stayed Dec 31, 1969Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our second time at Fair Winds and we are very pleased. It is clean and located close to all the best places to see. We will definitely be going back
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Kelly O.
Submitted Apr 6, 2024
Stayed Dec 31, 1969Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was our first time staying in Truman Annex & we could not be happier. The house was perfect for my family of four. We loved the location, the patio area and my daughters loved the privacy of the third floor bedroom that they had to themselves. The house was stocked with plenty of towels, extra pillows, blankets and beach towels and plenty of paper products to last the whole week. We are looking forward to coming back!
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Fred B.
Submitted Mar 26, 2024
Stayed Dec 31, 1969Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Terrific property in a great location. The 33 steps to the 3rd floor bedroom were a bit of an issue. The AC went out one day and the temp soared into the 90's. However, with one phone call, a maintenance man came to our unit even though it was after he had gone home for the day and within a few hours, the AC unit was repaired. The one thing I did not like was the hassle created by their check in and check out policy. You cannot gain access to your unit until 4:00pm (we arrived at noon) and must be completely out of the unit by 10:00am (our flight was at 6:00pm). The mgmt co allowed us to store our luggage at their office during the before and after hours; however, the office is two miles away from the unit. So, we had to Uber our luggage from the airport to the mgmt co's office, then Uber into town for lunch and wait the four hours until the unit became available. We then had to Uber back to the office to retrieve our luggage and then take another Uber with our luggage to our unit. We then had to repeat the process upon departure. In all, it required 8 separate Ubers - an expensive hassle. It would have been so much better service if someone at the office would have simply driven our luggage to and from the unit or if we could have stored our luggage on site. Nevertheless, I am already looking forward to our next visit.