Title: A Gulfstream Drift at The Truman Annex in Key West - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=24272261&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # A Gulfstream Drift at The Truman Annex in Key West ## Photo gallery for A Gulfstream Drift at The Truman Annex in Key West ![Property grounds - A Gulfstream Drift at The Truman Annex in Key West (Key West)](https://images.trvl-media.com/lodging/25000000/24280000/24272300/24272261/bc2b020d.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Outdoor dining - A Gulfstream Drift at The Truman Annex in Key West (Key West)](https://images.trvl-media.com/lodging/25000000/24280000/24272300/24272261/82e04468.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - A Gulfstream Drift at The Truman Annex in Key West (Key West)](https://images.trvl-media.com/lodging/25000000/24280000/24272300/24272261/2b0480c0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Living area - A Gulfstream Drift at The Truman Annex in Key West (Key West)](https://images.trvl-media.com/lodging/25000000/24280000/24272300/24272261/w3896h2595x4y3-dec74bb8.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - A Gulfstream Drift at The Truman Annex in Key West (Key West)](https://images.trvl-media.com/lodging/25000000/24280000/24272300/24272261/b09c14f9.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies In the heart of Key West's Old Town, Harbour Place condo offers a spacious tropical retreat. Watch sunsets over the ocean from your private balcony or enjoy nearby community pool and local shops on Duval Street. ## Reviews 9.8 Exceptional ### Entire condo 3 bedrooms3 bathroomsSleeps 72050 sq ft ## Popular amenities - Ocean view - Kitchen - Washer - Dryer - Free WiFi - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire condo to yourself and will only share it with other guests in your party. ### A Gulfstream Drift at The Truman Annex in Key West Imagine yourself watching the sunset over the ocean from the huge penthouse balcony. This tropical retreat in Paradise has 2000 square feet of living space providing plenty of room for comfort and entertaining. The three large bedrooms have ocean views with en suite bathrooms in the master and king guest bedrooms. The third bedroom has a queen & one twin bed. The property is fully furnished and professionally decorated in a tropical theme complete with central AC, kitchenware, linens, TV, radio, cable internet with wifi, and a work desk in each bedroom. Other amenities are an elevator, covered private parking, nearby community pool and local professional management. This Harbour Place condo is conveniently located in prestigious Truman Annex in the Heart of Old Town, about 3 blocks from fabulous activities, shops and restaurants on Duval Street and about 1/4 mile from Fort Zachary Taylor State Park. This is Key West living at its finest for a vacation you will treasure. Please note: This property has a 28 night minimum stay ## Property amenities ### Pool/Spa - Communal pool ### Internet - Available in the condo: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 3 private bathrooms - Bathtub - Bathtub or shower - Shower - Towels provided ### Living spaces - Dining table - Living room ### Outdoor areas - Balcony ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk ### Comfort - Air conditioning ### Pets - No pets allowed ### Suitability/Accessibility - Elevator - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the city center ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher - Deadbolt lock ### General - Unit size: 2,050 square feet ## Similar properties ![Food and drink](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Margaritaville Beach House Key West Key West - Pool - Pet friendly - Restaurant - Air conditioning 8.8 Excellent 1,785 reviews CA $544 CA $701 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26&selected=48713884&PinnedHotelID=48713884&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/046434c3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hampton Inn Key West FL Key West - Pool - Breakfast included - Pet friendly - Free WiFi 9.0 Wonderful 1,323 reviews CA $551 CA $620 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-30&endDate=2026-03-31&selected=15720&PinnedHotelID=15720&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior detail](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/7ea6251e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ibis Bay Beach Resort Northside Resort - On private beach - Pool - Breakfast included - Free WiFi 8.0 Very good 2,117 reviews CA $371 CA $455 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04&selected=4218809&PinnedHotelID=4218809&HadPinnedHotel=true®ionId=-1&adults=2) ![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/40c4cfb8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Island View 1BR Residence With Balcony Key West 10 Exceptional 2 reviews CA $576 CA $772 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-02&endDate=2026-03-03&selected=109003146&PinnedHotelID=109003146&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/109000000/108960000/108954400/108954333/7dd9efd2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Coco's Poolside Retreat Key West Historic District - Pool - Kitchen - Washer - Dryer 9.2 Wonderful 39 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-15&endDate=2026-03-16&selected=108954333&PinnedHotelID=108954333&HadPinnedHotel=true®ionId=-1&adults=2) ![On the beach](https://images.trvl-media.com/lodging/22000000/21630000/21621100/21621049/444a2920.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### \*\*RIVIERA AMERICANA @ THE BEACH\*\* Ocean Views + LAST KEY SERVICES... 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 2698-193298 ## About the area Located in Key West, this condo is in the city center. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. [Visit our Key West travel guide](https://www.expedia.ca/Key-West.dx1187) [View more Condo rentals in Key West](https://www.expedia.ca/Key-West-Condos.d1187-aaCondos.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.55588%2C-81.80731&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=N5xHPpHNJ5rI3O_YiTJjVNvJUyk=) Key West, FL ### What's nearby - ![Harry S. Truman Little White House featuring signage](https://images.trvl-media.com/place/6068605/d737f5dd-10e2-409c-9440-79e797a748f7.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Harry S. Truman Little White House 1 min walk \- 0.0 km - ![Duval Street featuring signage](https://images.trvl-media.com/place/6068616/5997ee0c-eca4-415b-b051-99f4d38fbc11.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Duval Street 4 min walk \- 0.4 km - ![Mallory Square showing a square or plaza, signage and outdoor art](https://images.trvl-media.com/place/501385/06d27496-a1d4-4c9c-a103-f1319de84cd1.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Mallory Square 5 min walk \- 0.4 km - ![EHR1B0 The Key West Aquarium in Key West, Florida.](https://images.trvl-media.com/place/501390/b5b95338-9808-412f-b730-b5829774b151.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Key West Aquarium 5 min walk \- 0.4 km - ![Ernest Hemingway Home and Museum featuring heritage elements and a house](https://images.trvl-media.com/place/501376/3b4c31fa-338d-424b-aa0f-482ad359d16a.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Ernest Hemingway Home and Museum 12 min walk \- 1.1 km ### Getting around - Key West Intl. Airport (EYW) 14 min drive ### Restaurants - Key Lime Pie Factory 5 min walk - Captain Tony's Saloon 5 min walk - Fogarty's and Flying Monkey's 5 min walk - The Bull & Whistle Bar 5 min walk - Cuban Coffee Queen 5 min walk ## Frequently asked questions ### Is A Gulfstream Drift at The Truman Annex in Key West pet-friendly? ### How much is parking? ### What time is check-in at A Gulfstream Drift at The Truman Annex in Key West? ### What time is check-out at A Gulfstream Drift at The Truman Annex in Key West? ### Where is A Gulfstream Drift at The Truman Annex in Key West located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## A Gulfstream Drift at The Truman Annex in Key West Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 27 8 - Good 3 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.8 Cleanliness ### 9.8 Location ### 10 Property conditions & facilities ## Reviews ### 10/10 Excellent #### Lonnye Jun 15, 2024 Liked: Cleanliness, amenities, property conditions & facilities, communication Great place in a great location! ##### Lonnye Stayed 7 nights in Jun 2024 ### 10/10 Excellent #### Stacey K. May 18, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family Trip Terrific location, great views, convenient to everything, and the apartment was beautiful!! Would stay again for sure!! ##### Stacey K. Stayed 7 nights in May 2025 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Jack H. Jul 16, 2024 #### Great location Rating 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: Beautiful sunsets, walking to Mallory Square and Duval Street the location could not be better. Beautiful condo with everything needed to make your stay memorable. 5 stars ##### Jack H. Stayed 7 nights in Jul 2024 ### 8/10 Good #### Maureen G. Aug 3, 2024 Liked: Cleanliness, check-in, location, listing accuracy Disliked: Communication #### Great location Comfortable condo, fabulous views, and w Some things did not make it They’re not walking distance to everywhere we wanted to go. Unfortunately communications with the realtor were less than ideal and parking became an unexpected issue. ##### Maureen G. Stayed 10 nights in Jul 2024 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Linda G. May 20, 2024 #### Adult Family Vacation Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was a fabulous rental. Space was enough to allow each family their own BR and bath. Location was awesome.The views from the deck were unbelievable. We would highly recommend.Initially the coffee pot did not work correctly but one visit to the office and it was immediately replaced! ##### Linda G. Stayed 7 nights in May 2024 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Rebecca C. Jul 2, 2024 #### Amazing Sunsets Every Night! Rating 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 spent a week in this unit and couldn't have been happier. Well stocked kitchen, large bedrooms and an amazing balcony. Plenty of beach towels and even several beach chairs. We would stay here again in the future. ##### Rebecca C. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Kenneth W. Apr 30, 2024 #### Great place Rating 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: Three couples we have stayed here last two years. Just booked again for next year. This unit is the best. Large and plenty of room. Everything you will need is here. Outstanding view and location. ##### Kenneth W. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### P V B. Dec 5, 2023 #### Key West in November Rating 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: Excellent! ##### P V B. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Scott M. Aug 11, 2023 #### Perfect place. Rating 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: Great location in the Truman Annex. Perfect for 6 adults. Beautiful sunsets. ##### Scott M. ### 10/10 Excellent #### tiffany j. Jun 9, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy The condo was really clean and well equipped. The location super walkable to everything we wanted to do. Would stay again! ##### tiffany j. Stayed 7 nights in May 2025 ### 10/10 Excellent #### Kenneth W., Utica, NY Apr 29, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Key West Outstanding location and scenery from terrace. Loved the accommodations and could walk to night life and restaurants. ##### Kenneth W. Stayed 7 nights in Apr 2023 ### 10/10 Excellent #### John T. May 12, 2025 Liked: Cleanliness, check-in, location, listing accuracy #### Didn’t want to leave Liked everything about this place, the location and view is 1st rate.The only complaint I heard from our group of 6, was that we had to buy toilet paper and paper towels. Thought for the price they should be included. Having to tear down the linen and place in the laundry is also too much. ##### John T. Stayed 7 nights in May 2025 ### 10/10 Excellent #### Stephanie G. Aug 9, 2019 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful location beautiful views Family of 6 adults! This property was very spacious and clean. The porch was our favorite spot! We were able to watch the commissioning and departure of USS Billings naval ship as well as the cruise ships. . Short walking distance to Duval Street and then back to the quiet of the Truman Annex. We are already planning a return trip and hoping this condo is available. I would rank this as a perfect spot!!! The only suggestion would be to make the pool location easier identifiable for quest. We had a wonderful time and enjoyed every minute of our trip. ##### Stephanie G. Stayed 7 nights in Aug 2019 This review comes from a trusted partner site and has not been verified. ### 8/10 Good #### Victor D. May 18, 2022 #### Keys trip Oct 2020 Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The property is beautiful and in a great location. Unit is in dire need of updating both the kitchen and baths as well as the furniture. Beds were very uncomfortable to sleep in. ##### Victor D. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Paul & Trudy B. Nov 22, 2022 #### Key West 2022 Rating 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 had a fabulous time in our 3br, 3br unit. The staff at Compass Realty were very responsive and helpful. Overall we had a ball. ##### Paul & Trudy B. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Donna K. Sep 27, 2022 #### Key West Adventure Rating 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: The unit was amazing and well appointed. Would rent again. The management company was excellent. ##### Donna K. ### 10/10 Excellent #### Darr M. Jul 3, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Highly recommend This is the 2nd year in a row that I’ve stayed at this property and it’s an awesome condo ##### Darr M. Stayed 7 nights in Jun 2022 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Janine M., Allentown, PA May 18, 2022 #### Everything you could want. Rating 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: This condo had everything we could want for a fabulous week in Key West. Plenty of towels, soap, tp, kitchen appliances, etc. A perfect sunset view every night. And best of all, a quiet oasis only a short walk from Duvall St. ##### Janine M. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Brittany V. May 18, 2022 #### Wonderful time Rating 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: A beautiful property for our family vacation! Plenty of space and an amazing view of the sunset every night! ##### Brittany V. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### A guest from Gibralter, MI May 18, 2022 #### Fantastic stay at Truman Annex Rating 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: My family and I stayed at the Gulfstream Drift property.Absolutely beautiful unit! Well maintained and has a great view of the Gulf! We will be coming back and asking for the same unit if possible. This is a must to stay if your here for a week or more. ##### A guest from Gibralter, MI This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Brenda B. May 2, 2022 #### Wonderful stay Rating 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: This condo was beautifully decorated, clean and in a great location. The best part though was the view! Calming views any time of day and gorgeous sunsets. We concluded that the balcony was a great spot in which to make plans but then we found we loved to simply linger right there! ##### Brenda B. ### 10/10 Excellent #### Cheryl H. Apr 23, 2022 Liked: Cleanliness, location, listing accuracy #### Relaxing week - 6 friends! The view was spectacular! Fully stocked kitchen and bar area! Plenty of towels, including beach towels, 5 beach chairs and 2 umbrellas. Plenty of room for 3 couples! Definitely on our return property list!! ##### Cheryl H. Stayed 7 nights in Apr 2022 ### 8/10 Good #### Karen B. Oct 17, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Another day in paradise This property was as advertised….beautiful spacious condo with all the amenities. The view from the balcony was breath taking! The only negative was the community pool. It was not well maintained…the worse thing was the dog fecees on the walk on the edge of the pool. It remained there for several days…we did not use the pool after that. ##### Karen B. Stayed 7 nights in Oct 2021 ### 10/10 Excellent #### Rob M., Blythewood, SC Aug 12, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Truman Annex My family (6 people 16+) LOVED this property. It is very spacious, has a great view of the water, and is convenient to downtown Key West. ##### Rob M. Stayed 7 nights in Jul 2021 ### 10/10 Excellent #### Darr M. Jul 19, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great property This condo was spectacular. I would highly recommend this property. Great location and amazing view and location ##### Darr M. 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