Title: A GULFSTREAM DRIFT at The Truman Annex in Key West - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # A GULFSTREAM DRIFT at The Truman Annex in Key West Condo with kitchen, 5-minute walk to Duval Street ![Outdoor dining](https://images.trvl-media.com/lodging/25000000/24280000/24272300/24272261/40aac209.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior](https://images.trvl-media.com/lodging/25000000/24280000/24272300/24272261/f23f6987.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining](https://images.trvl-media.com/lodging/25000000/24280000/24272300/24272261/82e04468.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Pool](https://images.trvl-media.com/lodging/25000000/24280000/24272300/24272261/b0a44b84.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24280000/24272300/24272261/a2e87033.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location 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. 9.8 Exceptional ### Entire condo 3 bedrooms3 bathroomsSleeps 72050 sq ft ## Popular amenities - Dryer - Washer - Kitchen - Parking available - Air conditioning - Free WiFi ## 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. ## 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 ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33960000/33959700/33959698/47270716.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful sunsets!! Harbour Place, Truman Annex. Walk or bike to everything! Old Town Key West - Pool - Kitchen - Washer - Dryer 10 Exceptional 95 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=33959698&PinnedHotelID=33959698&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/28000000/27120000/27117900/27117819/f1eaa108.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex Old Town Key West - Ocean view - Pool - Kitchen - Washer 10 Exceptional 202 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=27117819&PinnedHotelID=27117819&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33940000/33932000/33931992/a63a3006.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Downtown Retreat - A++ Location W/ Private Heated Pool/Hot Tub Old Town Key West - Pool - Hot tub - Kitchen - Washer 9.8 Exceptional 152 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=33931992&PinnedHotelID=33931992&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/71000000/70970000/70961600/70961523/eceec5aa.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views! 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Old Town Key West - Pool - Kitchen - Washer - Dryer 9.8 Exceptional 99 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=21624936&PinnedHotelID=21624936&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/36000000/35710000/35702000/35701943/7bb0b94a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious, waterfront condo w/ a full kitchen, shared pool, & furnished balcony Old Town Key West - Ocean view - Pool - Kitchen - Washer 9.8 Exceptional 62 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=35701943&PinnedHotelID=35701943&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/48000000/47760000/47752600/47752596/5e1a7a8a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex! Old Town Key West - Pool - Kitchen - Washer - Dryer 9.4 Exceptional 84 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=47752596&PinnedHotelID=47752596&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23610000/23604700/23604611/fcb6625c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### DOLPHIN WATCH in Key West @ The Truman Annex Compass Realty Old Town Key West - Pool - Kitchen - Washer - Dryer 9.4 Exceptional 27 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=23604611&PinnedHotelID=23604611&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher and a deadbolt lock This property is managed through our partner, Vrbo. 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 ![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 - Duval Street - 4 min walk - 0.4 km - Mallory Square - 5 min walk - 0.4 km - Ernest Hemingway Home and Museum - 12 min walk - 1.1 km - Southernmost Point - 20 min walk - 1.7 km - Fort Zachary Taylor Historic State Park - 3 min drive - 1.4 km #### Getting around - Key West Intl. Airport (EYW) - 14 min drive #### Restaurants - ‪Key Lime Pie Factory - ‬5 min walk - ‪Cuban Coffee Queen - ‬4 min walk - ‪General Horseplay - ‬4 min walk - ‪First Flight Island Restaurant & Brewery - ‬3 min walk - ‪Garbo's Grill - ‬4 min walk ## Frequently asked questions ### Is A GULFSTREAM DRIFT at The Truman Annex in Key West pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at A GULFSTREAM DRIFT at The Truman Annex in Key West? > Check-in begins at 4:00 PM. ### What time is check-out at A GULFSTREAM DRIFT at The Truman Annex in Key West? > Check-out is at 10:00 AM. ### Where is A GULFSTREAM DRIFT at The Truman Annex in Key West located? > Located in Old Town Key West, this condo building is within a 5-minute walk of Harry S. Truman Little White House and Duval Street. Mallory Square and Florida Keys Beaches are also within 10 minutes. ## 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 9.8 ### 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 ### 9.8/10 Cleanliness ### 8.0/10 Amenities ### 10/10 Property conditions & facilities ### 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 ### 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 ### 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 #### 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 ### 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 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 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. ### 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 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 #### 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. 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. ### 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 #### 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 #### 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 #### 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. Stayed 7 nights in Jul 2021 ### 10/10 Excellent #### Janine M., Allentown, PA Jun 27, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Everything you could ask for. We had an incredible week at this beautiful condo. The condo had everything you could ask for. Enough starter soap, tp, and paper towels that our family of 5 adults didn’t need to restock. The kitchen had every appliance you could need. The bedrooms are large and well stocked with pillows, blankets, towels. The beds were quite comfortable. The condo is well stocked with beach towels, chairs and coolers, so we were all set for our day at Ft. Zachary Taylor park. They even had books for those of us who didn’t bring any to borrow. The sunset from the balcony was gorgeous. We could just sit with a beverage on the big balcony and watch the sun sink into the ocean. And after our excursions out to Duvall St., it was wonderful to come back to the peace, quiet, and beauty of Truman Annex. We would stay here again in a heartbeat. ##### Janine M. 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