Title: A Buccaneer Bay at The Truman Annex in Key West Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&selected=86229006&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # A Buccaneer Bay at The Truman Annex in Key West Holiday home with kitchen, 5-minute walk to Duval Street ## Photo gallery for A Buccaneer Bay at The Truman Annex in Key West ![Terrace/patio - A Buccaneer Bay at The Truman Annex in Key West (Key West)](https://images.trvl-media.com/lodging/87000000/86230000/86229100/86229006/1b5401e0.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior - A Buccaneer Bay at The Truman Annex in Key West (Key West)](https://images.trvl-media.com/lodging/87000000/86230000/86229100/86229006/bf0fd5f1.jpg?impolicy=resizecrop&rw=297&ra=fit) ![3 bedrooms, free Internet, bed sheets - A Buccaneer Bay at The Truman Annex in Key West (Key West)](https://images.trvl-media.com/lodging/87000000/86230000/86229100/86229006/269f77b2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Flat-screen TV - A Buccaneer Bay at The Truman Annex in Key West (Key West)](https://images.trvl-media.com/lodging/87000000/86230000/86229100/86229006/de6d253f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Pool - A Buccaneer Bay at The Truman Annex in Key West (Key West)](https://images.trvl-media.com/lodging/87000000/86230000/86229100/86229006/41596977.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies In the heart of Key West, BUCCANEER BAY offers a tranquil retreat. Unwind in the spacious tropical indoor/outdoor living space or relax by the community pool. With fully equipped kitchen, high-speed internet access and flat screen TVs in every room, this home has everything you need for a comfortable stay. ## Reviews 9.8 Exceptional ### Entire home 3 bedrooms3 bathroomsSleeps 6 ## Popular amenities - Kitchen - Washing machine - Dryer - Free Wi-Fi - Air-conditioning - Outdoor space ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### A Buccaneer Bay at The Truman Annex in Key West Searching for the perfect vacation home away from it all? Your hunt ends in Key West! Discover BUCCANEER BAY, a tastefully decorated 2-story townhome that epitomizes island living at its finest and offers all of the comforts of home. Best of all, this home is nestled in a palm tree lined residential community only two blocks from the world-famous Duval Street, two blocks from the nightly sunset celebration at Mallory Square, and less than a half mile from the beach at Fort Zachary Taylor State Park. Break away from the ‘high seas’ of everyday life while you settle into BUCCANEER BAY for what’s sure to be a treasured Key West vacation! The double set of French Doors on the back of the home open up to provide a spacious tropical indoor/outdoor living space. A large flat screen HD SMART TV hangs on the wall in front of comfortable seating options. The fully equipped kitchen has all of the appliances and tools needed to prepare meals at home, on those nights that you dine in. Take your pick of dining indoors or out at the dining sets with seating for four. Truman Annex is the most exclusive private residence community in Old Town Key West. Located just off the main drag of Duval Street, Truman Annex is an oasis of calm, quiet streets lined with palm trees and beautiful Floridian homes. Within Truman Annex, this home is tucked away at the end of Porter Lane. The entrance to Truman Annex is secured by a 24-hour staffed guard gate and you can use the residential entry gate keys to come and go on foot at night. The community pool is just around the corner, with plenty of chaises and restrooms for convenience. Primary Bedroom: Located on the Second Floor with a King bed, a large flat screen TV, high vaulted ceilings, plenty of closet space, a private balcony, and an ensuite bathroom with a walk-in shower. Second Bedroom: Located on the Second Floor with a Queen Bed, a flat screen TV, a private balcony, and an en suite bathroom with a shower and tub combination. Third Bedroom: Located on the First Floor with a Queen bed, a flat screen TV, and an en suite bathroom with a walk-in shower. Property includes.. Washer and Dryer, Central Heat and A/C, Ceiling Fans, Flat Screen TVs in Living Room & All Bedrooms, Fully Equipped Kitchen, Starter supply of paper products & cleaning supplies, Linens and Towels provided, Wireless high-speed Internet access & full cable included. \*\* Fully Fenced & Lushly Landscaped Private Yard \*\* Community Pool Access \*\* Designated Covered Off-Street Parking (one space) \*\* This property will accommodate up to 6 adults \*\* No Pets Allowed Please note: This property is monthly rental -This property has a 28 night minimum stay ## Property amenities ### Pool/Spa - Communal pool ### Internet - Available in the house: Free internet ### Parking and transport - Onsite parking includes off-street options ### Kitchen - Cleaning supplies - Coffee/tea maker - Toaster ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 3 private bathrooms - Towels provided ### Living spaces - Living room ### Entertainment - Flat-screen TV with cable/satellite channels ### Outdoor areas - Balcony - Fully-fenced - Yard ### Laundry - Laundry facilities - Washer/dryer ### Comfort - Air conditioning - Ceiling fan ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### 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 not reported (host has not indicated whether there is a smoke detector on the property) ## Similar properties ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/88000000/87350000/87343800/87343784/06f2ac0a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bahamian Reed by Avantstay Walk to Everything! w/ Community Pool Month Long Stays Only Old Town Key West - Pool - Kitchen - Washing machine - Dryer 10 Exceptional 1 review [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04&selected=87343784&PinnedHotelID=87343784&HadPinnedHotel=true®ionId=-1&adults=2) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/87000000/86150000/86144400/86144360/0338bf4e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### A Place In Paradise by Avantstay Key West Walkable w/ Shared Pool Week Long Stays Only Old Town Key West - Pool - Kitchen - Washing machine - Dryer [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04&selected=86144360&PinnedHotelID=86144360&HadPinnedHotel=true®ionId=-1&adults=2) ![House | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003051/3e50e438.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gulf Getaway by Brightwild Condo w Pool Old Town Key West - Pet-friendly - Parking included - Free Wi-Fi - Outdoor space [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04&selected=109003051&PinnedHotelID=109003051&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/88000000/87400000/87391900/87391826/8bbb3c76.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### \*\*ELEGANT ESCAPE @ THE ANNEX\*\* Lavish Private Home & Pool + LAST KEY SERVICES… Old Town Key West - Pool - Kitchen - Washing machine - Dryer 10 Exceptional 9 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04&selected=87391826&PinnedHotelID=87391826&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/24000000/23280000/23274900/23274894/6e41d6b9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Angel Fish at The Truman Annex in Key West Old Town Key West - Kitchen - Washing machine - Dryer - Air-conditioning 9.6 Exceptional 19 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04&selected=23274894&PinnedHotelID=23274894&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! 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The provision of housing is linked to their trade, business or profession. 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 On-site 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 not indicated whether there is a smoke detector on the property 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 If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### Property is also known as 2698-241263 ## About the area Old Town Key West, a neighbourhood in Key West, is home to this holiday home. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. [Visit our Key West travel guide](https://www.expedia.co.uk/Key-West.dx1187) [View more Holiday homes in Key West](https://www.expedia.co.uk/Key-West-Private-Holiday-Homes.d1187-aaPrivateHolidayHomes.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%7C24.55372%2C-81.80564&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=PX-dWZe0oMUpKG8kVcgLj5aX-l8=) Key West, FL ### What's nearby - ![Harry S. Truman Little White House showing 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 3 min walk \- 0.2 miles - ![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 5 min walk \- 0.3 miles - ![Mallory Square featuring signage, a square or plaza 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 8 min walk \- 0.5 miles - ![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 9 min walk \- 0.5 miles - ![Fort Zachary Taylor Historic State Park showing military items, heritage elements and interior views](https://images.trvl-media.com/place/6069245/6f4a8a11-329f-4cea-8e09-4b5dd3634ea2.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Fort Zachary Taylor Historic State Park 9 min walk \- 0.5 miles ### Getting around - Key West, FL (EYW-Key West Intl.) 15 min drive ### Restaurants - Green Parrot Bar 6 min walk - Margaritaville 5 min walk - Willie T's 6 min walk - Blue Heaven 10 min walk - Jack Flats 6 min walk ## Frequently asked questions ### Is A Buccaneer Bay at The Truman Annex in Key West pet-friendly? ### What time is check-in at A Buccaneer Bay at The Truman Annex in Key West? ### What time is check-out at A Buccaneer Bay at The Truman Annex in Key West? ### Where is A Buccaneer Bay 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 Buccaneer Bay 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.co.uk/lp/b/content-guidelines) 10 - Excellent 6 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Verified traveller 16 May 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Songwriters festival with friends Great spot a trip with guys. 3 bedrooms each with its own bathroom. Great location and neighborhod. Would definitely stay again. ##### Verified traveller Stayed 9 nights in Apr 2025 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Lisa B. 12 Nov 2024 #### Fantastic! 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 were very happy with our vacation rental choice. The rental had everything we needed and more. We had a couple items that needed addressed which were handled promptly. The only item I would suggest is an outdoor grill. ##### Lisa B. Stayed 7 nights in Nov 2024 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### John B. 29 Apr 2024 #### Best of the Best 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: Fantastic ##### John B. ### 10/10 Excellent #### Matthew P. 18 Apr 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Awesome Vacation Had a wonderful time at Buccaneer Bay! This property is great! Very clean and just the right size for our group of 6. ##### Matthew P. Stayed 7 nights in Apr 2023 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Theresa C. 4 Aug 2025 #### Framily vacation 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 house was perfect. Plenty of room, plenty of dishes, towels. Bonus beach towels that were very much appreciated. Five star week! ##### Theresa C. ### 10/10 Excellent #### Tara C. 1 Apr 2023 Liked: Cleanliness, communication, location, listing accuracy #### Girls trip This property is a great location. The only issue is there’s only one parking spot. ##### Tara C. Stayed 7 nights in Mar 2023 This review comes from a trusted partner site and has not been verified. ### 8/10 Good #### Deb B. 28 May 2023 #### Buccaneer Bay 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 property was exactly as described. Well maintained, great location. We definitely enjoyed the various decks and abundance of outdoor seating. Our only issue was locking/unlocking the door. Locks worked great from the inside, using the key was tricky. Compass Reality was prompt in answering questions. I would not hesitate to stay here again. ##### Deb B. ## Expedia's Latest Trends ### Hotels > [Flow Fort Lauderdale Hotel](https://www.expedia.co.uk/Fort-Lauderdale-Hotels-Flow-Fort-Lauderdale.h70330603.Hotel-Information) > > [Watersong Resort 339](https://www.expedia.co.uk/Orlando-Hotels-Watersong-Resort-339.h36111950.Hotel-Information) > > [Dolphin Key Resort](https://www.expedia.co.uk/Fort-Myers-Hotels-Dolphin-Key-Resort.h1632691.Hotel-Information) > > [DoubleTree by Hilton Hotel Jacksonville Riverfront](https://www.expedia.co.uk/Jacksonville-Hotels-DoubleTree-By-Hilton-Hotel-Jacksonville-Riverfront.h40756.Hotel-Information) > > [Hilton Cabana Miami Beach Resort](https://www.expedia.co.uk/Miami-Hotels-Hilton-Cabana-Miami-Beach-Resort.h18107.Hotel-Information) > > [Park Plaza Hotel](https://www.expedia.co.uk/Orlando-Hotels-Park-Plaza-Hotel.h1784873.Hotel-Information) > > [Two Bedroom Luxury Superior Villa, Orlando Florida (1948975)](https://www.expedia.co.uk/Orlando-Hotels-Two-Bedroom-Luxury-Superior-Villa.h50345176.Hotel-Information) > > [Galleon Resort Efficiency in the old town](https://www.expedia.co.uk/Key-West-Hotels-Galleon-Resort-Efficiency-In-The-Old-Town.h27116595.Hotel-Information) > > [Universal's Endless Summer Resort - Dockside Inn and Suites](https://www.expedia.co.uk/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) > > [The Gates Hotel South Beach](https://www.expedia.co.uk/Miami-Hotels-The-Gates-Hotel-South-Beach.h41414.Hotel-Information) > > [Canal Grande Waterfront 6 Bedroom Holiday Home by Naples Florida](https://www.expedia.co.uk/Naples-Hotels-Canal-Grande-Waterfront-6-Bedroom-Holiday-Home-By-Naples-Florida.h16897565.Hotel-Information) > > [Universal’s Loews Royal Pacific Resort](https://www.expedia.co.uk/Orlando-Hotels-Universals-Loews-Royal-Pacific-Resort.h856706.Hotel-Information) > > [Radisson Resort Miami Beach ](https://www.expedia.co.uk/Miami-Hotels-Four-Palms-Hotel-Miami-Beach.h44891320.Hotel-Information) > > [Universal's Cabana Bay Beach Resort](https://www.expedia.co.uk/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) > > [Hotel AKA Brickell](https://www.expedia.co.uk/Miami-Hotels-Hotel-AKA-Brickell.h988764.Hotel-Information) > > [Ocean Drive Studios Beach Front](https://www.expedia.co.uk/Miami-Hotels-Ocean-Drive-Studios-Beach-Front.h69628551.Hotel-Information) > > [Villatel Orlando Resort](https://www.expedia.co.uk/Orlando-Hotels-Orlando-Resort.h97584899.Hotel-Information) > > [Daytona Grande Oceanfront Resort](https://www.expedia.co.uk/Daytona-Beach-Hotels-Daytona-Grande-Oceanfront-Resort.h61630218.Hotel-Information) > > [Champions Gate Resort](https://www.expedia.co.uk/Orlando-Hotels-Champions-Gate-Resort.h14593168.Hotel-Information) > > [Hotel Monreale Express and Studios IDrive District](https://www.expedia.co.uk/Orlando-Hotels-SonoHotel-IDrive-Orlando.h22452.Hotel-Information) > > [Hilton Vacation Club Charter Club Naples Bay](https://www.expedia.co.uk/Naples-Hotels-Charter-Club-Resort-Of-Naples-Bay.h41486.Hotel-Information) > > [City Express by Marriott Orlando International Drive](https://www.expedia.co.uk/Orlando-Hotels-Comfort-Inn-Suites-Near-Universal-Orlando-Resort-Convention-Ctr.h543949.Hotel-Information) > > [\*NEW\* The Sunseeker's Retreat with 2700 sqft villa and large lanai area and pool](https://www.expedia.co.uk/Davenport-Hotels-NEW-The-Sunseekers-Retreat.h57763919.Hotel-Information) > > [The Shire at West Haven 101](https://www.expedia.co.uk/Orlando-Hotels-The-Shire-At-West-Haven-101.h35790310.Hotel-Information) > > [Luxury 6 Bedroom Villa on Reunion Resort, Orlando Villa 3479](https://www.expedia.co.uk/Orlando-Hotels-Luxury-6-Bedroom-Villa-On-Reunion-Resort.h48555244.Hotel-Information) > > [The Grayson Miami Downtown](https://www.expedia.co.uk/Miami-Hotels-The-Grayson-Miami-Downtown.h6535.Hotel-Information) > > [Miami Vacation Rentals - Brickell](https://www.expedia.co.uk/Miami-Hotels-Miami-Vacation-Rentals-Brickell.h27595928.Hotel-Information) > > [JW Marriott Marco Island Beach Resort](https://www.expedia.co.uk/Naples-Hotels-JW-Marriott-Marco-Island-Beach-Resort.h14344.Hotel-Information) > > [Bella Vida Resort](https://www.expedia.co.uk/Orlando-Hotels-Bella-Vida-Resort.h14592479.Hotel-Information) ---