Title: Island Breezes at the Truman Annex in Key West Reviews, Deals & Photos 2026 - Expedia [See all properties](http://www.expedia.com/Hotel-Search?regionId=1187&destination=Key+West%2C+Florida%2C+United+States+of+America&selected=24270741&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # Island Breezes at the Truman Annex in Key West ## Photo gallery for Island Breezes at the Truman Annex in Key West ![Pool - Island Breezes at the Truman Annex in Key West (Key West)](https://images.trvl-media.com/lodging/25000000/24280000/24270800/24270741/06186f00.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Living area - Island Breezes at the Truman Annex in Key West (Key West)](https://images.trvl-media.com/lodging/25000000/24280000/24270800/24270741/294151c3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Island Breezes at the Truman Annex in Key West (Key West)](https://images.trvl-media.com/lodging/25000000/24280000/24270800/24270741/0c78d21d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Island Breezes at the Truman Annex in Key West (Key West)](https://images.trvl-media.com/lodging/25000000/24280000/24270800/24270741/c5a48dae.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Living area - Island Breezes at the Truman Annex in Key West (Key West)](https://images.trvl-media.com/lodging/25000000/24280000/24270800/24270741/138cb65d.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Nestled in the award-winning Truman Annex, this charming condominium offers views of the Truman Waterfront Park and Florida Keys Eco Discovery Center. Take a dip in the community pool or explore nearby Fort Zachary Taylor State Park and Beach. ## Reviews 9.6 Exceptional ### Entire condo 2 bedrooms1 bathroomSleeps 41 sq ft ## Popular amenities - Pool - Kitchen - Washer - Dryer - Free WiFi - Air conditioning ## Add dates for prices Check-in Check-out Travelers ## About this property ### Entire place You'll have the entire condo to yourself and will only share it with other guests in your party. ### Island Breezes at the Truman Annex in Key West WEEKLY RENTAL - This property has the ability to be rented weekly. This charming second floor condominium features two bedrooms, and one full bath with views of the Truman Waterfront Park and the Florida Keys Eco Discovery Center.... | Located in the Shipyard within the award wining gated community of the Truman Annex, includes a community pool, off street parking and all of the amenities of home, including a laundry center. | The Truman Annex is conveniently located 2 blocks from Duval Street and Fort Zachary Taylor State Park and Beach and all of the Old Town Key West attractions. Please note: This property can be rented for a minimum of 7 nights. ## Property amenities ### Pool/Spa - Communal pool - Heated pool ### Internet - Available in the condo: Free WiFi ### Parking and transportation - Onsite parking includes off-street options ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 1 bathroom - Bathtub or shower - Towels provided ### Living spaces - Separate dining area ### Outdoor areas - Balcony ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the city center - Near the marina - Near the sea - On the waterfront ### Things to do - Golf - Heated pool - Basketball nearby - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Jet skiing nearby - Sailing nearby - Scuba diving nearby - Snorkeling nearby - Swimming nearby ### 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 - Gated community - Unit size: 1 square foot ## Similar properties ![Porch](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/f02c0a2a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Heron House Court - Adult Only Key West Historic District - Pool - Free WiFi - Air conditioning - Housekeeping 9.0 Wonderful 1,003 reviews $210 nightly $237 total Apr 9 - Apr 10 Total with taxes and fees [](https://www.expedia.com/Hotel-Search?startDate=2026-04-09&endDate=2026-04-10&selected=902014&PinnedHotelID=902014&HadPinnedHotel=true®ionId=-1&adults=2) ![Food and drink](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/4d2c753c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Cabana Inn Key West - 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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 Breezes The Truman Annex Island Breezes in the Truman Annex Island Breezes @ the Truman Annex Key West Island Breezes @ the Truman Annex Private vacation home 20% Off Summer Special Island Breezes @ the Truman Annex Island Breezes @ the Truman Annex Private vacation home Key West 2698-193305 ## About the neighborhood Located on the waterfront, this condo is in Old Town Key West, a neighborhood in Key West. 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 Mel Fisher Maritime Museum are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby. [Visit our Key West travel guide](https://www.expedia.com/Key-West.dx1187) [View more Condo Rentals in Key West](https://www.expedia.com/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%7C24.55247%2C-81.80485&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=EB43pip1q8m5bAgksPzKmHN90dI=) Key West, FL ### What's nearby - ![Duval Street](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 6 min walk \- 0.4 miles - ![Ernest Hemingway Home and Museum](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 6 min walk \- 0.4 miles - ![Fort Zachary Taylor Historic State Park](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 8 min walk \- 0.4 miles - ![Mallory Square](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 11 min walk \- 0.6 miles - Florida Keys National Marine Sanctuary 5 min walk \- 0.3 miles ### Getting around - Key West Intl. Airport (EYW) 19 min drive ### Restaurants - Green Parrot Bar 4 min walk - Willie T's 6 min walk - Mangoes Restaurant 7 min walk - Blue Heaven 8 min walk - Rams Head Southernmost 7 min walk ## Frequently asked questions ### Does Island Breezes at the Truman Annex in Key West have a pool? ### Is Island Breezes at the Truman Annex in Key West pet-friendly? ### How much is parking? ### What time is check-in at Island Breezes at the Truman Annex in Key West? ### What time is check-out at Island Breezes at the Truman Annex in Key West? ### Where is Island Breezes 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 ## Island Breezes at the Truman Annex in Key West Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travelers 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.com/lp/b/content-guidelines) 10 - Excellent 20 8 - Good 3 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 9.8 Cleanliness ### 9.4 Location ## Reviews From a partner site ### 10/10 Excellent #### Jim C. May 10, 2024 #### Songwriters Festival Sanctuary Rating 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: Great experience. Quiet, well appointed, small condo in great area, close to all venues....walk to all spots. Great air conditioning, kuerig, stocked kitchen. Upper floor, relatively steep stairs only mentioned for elderly or small children. Great communication and instructions from Compass Realty ##### Jim C. Stayed 7 nights in Apr 2024 From a partner site ### 10/10 Excellent #### Timothy F. Nov 26, 2024 #### Another great week 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: Once again, we had a great experience. The unit was clean and well maintained. I would highly recommend Compass Realty to friends. ##### Timothy F. From a partner site ### 10/10 Excellent #### Timothy F. Nov 25, 2024 #### Another great week 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: Once again, we had a great experience. The unit was clean and well maintained. I would highly recommend Compass Realty to friends. ##### Timothy F. Verified ### 10/10 Excellent #### Timothy S. Nov 17, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Good communication throughout, property was as described and to a high standard. Had everything we needed. ##### Timothy S. Stayed 14 nights in Oct 2025 Verified ### 10/10 Excellent #### Andrew B. Dec 17, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Place to Sleep Truman Annex is a great location. Nice shared community pool. Blocks from the heart of Duval St. and a short walk to Fort Zachary Taylor beach. ##### Andrew B. Stayed 7 nights in Dec 2022 Verified ### 10/10 Excellent #### robert s. May 19, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great No problem ##### robert s. Stayed 10 nights in May 2025 From a partner site ### 10/10 Excellent #### Lora C. Apr 25, 2023 #### GREAT PLACE TO 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: THE VACATION RENTAL WAS PERFECT. CLEAN, GREAT LOCATION, AND LOVE THE 2 BALCONIES. ##### Lora C. Stayed 7 nights in Apr 2023 From a partner site ### 10/10 Excellent #### Laura W. May 18, 2022 #### Great 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: We enjoyed our week's stay in Key West 12/10-12/17/21\. The unit in Truman Annex was nice, clean, comfortable and safe. ##### Laura W. From a partner site ### 10/10 Excellent #### Deborah H. Jan 31, 2023 #### Island Breezes Stay 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: Great location, good stay; 1 suggestion would be to put "black-out" curtains on main bedroom patio door windows to eliminate all the lights from the nearby tower and soccer field for better sleeping. ##### Deborah H. From a partner site ### 10/10 Excellent #### Joyce K. Jun 14, 2022 #### Excellent Choice 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 was the perfect place for our family and an excellent location where we could walk everywhere. The unit was as advertised and as always we would have loved to stay longer. The Truman Annex is well maintained with lovely landscaping, quiet evenings, a great pool to enjoy and a safe environment. We were able to park our vehicle and walk everywhere which makes it a great spot to stay. The unit was clean and provided everything we needed throughout our stay. We enjoyed sitting on both of the porches throughout the day. The people in the office are friendly and helpful and answered all my questions. I highly recommend staying in the Truman Annex and Island Breezes. ##### Joyce K. Verified ### 6/10 Okay #### karen b. Feb 28, 2023 Liked: Check-in, communication, location, listing accuracy #### Needs updating but GREAT location I love the Shipyard at Truman Annex. You would think the owners would keep the units updated for what these units charge. The toilet seat needs to be replaced (it's all scratched and gross). The bath towels are thin and worn out and need to be replaced. The sofa in the living room is not comfortable. It has wood under the cushion which is not helping. Areas in the kitchen and throughout could use some painting. One night a lot of worm-like bugs came into the unit (I think thru walls and piping) which I contributed to the outside walkways being power washed that day because the bugs were gone the next day. But, it was annoying having to kill a lot of bugs that completely grossed me out. The positives are the queen bed was very comfortable and the location was great! I am a cleaning and germaphobic nut, so I did clean myself and kept the place as clean as possible during our 2 week stay. ##### karen b. Stayed 14 nights in Feb 2023 Verified ### 8/10 Good #### Douglas P. Dec 1, 2022 Liked: Cleanliness, communication #### Key West Thanksgiving Very clean, comfortable beds. Check-in could have been better. Long way from front office to condo. Condo not in an optimal spot. Location is only drawback. ##### Douglas P. Stayed 8 nights in Nov 2022 From a partner site ### 10/10 Excellent #### Shawn B. Nov 18, 2022 #### Island Breezes 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. We will definitely stay here again. I loved the decor as it was very uplifting and appropriate for Key West. A few other condos in the same location we not as nice. ##### Shawn B. Verified ### 10/10 Excellent #### Donald C D. Jun 29, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Review Good experience ##### Donald C D. Stayed 7 nights in Jun 2022 Verified ### 8/10 Good #### Morna C. May 18, 2022 Liked: Cleanliness, location, listing accuracy Disliked: Check-in #### No comment No comment ##### Morna C. Stayed 8 nights in May 2022 From a partner site ### 10/10 Excellent May 18, 2022 #### Great Property Rating Details: The property manager was more than 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 very much enjoyed our stay. Very comfortable and well supplied with everything needed. Everything is in good shape and fresh. We will be going back again. From a partner site ### 10/10 Excellent #### Jason B. May 18, 2022 #### Great 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: The place had everything you need. Great location and pretty well kept grounds. ##### Jason B. From a partner site ### 10/10 Excellent #### Nancy H. May 18, 2022 #### We loved our stay at Island Breezes! 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 always enjoy staying at Truman Annex. After a full day of fun, it's so nice to come "home" to a beautiful and quiet setting. The other guests are friendly, the units are well furnished, and we're always sad when we have to leave! ##### Nancy H. Verified ### 10/10 Excellent #### Justin L. Jul 19, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place, great location! Loved staying here, the location is great. If you are traveling with two kids this place is perfect. There is a splash pad nearby, the beach is walkable, the Duval loop is close. ##### Justin L. Stayed 8 nights in Jun 2021 Verified ### 10/10 Excellent #### Angie H. Jul 15, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Highly recommend We were looking for a place to stay in the heart of Key West and all the attractions. We were so pleased to find this property as it had all the amenities we needed. Very smooth process and affordable. ##### Angie H. Stayed 7 nights in Jun 2021 Verified ### 10/10 Excellent #### Rebekah M. Jun 8, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location! Of all the three times we’ve stayed in Key West, this was my favorite! You are literally within walking distance to the water park/playground (great for my 2 year old), and the pier by the navy ship which I now consider the best sunset viewing spot. You could also walk or bike to the nearest beach. The place itself was very cute and cozy and the front and back balconies were very nice. Plenty of towels provided and loved that it had a washing machine and dryer in the unit! Would totally stay here again! ##### Rebekah M. Stayed 13 nights in May 2021 Verified ### 10/10 Excellent #### Chuck E. Oct 29, 2019 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Smooth and enjoyable Everything went as we expected from past experiences renting in the Annex ##### Chuck E. Stayed 7 nights in Oct 2019 Verified ### 8/10 Good #### Brenda A. Mar 22, 2019 #### The condo was well furbished and very comfortable. The process of working with Campass Reality was confusing and difficult. I did not like to sign an additional contract with another company when renting through VBRO. There were lots of fines for not washing dishes or taking out trash when I had already paid a cleaning fee. There were changes in when to check out. The water in the kitchen was brownish and undrinkable. I had numerous calls from the Campass reality that were annoying and not needed. The location was excellent and it would have been nice to have a few beach chairs. ##### Brenda A. Stayed 7 nights in Mar 2019 Verified ### 10/10 Excellent #### Lili C. Jan 8, 2019 #### Clean & Comfy Overall we had a lovely stay in Island Breezes. I was originally worried the apt would be a little run down from the pics with old wicker furniture and and old kitchen but in the end the apt was perfectly comfortable and was super clean. There is everything you need and plenty of fresh towels and pillows etc. A/C, TV and Wifi works well and check in and check out is super convenient with the realty office close to the apt. The back awning is broken so apt gets a little hot by the afternoon but luckily there's the front balcony that nice and shady (and the A/C works great to cool the apt down quickly). I would recommend this apt to anyone who wants a clean comfy place close to everything and with easy parking... ##### Lili C. 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