[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! Condo with kitchen, a short walk to Duval Street ![Exterior](https://images.trvl-media.com/lodging/93000000/92170000/92167200/92167199/b766b281.jpg?impolicy=resizecrop&rw=598&ra=fit) ![TV](https://images.trvl-media.com/lodging/93000000/92170000/92167200/92167199/cfcc0a35.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92170000/92167200/92167199/dcecedbf.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92170000/92167200/92167199/27586ddf.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92170000/92167200/92167199/65d42cb6.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Experience the best of Key West in this charming, tree-shrouded Truman Annex condo. Unwind on plush furnishings and soak up the sun by the beautiful community pool or private terrace with lounge chairs. With a smart TV, fully equipped kitchen and washer/dryer closet nearby, you'll feel right at home. 10 Exceptional ### Entire condo 1 bedroom1 bathroomSleeps 2580 sq ft ## Popular amenities - Dryer - Washer - Pool - Kitchen - Parking available - Outdoor space ## 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. ### THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! PLEASE BE AWARE... We cannot accept a reservation of less than 28 nights after 12/22/25. You may book less than 28 nights if your arrival is 12/22 or before. COZY VALUE IN TRUMAN ANNEX… This 2nd Floor one bedroom, one bath condo is located in The Shipyard, a neighborhood of the coveted Truman Annex in the heart of Old Town Key West! You will be in walking distance from Fort Zachary’s gorgeous beach and picnic area, Duval Street, Mallory Square and more! Throw your cares to the wind as you unwind in this charming, tree-shrouded neighborhood with walking paths and lanes. This small but sensational gem is an upstairs unit with all of the creature comforts you will need in paradise! \*\*\*PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES... Easy breezy comfort greets you as you enter this charming home. Travel up the carpeted stairs to a bright and cheerful open living room and kitchen/dining space. Unwind on the plush furnishings as cheerful sunlight floods the living room and creates a happy and carefree environment. A smart TV offers a wide array of programming for your viewing indulgence. The dining/kitchen area is adjacent to the living room, with a dining table nearby. The kitchen is fully equipped with a dishwasher, stove, microwave, refrigerator and both a Keurig and drip coffee maker. The cabinets are stocked with every kitchen tool you will need to craft delicious meals. SLEEPING ARRANGEMENTS… Unwind from your day of island fun in the king bedroom. A wall-mounted smart tv is available for lazy days when it just feels right to linger in your cozy bedding and binge on your favorite shows. The storage closet houses a fold-up twin bed and extra bath linens for your enjoyment. The bathroom is next door with a glass-door shower and a washer/dryer closet is adjacent to it for your convenience. OUTDOOR LIVING… The Shipyard offers a beautiful community pool lined with lounge chairs perfect for soaking up the sun. Open the French door to the roomy private terrace, inviting sultry breezes and Key West sunshine inside. This wonderful extension to the living space has a table for 2 where you can have your morning coffee or enjoy a cocktail after a long day of exploring. There are also 2 more cushioned wicker chairs for lounging outdoors. PARKING... This home does offer parking for one vehicle (vehicle cannot exceed 18 ft), but oversized trucks and extra large SUVs are not permitted and will have to park outside of this community. PETS... This is not a pet friendly home. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean BOOKING DATES... This home is only available as a monthly rental (28 night minimum) as of Dec 23, 2025. We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CANCELLATION... Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! COME STAY A WHILE... ## Property amenities ### Pool/Spa - Communal pool - Heated pool ### Internet - Available in the condo: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - Bedroom - Bedsheets provided ### Bathroom - 1 bathroom - Hair dryer - Shower - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - TV with cable/satellite channels ### Outdoor areas - Balcony - Terrace ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Concierge services - Iron/ironing board ### Location highlights - In the city center - Near a hospital - Near the marina - Near the sea ### Things to do - 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 - Unit size: 580 square feet ## Similar properties ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102080000/102074500/102074479/46f5d693.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex! 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Rent 30 days get 20% discount Old Town Key West - Pool - Kitchen - Washer - Dryer 10 Exceptional 213 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=33568532&PinnedHotelID=33568532&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/20000000/19270000/19261700/19261659/564f119e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Unique Home with loft @ Truman Annex Old Town Key West - Kitchen - Washer - Dryer - Air conditioning 9.8 Exceptional 115 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=19261659&PinnedHotelID=19261659&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/762ed9e5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion! Old Town Key West - Free WiFi - Air conditioning - Outdoor space - Parking available 9.6 Exceptional 141 reviews CA $128 CA $338 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=57737094&PinnedHotelID=57737094&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 Registration Number 25230-133035 ### Property is also known as 2450-249477 ## 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%7C24.55236%2C-81.80479&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=e1Msa1AZpJiSePnPVBLZhpK38jk=) Key West, FL #### What's nearby - Ernest Hemingway Home and Museum - 6 min walk - 0.5 km - Duval Street - 6 min walk - 0.5 km - Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km - Mallory Square - 11 min walk - 1.0 km - Southernmost Point - 14 min walk - 1.2 km #### Getting around - Key West Intl. Airport (EYW) - 14 min drive #### Restaurants - ‪Green Parrot Bar - ‬4 min walk - ‪Blue Heaven - ‬8 min walk - ‪Moondog Cafe & Bakery - ‬8 min walk - ‪Mangoes Restaurant - ‬7 min walk - ‪Kaya Island Eats - ‬7 min walk ## Frequently asked questions ### Does THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! have a pool? > Yes, this property has a pool. Pool types include heated pools. ### Is THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo!? > Check-in begins at 4:00 PM. ### What time is check-out at THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo!? > Check-out is at 10:00 AM. ### Where is THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! located? > Located in Old Town Key West, this condo building is within a 10-minute walk of We Cycle Key West, Duval Street, and Ernest Hemingway Home and Museum. Mallory Square and Fort Zachary Taylor Historic State Park are also within 15 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! Reviews 10 ### 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) ### 9.8 Cleanliness ### 10 Location 10 - Excellent 36 8 - Good 1 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 10/10 Excellent #### Lindsey M. Nov 8, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great spot Great location ##### Lindsey M. Stayed 10 nights in Oct 2024 ### 10/10 Excellent #### Arthur H. Apr 10, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### KW Good Life Our stay at The Good Life was just that! The location was perfect with an easy walk to Old Town and a quick golf cart ride to the beaches. We are looking forward to our next trip to Key West. ##### Arthur H. Stayed 7 nights in Mar 2025 ### 10/10 Excellent #### Tom F. Jun 12, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Loved the condo and the location!! Very clean and great AC. Communication with the host was perfect and promptly. We rented bikes and they were delivered and picked up at our condo. Location was close to everything! Would definitely stay here again. ##### Tom F. Stayed 7 nights in May 2025 ### 10/10 Excellent #### Lynn F. Apr 20, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing The Good Life is a hidden gem! Clean and comfortable. Location couldn't be any better to walk to everything on Duval. Gated community with a designated parking spot was a plus. WwilTrumanAnnex m ##### Lynn F. Stayed 7 nights in Apr 2025 ### 10/10 Excellent #### Rita W. Jul 10, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Peaceful and Close to Everything We really loved this well-appointed condo in the Truman Annex. The neighborhood was beautiful, the place clean and comfortable, and the location was great—close to Duval St, beaches and historic sites. Would definitely stay here again! ##### Rita W. Stayed 7 nights in Jul 2024 ### 10/10 Excellent #### Connie R. Mar 9, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### The Good life Loved the location as we have stayed in this area before. Was able to walk to entertainment, events and great food. Great place to relax but close to many favorite spots. ##### Connie R. Stayed 7 nights in Mar 2024 ### 10/10 Excellent #### Karen May 31, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place The condo was beautifully decorated and well equipped. We loved the privacy. May stay here again! ##### Karen Stayed 7 nights in May 2023 ### 10/10 Excellent #### Larry B. Apr 6, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Loved it! Great place and location. Very clean and comfy King Bed ##### Larry B. Stayed 7 nights in Mar 2024 ### 10/10 Excellent #### Laura P. Dec 1, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Cozy and quiet, yet close to everything Truman Annex is gorgeous with a friendly neighborhood feel. The apartment is just perfect for 2. ##### Laura P. Stayed 9 nights in Nov 2023 ### 10/10 Excellent #### leGay C. Sep 8, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 26th Anniversary 5th stay @Truman Annex and this was the best by far! Looks even happier in person. Perfectly appointed with everything we needed to feel at home for the week! ##### leGay C. Stayed 7 nights in Aug 2024 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Patricia C. Apr 6, 2025 #### Cozy, clean Truman Annex condo, just right ! 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 so enjoyed our stay in this clean, comfortable , bright, quiet home in the beautiful Truman Annex neighborhood of just close enough to the beach and downtown , and the folks we met at the community pool were warm and pleasant. ##### Patricia C. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Mary C. Feb 16, 2025 #### Cozy retreat 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 three weeks at the good life and thoroughly enjoyed it. Our favorite spot, the balcony, very private, and very comfortable. A great location for Key West Key West ##### Mary C. ### 10/10 Excellent #### Denise A. Feb 11, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Total relaxation Great spot near the park and Duval. Was totally relaxed the whole week. ##### Denise A. Stayed 7 nights in Feb 2024 ### 10/10 Excellent #### Lori L. Jan 28, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### The Good Life The Good Life is a great name for the property. The Truman Annex is beautiful and in a great location. All details of property are accurate and the deck is so nice to have. Would definitely book again. ##### Lori L. Stayed 7 nights in Jan 2024 ### 10/10 Excellent #### James F. Feb 4, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### The good life Lovely condo! Huge and very nice back deck! Great KW location! Love the Shipyard condos and Truman Annex is perfect location for all things Key West Old Towne! ##### James F. Stayed 7 nights in Jan 2024 ### 10/10 Excellent #### Dale L. Jul 3, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Quiet and convenient Very quiet and beautiful property. Liked the added touches. Pool is a little small with the number of people staying there. It’s a 3 minute walk to The Green Parrot. Easy walk to most places. ##### Dale L. Stayed 7 nights in Jun 2024 ### 10/10 Excellent #### Kelly R. Apr 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location in Key West We’ve been to the Keys a dozen times and this is the best location so far. If you like a short walk to Duvall, this is the place to stay. It’s a quiet complex and the balcony view is spectacular, not to mention the roominess out there. The condo is clean and updated as well. Fort Zachary is a 15 minute walk or a quick bike ride. We would stay again. ##### Kelly R. Stayed 7 nights in Apr 2024 ### 10/10 Excellent #### Joyce M. Mar 3, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Delightful getaway We thoroughly enjoyed our time in this beautiful little condo. We loved the decor and especially the fabulous, large porch. The Property Manager was very responsive. The only hitch was that we had a hard time finding the unit initially, but after that it was smooth sailing! ##### Joyce M. Stayed 7 nights in Feb 2024 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Melissa M. Apr 15, 2024 #### Key West Getaway 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 an amazing trip! The condo was perfect. The pool was great. The Property Manager, Melanie, went above and beyond to help up! We back!! ##### Melissa M. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Charles M. Jul 6, 2023 #### The Good Life is true to its name. 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 experience. The property manager was on top of any question we had. The unit was stocked better than we have ever had. Great location. ##### Charles M. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Michael W. May 5, 2023 #### Cozy Getaway 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 home was beautifully decorated, comfortable, and quite private for being in a complex. Great location for staying on foot/bike for the whole week. Property manager was very quick and attentive to my questions...highly recommended! ##### Michael W. Stayed 8 nights in Apr 2023 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Cindy C. Dec 11, 2024 #### Super Great! 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 unit is very comfortable and offers all the comforts of home. The deck is huge and allows privacy due to all of the beautiful landscaping at Truman Annex. The management team and staff honestly are over the top in their attention and response from the time I booked the property until I checked out. I was absolutely 110% satisfied and I am not usually easy to please. ##### Cindy C. Stayed 16 nights in Nov 2024 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Charles L. Sep 20, 2024 #### A Good Trip to The Good Life 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: Staying in the Truman Annex is an easy way to experience Key West. Great location, quiet and well maintained property. The unit was excellent for the 2 of us on a week stay. This is slow season because of the brutal heat, potential for storms and lots of places are closed for the month. Plenty to do though, so if smaller crowds are your thing, this would be a great time. ##### Charles L. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Chuck L. Sep 19, 2024 #### A Good Trip to The Good Life 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: Staying in the Truman Annex is an easy way to experience Key West. Great location, quiet and well maintained property. The unit was excellent for the 2 of us on a week stay. This is slow season because of the brutal heat, potential for storms and lots of places are closed for the month. Plenty to do though, so if smaller crowds are your thing, this would be a great time. ##### Chuck L. ### 10/10 Excellent #### Kevin M. Nov 19, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### First time but not the last This was our first time in Key West and we could not have asked for a better location. The town is very walkable and the condo was centrally-located to all major (tourist) activities in Old Town! The unit was perfect for an active couple (second floor unit). Everything was as described / photographed. Great communication with the property manager. Will definitely consider this unit for a return visit if we travel alone. ##### Kevin M. 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