Title: THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool! - 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 # THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool! Condo with kitchen, 6-minute walk to Duval Street ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93330000/93320600/93320578/7abf33d8.jpg?impolicy=resizecrop&rw=598&ra=fit) ![TV](https://images.trvl-media.com/lodging/94000000/93330000/93320600/93320578/ff027e00.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93330000/93320600/93320578/82358d24.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93330000/93320600/93320578/cf8aa6fe.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93330000/93320600/93320578/d374b8d8.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Escape to this charming, 2-bedroom condo in the heart of Old Town Key West's coveted Truman Annex. Stroll through the tree-shrouded neighborhood with walking paths and lanes, unwind on your private deck or by the community pool. Enjoy a fully equipped kitchen, smart TVs in each bedroom, and a lovely living area perfect for relaxation. 9.4 Exceptional ### Entire condo 2 bedrooms1 bathroomSleeps 4580 sq ft ## Popular amenities - Dryer - Washer - Kitchen - Parking available - Outdoor space - 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. ### THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool! 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. CUTE CONDO IN STEPS FROM IT ALL… This 2 bedroom, 1 bath ground level flat 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 cozy downstairs unit has everything you'll need for your stay in paradise! \*\*\*PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES... Enter through the white picket fence and you are greeted by a lovely front porch with sitting area where you can sip coffee and plan your island adventures for the day. The flowing floor plan offers a spacious and lovely living and dining area that offer rest and relaxation after a day in the sultry sun and balmy breezes of the island. Whip up your favorite recipes in the fully equipped and stocked kitchen that overlooks the living area. A dining table for 4 sits next to the kitchen where you can enjoy cozy meals with your loved ones. A comfy couch, plush cushioned chairs and smart tv in the living area provide the perfect resting spot for bingeing on your latest shows and movies. A stacked laundry closet sits just off the living area for your convenience. Open the French Doors to your sweet backyard oasis. SLEEPING ARRANGEMENTS… The first queen bedroom is on the left as you enter the home. It offers a spacious hanging closet, smart tv, and a clothing dresser for your belongings. The primary bedroom also has a queen bed, smart tv, large hanging closet and clothing dresser, and is adjacent to the full bathroom, where you can wash off the day in the shower/tub combination. OUTDOOR LIVING… The Shipyard offers a beautiful community pool lined with lounge chairs perfect for soaking up the sun. Open the French door in the living area to the delightful private deck, a shaded retreat outfitted for unwinding and refreshment. 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! YOUR SWEET RETREAT... ## 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 - Microwave - Oven - Refrigerator - Toaster ### Dining - Dining table ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 1 bathroom - Bathtub or shower - Hair dryer - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - TV with cable/satellite channels ### Outdoor areas - Fenced yard - Patio ### 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 - 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 ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33030000/33021400/33021389/0d227691.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Unit in The Shipyard! 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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=2025-11-16&endDate=2025-11-17&selected=33568532&PinnedHotelID=33568532&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 2450-251510 ## 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 ### Is THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool! pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool!? > Check-in begins at 4:00 PM. ### What time is check-out at THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool!? > Check-out is at 10:00 AM. ### Where is THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool! 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 SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool! Reviews 9.4 ### 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 16 8 - Good 2 6 - Okay 2 4 - Poor 0 2 - Terrible 0 ### 10/10 Cleanliness ### 10/10 Excellent #### Doug L. Mar 23, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great time in Key West Highly recommend the Truman Annex rental. Clean and convenient to downtown Key West with Duval Street just steps away. We had no problems or issues. Community pool was well maintained. Great place to stay! ##### Doug L. Stayed 7 nights in Mar 2025 ### 10/10 Excellent #### Christian C. Mar 26, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### March visit This property is very clean, organized, great location, clean pool, full kitchen, all codes provided prior to arrival, and the host is easy to contact. ##### Christian C. Stayed 7 nights in Mar 2024 ### 10/10 Excellent #### Barbara N. Jan 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Barbara N It was a cozy small house. Walking distance to everything. ##### Barbara N. Stayed 11 nights in Jan 2024 ### 10/10 Excellent #### Bryan S. B. Jul 9, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Location! I had the best time during my stay at The Sweet Life. If you have a bicycle you are only 5 minutes from everything at this location. The gated parking area is very nice. I felt very safe here. I intend on being back there very soon. I thoroughly enjoyed myself. ##### Bryan S. B. Stayed 7 nights in Jul 2024 ### 10/10 Excellent #### Duane C. Jul 12, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family vacay Very nice property and very clean for our family. Not super spacious but enough for 4 people. Would definitely stay here again. My only complaint is that they need more dishes and pots and pans for people who like to cook on vacation and not eat out every meal. :) ##### Duane C. Stayed 7 nights in Jun 2023 ### 8/10 Good #### Edward M. Jun 28, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Ed Mar Property was clean, great location, kitchen and bathroom really small, pool area good. The only concern I had was the doorway to the back patio only had a see through curtain on it. You could see inside the living room at night.That said I would still recommend the property. ##### Edward M. Stayed 7 nights in Jun 2025 ### 10/10 Excellent #### Jim M. Jul 17, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Freaking awesome stay Melanie was brilliant and responsive. Love, love, love her. Marcella was a pleasure. Fell in love with her. The condo was amazing. The location couldn’t have been better. Will be booking again and again. ##### Jim M. Stayed 7 nights in Jul 2023 ### 6/10 Okay #### Roxanne E. May 5, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent location Unfortunately our stay was at the time they were installing a new roof on the condo's and jack hammering up the sidewalks. We had debris on our patio and constant noise. There is always maintenance that needs to be done and we understand that but it was not a peaceful experience. The condo itself was close to the pool and well equipped. It was very clean and the bed was unbelievably comfortable. It felt like a safe environment and was within walking distance of many shops and restaurants. We would not hesitate to stay here again but just hoping it's not during a major condo complex upgrade. ##### Roxanne E. Stayed 9 nights in Apr 2025 ### 6/10 Okay #### Verified traveller Apr 15, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Overall nice experience A few issues that were somewhat resolved with some back and forth communication and negotiation after rainstorm damage. Location is excellent. Condo was very clean and outside area lovely. ##### Verified traveller Stayed 7 nights in Mar 2025 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Judy T. Mar 17, 2025 #### Best Location in Key West to Stay- The Shipyard! Rating Details: The property manager was very helpful. The vacation rental was clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Overall condo appeared clean when we arrived, however we did find bugs in the shower and our bed that appeared to be cockroaches. We washed all rugs and couch cover before leaving. Chair arms and cushions are dirty and could use an updating. With all that being said, the Shipyard is our favorite place to stay and are saddened to hear that we can no longer rent on a weekly basis. ##### Judy T. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Linda C. Oct 23, 2024 #### Our place was great! Near everything we wanted to see. 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: Place was as shown on pictures, clean and great location. ##### Linda C. Stayed 7 nights in Oct 2024 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Susan R. Sep 6, 2024 #### Best Rental 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 is the best rental I've ever had! Just the right size for 2 sisters looking for a little getaway. Great location within walking distance of almost everything on the lower half of the island. The beds were comfy, the kitchen well-equipped, and a nice living area to watch movies in at the end of a busy, sunny day. Everything was nice and clean and in good order. The unit had a washer/dryer and beach towels and plenty of linens were furnished. We are looking forward to renting again in the future. ##### Susan R. Stayed 7 nights in Aug 2024 ### 10/10 Excellent #### Lee Y. Aug 27, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Key West trip Great location and stay. Just steps from the pool, easy walk to the Truman Waterfront Market or Duval, unit clean and well decorated. Communication from Melanie the property manager was excellent as we were delayed. ##### Lee Y. Stayed 13 nights in Aug 2024 ### 10/10 Excellent #### Cecile F. Apr 14, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Last vacation to Key West We rented the Condo at Shipyard because of the walkability factor. It was cozy and sufficient for a 1 week stay. It was clean and nicely decorated. We came to Key West to purchase a house, which we did, so we are now on our way to becoming Freshwater Conch's. I texted with Melanie and communication with her was great. So nice! I did use the pool at Shipyard which was nice. This is a two bedroom with queen beds and one bath so great for a family for a relaxing vacay! Thanks Melanie... It will be great to meet you! ##### Cecile F. Stayed 8 nights in Apr 2024 ### 10/10 Excellent #### Judy T. Mar 14, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent property and location Wonderful property and location. First time staying here and would definitely stay here again. ##### Judy T. Stayed 10 nights in Feb 2024 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Kim K. Mar 12, 2024 #### Best Month In Paradise 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. Car not needed within walking distance to everything. Property was clean and appointed with things needed to make your stay comfortable. The property manager took care of any questions that we had. ##### Kim K. Stayed 28 nights in Feb 2024 This review comes from a trusted partner site and has not been verified. ### 8/10 Good #### Denise C. Nov 15, 2023 #### Truman VRBO Rating Details: The property manager was very helpful. The vacation rental was very clean. 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 ##### Denise C. Stayed 7 nights in Nov 2023 ### 10/10 Excellent #### Tim O. Sep 28, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Time Great place to stay. Staff is extremely nice, quite at night and close to all that’s happening in town ##### Tim O. 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