SOUTHARD SUNSET ~ 2 Bedroom 1st Floor Unit in Truman Annex w/ Shared Pool!

Key West, Florida
$228 avg/night Minimum Stay 2 Nights
Bed 2

Bed

Bath 1

Bath

Home Condo

Property Type

Sleep 4

Max Sleeps

Night 2 nights

Min Stay

PLEASE BE ADVISED IF BOOKING THIS UNIT FOR AUGUST 2026: The Shipyard Pool will be closed starting August 1, 2026, for the Pool Deck Replacement Project. The HOA expects the project to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. There is no other pool available at the Shipyard, so we have adjusted our rates to offset the inconvenience.

COMFORT AND VALUE IN TRUMAN ANNEX…
This two bedroom first floor condominium is locatedin The Shipyard, a neighborhood of the coveted Truman Annex in the heart of Old Town Key West! Enjoy this comfortable ground floor front porch to sit and take in the passersby in true Key West fashion while you sip your coffee or relax with a glass of wine. With a preferred location and in exceptional condition, this little gem has a remodeled kitchen and bathroom and is located on the ground floor for your convenience. Throw your cares to the wind as you unwind in this charming, tree-shrouded neighborhood with walking paths and lanes. You will be in walking distance from Fort Zachary’s gorgeous beach and picnic area, Duval Street, Mallory Square and more! The Shipyard also offers a beautiful community pool lined with lounge chairs perfect for soaking up the sun.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

DETAILS AND AMENITIES...
Comfort and functionality greet you as you enter this delightful abode. The fully equipped kitchen has everything you need to create a delicious meal for your loved ones, with a full size refrigerator, dishwasher, microwave, oven/stove and mini island. Gather around the dining table for 4 and then curl up on the couch in the adjacent living area to watch your favorite shows and movies.

SLEEPING ARRANGEMENTS…
Unwind from your day of island fun in one of the two comfy bedrooms. There is a twin bedroom that can be converted to a king if desired and a second room with a queen bed. Both rooms offer a clothing dresser, small flat screen tv and storage/hanging closets. Enjoy a shared hallway bathroom with a large glass-door shower and a washer/dryer closet adjacent to it.

OUTDOOR LIVING…
Open the French door to the fenced private patio, inviting sultry breezes and Key West sunshine inside. This wonderful extension to the living space has a table for four where you can have your morning coffee or enjoy a cocktail after a long day of exploring. Fire up the grill and cook your fresh catch of the day!

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
Pet fee (if applicable)

BOOKING DATES...
This home is only available as a monthly rental (28 night minimum). 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.

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!

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.

COME STAY A WHILE...

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 680 Sq Ft (63 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Patio
  • POOL/SPA

    Heated Pool Shared/communal Pool
  • BATHROOMS

    1 Bathroom Hair Dryer Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Birdwatching Nearby Cycling Nearby Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Jet Skiing Nearby Sailing Nearby Water Skiing Nearby Windsurfing Nearby
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In The City Center Near A Hospital Near The Sea
  • SERVICES AND CONVENIENCES

    Concierge Services Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Rates & Availability

Review Review

  • Larry G.

    Submitted Dec 13, 2025

    Stayed Dec 3, 2025

    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: Lovely two bedroom unit, exceptionally clean and well provisioned, nice outdoor real patio, and so convenient to anything one wants to do in Key West. Host was very accommodating and communicative regarding anything we asked. Favorite spots: Butterfly and Nature Conservatory, Fort Zachary Taylor Beach, Truman Park, Fritta’s Cuban Burgers, Moondog Cafe, Frenchies Cafe, Higgs Beach.

  • Sara R.

    Submitted Dec 10, 2025

    Stayed Nov 22, 2025

    The location was amazing. I felt a little more care could be taken in the condo. There were quite a few bugs, back patio was a mess and just overall in need of interior repairs and deep cleaning.

  • Dennis C.

    Submitted Oct 15, 2025

    Stayed Oct 1, 2025

    Excellent location to walk downtown and yet quiet in our area. So restaurants and shops nearby. Location was clean and maintained nicely. Directions for arrival and departure clear. Host responded quickly to any questions. We bought beach chairs to go to fort Jefferson every day. We left them in the closet of the twin beds.

  • William S.

    Submitted Jul 29, 2025

    Stayed Jul 21, 2025

    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: As advertised. No surprises. Great location. Beautiful gardens throughout the community and backyard. If you’re looking for a comfy and perfect location for short term or long term stay then this is your place. Very smooth communication with Team Zintmaster. You’ll quickly understand why they’re the best in Key West!

  • Carey C.

    Submitted Jun 24, 2025

    Stayed Jun 6, 2025

    Location excellent…. Poor space planning in bedroom’s. So tight around bed and other furniture… bare minimum really!! Bed linens need to be replaced!! Back patio area needs some cover over the table area to keep leaves and bird droppings from falling on the table because it is constant. For this reason I did not enjoy the space! The outside furniture was very soiled from the droppings!!! I rarely give negative reviews but this one needs some love..

  • Andrea K.

    Submitted Dec 22, 2024

    Stayed Dec 14, 2024

    The location was great. Unit was exactly as advertised. A map of where to park and where the unit was located prior to arrival would have been amazing but Representative Via Text helped a little.

  • Robin C.

    Submitted Dec 14, 2024

    Stayed Nov 23, 2024

    Great stay in walking distance to all attractions

  • Linda B.

    Submitted Nov 1, 2024

    Stayed Dec 31, 1969

    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've stayed at this condo before. Great location and well maintained. Would recommend to anyone looking for a vacation rental in this area.

  • Linda B.

    Submitted Oct 31, 2024

    Stayed Oct 18, 2024

    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've stayed at this condo before. Great location and well maintained. Would recommend to anyone looking for a vacation rental in this area.

  • Jeff M.

    Submitted Aug 19, 2024

    Stayed Aug 10, 2024

    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 was great and conveniently located. It was very clean and had everything we needed. The shower was awesome!

  • Amanda W.

    Submitted Jul 31, 2024

    Stayed Jul 13, 2024

    Property was very comfortable and in a great location. We enjoyed the pool and surrounding area. Will definitely visit again! Property was clean and very accommodating. One suggestion would be a small vanity area for dressing/ makeup. We stay in Truman Annex often and this is one thing that would be such a nice addition, it we rarely find.

  • Cynthia G.

    Submitted Jul 15, 2024

    Stayed Jun 22, 2024

    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 condo was very convenient to everything we wanted to do. Walking distance to most things which was great since parking is almost non existent anywhere in Key West.Condo itself was small but comfortable-plenty big for was excellent which was definitely needed. Beach towles were supplied and beds comfortable. The complex itself is very well maintained. Would rent this property again.

  • Debra A.

    Submitted May 23, 2024

    Stayed May 5, 2024

    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 condo was lovely! Just the perfect size for us. Good location to pool and walking distance to Duvall and surrounding areas. Property manager was super helpful and very reachable. An overall perfect trip! If I had any complaint, it would be that the parking space is a little far away but when you eat and drink alot, the extra steps are good!

Your dates are Available!

Total

Includes taxes and fees
$228+
View details