Entire condo

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

Condo near Duval Street in Key West

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

Terrace/patio
Interior
Exterior detail
TV
A heated pool

Reviews

9.6 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 463 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪7 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Room options

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About the area

Key West

Seaside stay .Within a 10-minute walk of this Old Town Key West condo, you'll find Duval Street and Fort Zachary Taylor Historic State Park. Also, Florida Keys Beaches is within half a mile (1 km) and Southernmost Point is within 2 miles (3 km).

What's nearby

  • Harry S. Truman Little White House - 5 min walk - 0.4 km
  • Duval Street - 5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 7 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Mallory Square - 9 min walk - 0.8 km

Getting around

  • Key West Intl. Airport (EYW) - 14 min drive

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Margaritaville - ‬7 min walk
  • ‪Willie T's - ‬6 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Blue Heaven - ‬8 min walk

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

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

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 located in 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...

Similar properties

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

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • 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

  • 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
  • Water skiing nearby
  • Windsurfing 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: 680 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
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
Information provided by the property may be translated using automated translation tools

Pets

  • No pets 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property Registration Number 25230-130645

Property is also known as

2450-241762

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

Reviews

9.6

Exceptional

Rating 10 - Excellent. 29 out of 35 reviews
Rating 8 - Good. 3 out of 35 reviews
Rating 6 - Okay. 3 out of 35 reviews
Rating 4 - Poor. 0 out of 35 reviews
Rating 2 - Terrible. 0 out of 35 reviews

9.0/10

Cleanliness

Reviews

6/10 Okay

Sara R.

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.
Stayed 7 nights in Nov 2025

10/10 Excellent

Dennis C.

Liked: Cleanliness
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.
Stayed 14 nights in Oct 2025

6/10 Okay

Carey C.

Liked: Cleanliness
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..
Stayed 7 nights in Jun 2025

10/10 Excellent

Tucker G.

Liked: Cleanliness
Stayed 9 nights in May 2025

10/10 Excellent

Andrea K.

Liked: Cleanliness

Great Location

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.
Stayed 7 nights in Dec 2024

10/10 Excellent

Robin C., knoxville tn

Liked: Cleanliness

Key west walkable

Great stay in walking distance to all attractions
Stayed 7 nights in Nov 2024

10/10 Excellent

Amanda W.

Liked: Cleanliness

Great space and location

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.
Stayed 7 nights in Jul 2024

10/10 Excellent

John R.

Liked: Cleanliness

Vacation 2024

This property was in a quiet neighborhood near everything . We sat outside every morning having our coffee in a beautiful setting in back yard. In the evening we sat on front porch with a glass of wine. We will be back to Truman Annex !!
Stayed 10 nights in Apr 2024

10/10 Excellent

Kathleen M.

Liked: Cleanliness

Prefect Location

The property was well maintained and exceeded our expectations. We enjoyed the outdoor patio. The location was prefect - close to Duval Street and Mallory Square. I would definitely recommend the condo.
Stayed 7 nights in Oct 2023

10/10 Excellent

Yiseni S.

Liked: Cleanliness

Mini lobster season

We needed a last minute room for additional family members to join us for mini lobster season - this was quick and easy process with everything you need for key west stay. Family enjoyed there stay.
Stayed 7 nights in Jul 2023

10/10 Excellent

Jane B.

Liked: Cleanliness

Southard Sunset

The property is very nice. the location is perfect to Duval and Front Street. My only complaint is 4 adults with one bathroom is sometimes difficult and there wasn't an oven.
Stayed 14 nights in Mar 2023

8/10 Good

Mark T.

Liked: Cleanliness

Enjoyed our stay

Excellent location. Clean. Property needs some updating and repairs
Stayed 7 nights in Mar 2023

10/10 Excellent

michael i., Emerald Isle

Liked: Cleanliness

Can"t get much better

My wife and I stayed at this wonderful condo 2/23. The location could not be better, Truman Annex is in the middle of everything worth experiencing in Key West. Easy walking distance to Truman White House, Duval Street is 1 block away but the condo is located in a quiet neighborhood, Fort Zackary is a short walk away. And of course many of the wonderful restraurants are a short walk .The check in process was seamless. Condo manager keep me posted as to when the condo was available, and was always available for any questions we had. Overall a wonderful condo, wonderful vacation.
Stayed 7 nights in Feb 2023

6/10 Okay

Teresa W.

Disliked: Cleanliness

Got sick

Both wife and I got sick after 1st night, along with friends after visiting us for a few hours. All tested negative for covid. Go outside and we felt fine, go back in and get sick again. After several days we checked air filter and it looked as though it had never been changed. Disappointed that we could not enjoy our trip, as location was great. We left early because we could not stand to be miserable for another night.
Stayed 7 nights in Oct 2022