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

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

A covered porch with a white railing, surrounded by lush greenery and a view of a white building with green shutters.
A living room with a sofa, armchairs, a coffee table, a TV, and a ceiling fan.
A kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a rustic wooden table and chairs.
A swimming pool with blue deck and white lounge chairs, surrounded by palm trees and a small building.
A porch with steps leading to a door, surrounded by lush greenery.

Reviews

9.6 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 4680 sq ft

Popular amenities

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

Explore the area

View in a map
Key West, FL
  • Place, Florida Keys National Marine Sanctuary
    ‪5 min walk‬
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

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About the neighborhood

Key West

Located in Old Town Key West, this condo is within a 10-minute walk of popular sights such as Duval Street and Fort Zachary Taylor Historic State Park. The condo includes a kitchen, a patio, and a refrigerator.
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What's nearby

  • Florida Keys National Marine Sanctuary - 5 min walk - 0.3 miles
  • Duval Street - 6 min walk - 0.4 miles
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 9 min walk - 0.5 miles
  • Mallory Square - 11 min walk - 0.6 miles

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Margaritaville - ‬7 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Rams Head Southernmost - ‬7 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...
Virtual Tour Url: https://my.matterport.com/show/?m=uR96gDzdZiZ
The condo is air-conditioned and features a kitchen and a patio, and there's space to spread out with 2 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

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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
  • 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

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25
Property Registration Number 25230-130645

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

2450-241762

Frequently asked questions

What's there to see near this condo?

This condo is situated in Old Town Key West within a 10-minute walk of Duval Street, Fort Zachary Taylor Historic State Park, and Ernest Hemingway Home and Museum. You'll also find Florida Keys Beaches and Mallory Square less than a mile away.

Is there parking available at SOUTHARD SUNSET ~ 2 Bedroom 1st Floor Unit in Truman Annex w/ Shared Pool!?

No, this condo doesn't offer parking.

Is this condo associated with a casino?

No, this condo is not connected to a casino.

Will I find an indoor pool at this condo?

No, there is no indoor pool at this condo.

What amenities will couples enjoy at SOUTHARD SUNSET ~ 2 Bedroom 1st Floor Unit in Truman Annex w/ Shared Pool!?

Couples staying at this condo will appreciate amenities like a kitchen as well as a heated pool and concierge services.

Are there hot tubs at SOUTHARD SUNSET ~ 2 Bedroom 1st Floor Unit in Truman Annex w/ Shared Pool!?

No, but guests can enjoy a heated pool at this condo.

Does this condo include breakfast service?

No, this condo doesn't offer breakfast.

Will this condo allow pets to stay for free?

No, pets aren't allowed at this condo.

Are there connecting rooms at SOUTHARD SUNSET ~ 2 Bedroom 1st Floor Unit in Truman Annex w/ Shared Pool!?

No, this condo doesn't feature connecting guestrooms.

How close is the airport from this condo?

The closest major airport to this condo is Key West Intl. Airport (EYW), which is 4.2 mi away (14 minutes by car).

Are there rooms with balconies at SOUTHARD SUNSET ~ 2 Bedroom 1st Floor Unit in Truman Annex w/ Shared Pool!?

Yes, every condo at SOUTHARD SUNSET ~ 2 Bedroom 1st Floor Unit in Truman Annex w/ Shared Pool! comes with a patio.

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

Reviews

9.6

Exceptional

Rating 10 - Excellent. 30 out of 36 reviews
Rating 8 - Good. 3 out of 36 reviews
Rating 6 - Okay. 3 out of 36 reviews
Rating 4 - Poor. 0 out of 36 reviews
Rating 2 - Terrible. 0 out of 36 reviews

9.2/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Jennifer W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, wonderful location and people in the community.
Stayed 28 nights in Feb 2026
Verified review

10/10 Excellent

Robin C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key west walkable

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

6/10 Okay

Sara R.

Liked: Check-in, communication, location
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
Verified review

8/10 Good

Mark T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Enjoyed our stay

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

10/10 Excellent

Yiseni S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified review

10/10 Excellent

Dennis C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
From a partner site

10/10 Excellent

Larry G.

Perfect spot for a 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: 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.
Verified review

10/10 Excellent

Kathleen M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
From a partner site

10/10 Excellent

David L.

Key West Vacation

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than 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 and perfect location
Verified review

10/10 Excellent

Andrea K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
From a partner site

10/10 Excellent

Diane R.

Key west

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
Stayed 7 nights in Feb 2023
Verified review

10/10 Excellent

Amanda W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
From a partner site

8/10 Good

Theresa R.

Nice rental

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 for a family rental.
Verified review

10/10 Excellent

Jane B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
From a partner site

10/10 Excellent

Linda B.

Just Off Duval October Review

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.
From a partner site

10/10 Excellent

Randy S.

Great Property

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: We were so pleased with the location. Property was perfect for my family of four.
Stayed 7 nights in Dec 2023
From a partner site

10/10 Excellent

Chris A.

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 were very pleased with our stay. The house was in great shape, well equipped and the Truman annex is an excellent location on Key West. The check-in and check-out process was very smooth.
Verified review

10/10 Excellent

John R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
From a partner site

10/10 Excellent

Carsten K.

Key West Perfect

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: One of the very best places we have ever stayed. Great location, clean and sooo comfortable. The management staff (Whitney) made it perfect. Thank you.
From a partner site

10/10 Excellent

Bonnie B.

Great vacation!

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! Quiet but can walk to restaurants, museums, and beach. Condo very clean and in excellent condition. Beach towels and 2 beach chairs were provided along with a fishing pole. The property management was very responsive to any questions.
From a partner site

10/10 Excellent

William S.

A hidden treasure in the Shipyard Condominiums at Truman Annex!

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!
From a partner site

10/10 Excellent

Leslie B.

Great location

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 just spent a week in Key West and had a very good experience. The condo was just as pictured. It was clean when we arrived. The best part is the location. We walked to Duval St daily and didn’t have to worry about finding parking. Lots of restaurants nearby.
Stayed 7 nights in Jul 2023
From a partner site

8/10 Good

A guest from SCHUYLKILL HAVEN, PA

Nice location close to Duval and Mallory Square.

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: The property description is accurate, it is close to Duval and Mallory Sts. The location had broken tiles covered by a rug in the bedroom. The landscaping outside could use some clean up and maintenance in the back yard.
Verified review

10/10 Excellent

michael i.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
From a partner site

10/10 Excellent

Rebecca S.

Love Key West

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 condo in Truman Annex. Very clean and comfortable. Easy walk to downtown/ restaurants or rent a bike and explore! There is so much to see! Property manager provided seamless check in and was readily available should a question arise. Enjoyed our stay. Thank you.

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