Entire home

Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool

Holiday home with an outdoor pool, a short walk to Duval Street

Photo gallery for Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool

Living area
Private kitchen
Room
Bathroom
Room

Reviews

9.6 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 6

Popular amenities

  • Dryer
  • Parking available
  • Washer
  • Pool
  • Kitchen
  • Barbecue grill

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Mallory Square
    ‪6 min walk‬
  • Place, Southernmost Point
    ‪18 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Living Room 1

1 Double Sofa Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Towels provided · Toilet · Shower only · Hair dryer

Bathroom 2

Towels provided · Toilet · Shower only · Hair dryer

Bathroom 3

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony

About this property

Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool


Welcome to Southern Escape — Your Perfect Key West Getaway!

Nestled in the heart of the Truman Annex Foundry building, Southern Escape is a beautifully remodeled 2-bedroom, 2.5-bath townhome designed with your comfort and relaxation in mind. This stylish retreat comfortably sleeps up to 6 guests, featuring a king bed in the primary suite and two twin beds in the guest room — which can easily convert to a king upon request.

Enjoy bright, sun-filled living spaces with light wood floors, quartz countertops, stainless steel appliances, and plush furnishings. The open floor plan includes a cozy living room with a sleeper sofa and a large 55” flat-screen TV, perfect for unwinding after a day of exploring.

Location is everything: Just 3 blocks from the vibrant Duval Street, 2 blocks to the serene Truman Waterfront, and a short walk to Fort Zachary Taylor Beach, Southern Escape puts you right in the center of Old Town Key West’s best attractions — no car needed!

Home highlights:

First Floor: Open living and dining area with ample natural light, updated kitchen with full-size appliances, and a convenient half bath.

Second Floor: Primary suite with king bed, workspace, flat-screen TV, ensuite bathroom, private balcony, and in-suite laundry (full-size LG washer/dryer).

Third Floor: Guest bedroom with twin beds (convertible to king), ensuite bathroom, and plenty of storage.

Outdoor Spaces: Fenced courtyard, front lanai with seating, gas grill, and a shared pool with lounge chairs and restrooms. Towels provided!

Parking: One assigned parking spot included.

Need more space? Book our sister property, Banana Wind (Unit 18), just steps away for your larger group.

Whether you’re here to relax by the pool, stroll through Old Town, or explore Key West’s famous sights, Southern Escape offers the perfect home base for an unforgettable vacation.

Book your stay today and experience the best of Key West living!

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

This property does not have any lifts

About the area

Key West

Old Town Key West, a neighbourhood in Key West, is home to this holiday home. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at South Beach and Smathers Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with ecotours and cycling.
Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • Mallory Square - 6 min walk - 0.6 km
  • Ernest Hemingway Home and Museum - 11 min walk - 0.9 km
  • Southernmost Point - 18 min walk - 1.6 km
  • Fort Zachary Taylor Historic State Park - 3 min drive - 1.4 km

Getting around

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

Restaurants

  • ‪Caroline's Cafe - ‬6 min walk
  • ‪General Horseplay - ‬5 min walk
  • ‪Garbo's Grill - ‬4 min walk
  • ‪Gator Joe's Coffee - ‬4 min walk
  • ‪First Flight Island Restaurant & Brewery - ‬4 min walk

Frequently asked questions

Does Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool pet-friendly?

No, pets are not allowed at this property.

Where is Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool located?

Located in Old Town Key West, this holiday home is within a 5-minute walk of Harry S. Truman Little White House and Duval Street. Mallory Square and Fort Zachary Taylor Historic State Park are also within 15 minutes.

Reviews

9.6

Exceptional

10/10

Cleanliness

10/10

Check-in

9.0/10

Communication

10/10

Location

9.6/10

Listing accuracy
Rating 10 - Excellent. 3 out of 4 reviews
Rating 8 - Good. 1 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

Reviews

10/10 Excellent

Emily S.

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

Beautiful place!

Close to everything and very nice
Stayed 7 nights in Jan 2025

10/10 Excellent

Jane K.

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

Beautiful Place to Stay!

We love to stay in Truman's Annex and this condo was fabulous! It must be newly renovated and furnished because everything was in perfect condition. We would love to stay here again next time we visit.
Stayed 7 nights in Jan 2025

8/10 Good

Karen G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place, well appointed. Quiet, close to everything, short walk to Duval. Clean place, well appointed for our family of 4. Would have liked regular coffee pot instead of Kuerig. Really need to do a better job marking location and what keys needed for what, nothing is marked. On the pricey side. Manager generally responsive to any issue. Unit actually has access to two pools not just the small one nearby as marked. Small nearby pool water too hot as cooler broke down. Larger pool nicely cool since it was very hot while we were there.
Stayed 7 nights in May 2025

10/10 Excellent

Eric B.

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

Great place. Perfect location!

The place was as pictured, although the pictures make some rooms seem smaller than they were. Living area was plenty big enough. Bedrooms large enough too. Kitchen and bathrooms are small, but functional (Kitchen island is actually a good size). And the place was immaculate! Lots of linen, including beach/pool towels. Full size washer/dryer was nice to have.But the best part is the location. Truman Annex is a perfect location on Key West. Close enough to walk to 90% of what we did. Far enough off the busy streets that it was quiet (but for the roosters!). Surrounding streets are beautiful to walk down, but we had the convenience of parking by our door. While the view off the upstairs balcony was nothing (parking lot and building behind) the small deck in front was nice and felt private and cozy. Shaded, yet has opportunity for sitting in the sun too. Perfect for your morning coffee or to read a book.The only real knock on the place is that the sound tends to echo around a bit since there are high ceilings, no carpet, etc. If you have small, loud kids, that might be a bigger issue, but for our small party of adults who don't yell much, not a big deal.The bottom line - we would love to stay here again.
Stayed 7 nights in Mar 2025

About the host

Hosted by Conch Collection

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests