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

Vacation home near Duval Street in Key West

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

Living area
Outdoor pool, a heated pool
A street view with a white picket fence, a parked car, and lush greenery including palm trees.
Living area
Fridge, microwave, oven, stovetop

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms3 bathrooms

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Key West, FL
  • Place, Harry S. Truman Little White House
    ‪2 min walk‬
  • Place, Duval Street
    ‪4 min walk‬
  • Place, Mallory Square
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

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About the area

Key West

Old Town Key West stay.Within a 10-minute walk of this Old Town Key West vacation home, you'll find Duval Street and Florida Keys Beaches. Also, Mallory Square is within half a mile (1 km) and Southernmost Point is within 2 miles (3 km).
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What's nearby

  • Key West Naval Station - 1 min walk - 0.2 km
  • Harry S. Truman Little White House - 2 min walk - 0.2 km
  • Duval Street - 4 min walk - 0.4 km
  • Mallory Square - 8 min walk - 0.7 km
  • Ernest Hemingway Home and Museum - 11 min walk - 0.9 km

Getting around

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

Restaurants

  • ‪The Bull & Whistle Bar - ‬5 min walk
  • ‪Key Lime Pie Factory - ‬5 min walk
  • ‪Wendy's - ‬5 min walk
  • ‪Cuban Coffee Queen - ‬5 min walk
  • ‪Fat Tuesday - ‬6 min walk

About this property

Entire place

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

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!

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Property amenities

Beach

  • Beach towels

Pool/Spa

  • Communal pool
  • Heated pool
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Living room

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • 3 steps to reach entrance
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • No elevator
  • Tile flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near the marina

Things to do

  • Heated pool
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 28

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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, 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 private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Frequently asked questions

How close is Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool to the airport?

This vacation home is 4.2 mi (14-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool to the beach?

This vacation home is a short 10-minute walk from Florida Keys Beaches and 12-minute walk from Truman Beach. Don't forget your sunscreen!

Does Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool?

No, there is no casino at this vacation home.

What time is check-in at Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool?

Check-in begins at 4:00 PM.

Is there free parking at Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool?

Free parking is not available at this vacation home.

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

This vacation home features an outdoor pool.

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

There are no spa services available at this vacation home.

How close is Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool to downtown Key West?

This vacation home is 0.3 mi away from Key West.

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

Reviews

9.6

Exceptional

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

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Jeffery B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was excellent. Property was clean, modern and great location.
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

Michelle T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fresh, updated property made our stay very pleasant
Stayed 7 nights in Jan 2026
Verified

8/10 Good

Tim B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
good communication. location is excellent. lots of stairs but otherwise very good.
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

Michele C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic location with the lovely home. Easy access to everything in Key West in a quiet neighborhood. The house was well equipped, very clean and just lovely. The host were great about communication. We will definitely stay here again.
Stayed 7 nights in Dec 2025
Verified

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
Verified

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
Verified

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
Verified

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