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

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

Living area
Property grounds
Outdoor pool, a heated pool
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Terrace/patio

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms3 bathrooms

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View 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.)
    ‪15 min drive‬

Room options

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About the area

Key West

At this holiday home you'll be within just a 10-minute stroll of popular attractions like Duval Street and Florida Keys Beaches. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 2.5 bathrooms, a balcony and a living room. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A coffee/tea maker, a hairdryer and an iron/ironing board are also available. .This smoke-free holiday home offers an outdoor pool, concierge services and barbecues. Additionally, you'll find laundry facilities. .Attractions within a 15-minute walk of this Old Town Key West holiday home include Mallory Square and Fort Zachary Taylor Historic State Park.
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What's nearby

  • 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
  • Florida Keys National Marine Sanctuary - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 11 min walk - 0.9 km

Getting around

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

Restaurants

  • ‪Key Lime Pie Factory - ‬5 min walk
  • ‪The Bull & Whistle Bar - ‬5 min walk
  • ‪Cuban Coffee Queen - ‬5 min walk
  • ‪La Concha Bar - ‬5 min walk
  • ‪First Flight Island Restaurant & Brewery - ‬4 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 transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • 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 lift
  • Tile flooring in public areas
  • Smoke-free property

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

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
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
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. On-site 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 all accommodation.

Frequently asked questions

Are there any beaches close to Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool?

Yep, Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool is a short 10-minute walk from Florida Keys Beaches. Fun beach activities include scuba diving, windsurfing and parasailing. You can also find motor boats.

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

Take your pick from a heated pool, a pool and a communal pool.

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

No, Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool does not offer an airport shuttle service.

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

No, pets are not allowed.

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

8/10 Good

Tim B.

Liked: Cleanliness
good communication. location is excellent. lots of stairs but otherwise very good.
Stayed 7 nights in Jan 2026

10/10 Excellent

Jeffery B.

Liked: Cleanliness
Host was excellent. Property was clean, modern and great location.
Stayed 7 nights in Jan 2026

10/10 Excellent

Michelle T.

Liked: Cleanliness
Fresh, updated property made our stay very pleasant
Stayed 7 nights in Jan 2026

10/10 Excellent

Michele C.

Liked: Cleanliness
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

8/10 Good

Karen G.

Liked: Cleanliness
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

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

10/10 Excellent

Jane K.

Liked: Cleanliness

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

10/10 Excellent

Emily S.

Liked: Cleanliness

Beautiful place!

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

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