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

Vacation home with kitchen, 5-minute walk to Duval Street

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

Living area
Living area
Fridge, microwave, oven, stovetop
Living area
Outdoor pool, a heated pool

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
    ‪6 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

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About the neighborhood

Key West

Located in Old Town Key West, this vacation home is within a 5-minute walk of Duval Street and within 15 minutes of other popular attractions like Mallory Square. The vacation home includes a kitchen, a balcony, and a refrigerator.
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What's nearby

  • Harry S. Truman Little White House - 2 min walk - 0.1 miles
  • Duval Street - 4 min walk - 0.3 miles
  • Mallory Square - 6 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 11 min walk - 0.6 miles
  • Fort Zachary Taylor Historic State Park - 11 min walk - 0.6 miles

Getting around

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

Restaurants

  • ‪Caroline's Cafe - ‬6 min walk
  • ‪First Flight Island Restaurant & Brewery - ‬4 min walk
  • ‪General Horseplay - ‬5 min walk
  • ‪Hank's Hair Of The Dog Saloon - ‬4 min walk
  • ‪Garbo's Grill - ‬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!
The vacation home is air-conditioned and features a kitchen, 2.5 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Guests can expect to find free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

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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

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

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 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

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • 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 carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

What's there to see near this vacation home?

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

Is parking available on site at this vacation home?

No, this vacation home doesn't offer parking.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is an outdoor pool.

What will couples enjoy most about a stay at Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool?

Couples staying at this vacation home will appreciate amenities like a kitchen as well as an outdoor pool and concierge services.

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

No, but this vacation home does have a heated pool.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at this vacation home?

No, there aren't connecting rooms at this vacation home.

How close is the airport from this vacation home?

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

Are there rooms with balconies that I can book at Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool?

Yes, every accommodation at Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool comes with a balcony.

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

Reviews

9.6

Exceptional

Rating 10 - Excellent. 4 out of 5 reviews
Rating 8 - Good. 1 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

10/10

Cleanliness

Reviews

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