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

A spacious living room with a blue sofa, wicker chairs, a round coffee table, and artwork on the wall.
A living room with a dark blue sofa, wicker furniture, a ceiling fan, and large windows with white shutters.
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a white picket fence.
A modern kitchen with white cabinets, stainless steel appliances, and a large island with bar stools.
A street view with a white picket fence, a parked car, and lush green trees.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • A quiet escape
    Guests like the location for the peace and quiet.
  • Discover nearby landmarks
    Near Duval Street

Popular amenities

  • Balcony
  • Outdoor pool
  • Barbecue grill
  • Air conditioning
  • Refrigerator
  • Washer

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.)
    ‪12 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Twin 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
Number of living rooms

Add dates for prices

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  • Pool
  • Kitchen
  • Washer
  • Dryer
9.4 out of 10, Exceptional, (26 reviews)
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About the neighborhood

Key West

Old Town Key West, a neighborhood in Key West, is home to this vacation 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 Florida Keys Beaches and South Beach. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with ecotours and cycling.
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Map
Key West, FL

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 - 6 min walk - 0.6 km
  • Ernest Hemingway Home and Museum - 11 min walk - 0.9 km

Getting around

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

Restaurants

  • ‪Margaritaville - ‬6 min walk
  • ‪Key Lime Pie Factory - ‬5 min walk
  • ‪Green Parrot Bar - ‬7 min walk
  • ‪Wendy's - ‬5 min walk
  • ‪The Bull & Whistle Bar - ‬5 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.

How much does it cost to stay at Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool?

As of Nov 6, 2026, prices found for a 1-night stay for 2 adults at Southern Escape at Truman Annex - 2 Bed / 2.5 Bath with Parking & Shared Pool on Nov 22, 2026 start from $411, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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.

How much is parking?

Onsite parking is available at the property.

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.

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

Check-out is at 10:00 AM.

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

Located in Old Town Key West, this vacation home is within a 5-minute walk of Harry S. Truman Little White House and Duval Street. Mallory Square and Florida Keys Beaches are also within 10 minutes.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
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

10/10

Check-in

9.6/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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

Beautiful place!

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

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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
Response from VrboOwner on Jun 24, 2025
Hi Karen, Thanks so much for your review. It appears that maybe you did not review all of the stay instructions as there are photos and pictures for the 2 keys provided and the FOB. Or which goes to foot gate around property and the other to the restroom at the pool. The FOB allows access into the pool. No other Keys and even the unit is keyless. I definitely recommend reviewing all the arrival instructions in future and they will help with your knowledge on the property to make your stay easier. Our office is also always available to assist and show you anything needed. Our complex has only 1 pool and is noted numerous times which to use because they are the rules of the HOA. Smaller or not that is the pool our guests are allowed to use. The others are for their shared communities. Even though all within the Annex each have separate neighborhoods. I am surprised no one asked for you to leave the other pool as we don’t even have keys to that one and also why we don’t. Traveling on a holiday weekend like Memorial Day as you did or in peak season can always be more expensive. If you want cheaper rates August & September are very discounted. We are glad overall you enjoyed your stay. Thanks for coming!
Verified review

10/10 Excellent

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
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