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Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking

Photo gallery for Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking

Terrace/patio
Terrace/patio
Exterior detail
Terrace/patio
Property grounds

Reviews

10 out of 10, Loved by Guests
Top 10% based on
2 bedrooms2+ bathroomsSleeps 61216 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space

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 · Bathtub or shower · Bathtub · Toilet · Hair dryer

Bathroom 3

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking


Welcome to Banana Wind — Your Perfect Key West Retreat!

Located in the charming Truman Annex Foundry Building, Banana Wind offers a spacious and stylish 2-bedroom, 2.5-bath townhome just steps away from the best of Old Town Key West.

This beautifully maintained condo comfortably sleeps up to 6 guests with a king bed in the primary suite and two twin beds in the guest room (convertible to a king upon request). A cozy sofa bed in the living room provides extra sleeping space for your group.

Prime Location:
Just 3 blocks from bustling Duval Street, 2 blocks to the serene Truman Waterfront, and only half a mile from Fort Zachary Taylor Beach. Walk to restaurants, shops, nightlife, and historic sights — no car needed!

Inside Your Home Away From Home:

First Floor: Bright and inviting living room with oversized windows, a sleeper sofa, and plenty of seating. Enjoy meals around the formal dining table for six, and prepare your favorites in the fully equipped modern kitchen with full-size appliances and all the utensils you’ll need. A convenient powder room completes this level.

Second Floor: Relax in the spacious primary suite featuring a king bed, flat-screen TV, work desk, ample storage, and a private balcony perfect for morning coffee. The ensuite bath includes a shower and bathtub. Laundry facilities are also located on this floor.

Third Floor: The guest bedroom offers two twin beds (convertible to king), a workspace, generous storage, and a private ensuite bathroom.

Outdoor Perks:
Enjoy the fenced courtyard and front lanai with comfortable outdoor seating and a gas grill — ideal for unwinding after a day of exploring.

Community Amenities:
Take a refreshing dip in the shared pool, complete with lounge chairs and a restroom. Towels are provided inside the condo. One assigned parking space is included for your convenience.

Need More Space?
Traveling with a larger group? Check out our sister properties, Unit 18 and Unit 20 (Southern Escape), located right next door with identical layouts and amenities.

Banana Wind is the ideal home base for your Key West getaway, combining comfort, convenience, and a prime location to help you experience all the island’s must-see spots.

Book now and start your unforgettable Key West adventure!
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Outdoor Space

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House Rules

default

Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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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

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. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching.
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Map
Key West, FL

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 - 6 min walk - 0.6 km
  • Florida Keys National Marine Sanctuary - 8 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 11 min walk - 0.9 km

Getting around

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

Restaurants

  • ‪Key Lime Pie Factory - ‬5 min walk
  • ‪Fogarty's and Flying Monkey's - ‬5 min walk
  • ‪The Bull & Whistle Bar - ‬5 min walk
  • ‪Cuban Coffee Queen - ‬5 min walk
  • ‪Caroline's Cafe - ‬6 min walk

Frequently asked questions

Does Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking have a pool?

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

How much does it cost to stay at Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking?

As of Mar 28, 2026, prices found for a 1-night stay for 2 adults at Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking on May 4, 2026 start from $267, 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 Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

Where is Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking 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. Florida Keys Beaches and Mallory Square are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

John C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time in a great location to enjoy Key West.
Stayed 9 nights in Nov 2025
Verified

10/10 Excellent

Barbara M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, very quiet, clean, everything walkable, all we needed in the kitchen, tv controls very confusing, overall excellent stay!
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

Patti R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Very responsive management.
Stayed 14 nights in Jan 2026
Verified

10/10 Excellent

Steven C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Outstanding location and unit!!!
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Sandra B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
When we arrived we found everything was ready for us to just come in and start enjoying Key West life. (We wish our weather could have been more enjoyable, but we found a lot of other ways to enjoy our stay).We appreciated all of the amenities and cannot think of one thing that we needed or wanted that was not readily available. Thanks to all involved for a wonderful vacation on a wonderful island!Thank you
Stayed 28 nights in Feb 2026
Verified

10/10 Excellent

Angie E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Checked with host and we were able to do an early check in and late check out which was so helpful! Beautiful quiet neighborhood yet close to all the nightlife so best of all worlds. Overall the property was in updated and great condition - they do need to update some of the kitchen basics (utensils, cookware).
Stayed 7 nights in Dec 2025

About the host

Hosted by Conch Collection

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Languages:

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