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

Vacation home near Duval Street in Key West

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

A spacious living room with a glass coffee table, white wicker chairs, a grey sofa, and a ceiling fan.
A bedroom with a bed, a desk, a chair, a ceiling fan, and a view of the outdoors.
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a white picket fence.
A rooftop with a view of a white building and lush greenery.
A gated entrance with a number sign, a patio area with chairs, and a brick building with windows.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms3 bathrooms1216 sq ft

Popular amenities

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

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

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About the neighborhood

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. Harry S. Truman Little White House and Mel Fisher Maritime Museum are also within half a mile (1 km).
View more Vacation Homes in Key WestOpens in a new window

What's nearby

  • Key West Naval Station - 1 min walk - 0.1 miles
  • 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

Getting around

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

Restaurants

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

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!

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Property amenities

Beach

  • Beach towels

Pool/Spa

  • Communal pool
  • Heated pool
  • Outdoor pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near the marina

Things to do

  • Heated pool
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling 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

General

  • Garden
  • Recycling
  • Unit size: 1,216 square feet

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 Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking 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 Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking 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 Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking?

No, there is no casino at this vacation home.

What time is check-in at Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking?

Check-in begins at 4:00 PM.

Is there free parking at Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking?

Free parking is not available at this vacation home.

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

This vacation home features an outdoor pool.

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

There are no spa services available at this vacation home.

How close is Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking to downtown Key West?

This vacation home is 0.3 mi away from Key West.

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

Reviews

10

Exceptional

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

Reviews

Verified review

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 review

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 review

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 review

10/10 Excellent

Steven C.

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

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 review

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

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