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

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

TV
Property grounds
A gated entrance with a number sign, a patio area with chairs, and a brick building with windows.
2 bedrooms, iron/ironing board, WiFi, bed sheets
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a white picket fence.

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

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 Florida Keys Beaches. The vacation home includes a kitchen, a balcony, and a dining area.
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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

  • ‪The Bull & Whistle Bar - ‬5 min walk
  • ‪Key Lime Pie Factory - ‬5 min walk
  • ‪Wendy's - ‬5 min walk
  • ‪Cuban Coffee Queen - ‬5 min walk
  • ‪Fat Tuesday - ‬6 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!
The vacation home is air-conditioned and features a kitchen, 2.5 bathrooms, and a balcony. There's space to spread out with 2 bedrooms and a dining area. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Similar properties

Front of property - evening/night
Opal Key Resort & Marina, Key West
Old Town Key West
  • Pool
  • Hot tub
  • Spa
  • Pet friendly
9.2 out of 10, Wonderful, 1,160 reviews
$294 nightly
The price is $331
Jul 27 - Jul 28
Total with taxes and fees
Opal Key Resort & Marina, Key West

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

  • 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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 28

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.

Frequently asked questions

What can I see near this vacation home?

This vacation home is situated in Old Town Key West within a 10-minute walk of Duval Street, Florida Keys Beaches, and Mallory Square. 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 Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking?

No, there isn't parking available at the vacation home.

Is this vacation home next to a casino?

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

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

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

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

Does this vacation home allow pets to stay for free?

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

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

No, this vacation home doesn't feature connecting guestrooms.

What is the closest airport to 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 Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking?

Yes, every house at Banana Wind at Truman Annex - 2 Bed / 2.5-Bath Condo w/ Shared Pool & Parking comes with a balcony.

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

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