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A Buccaneer Bay at The Truman Annex in Key West

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Outdoor dining
Coffee/tea maker, toaster, cleaning supplies
3 bedrooms, free internet, bed sheets
Pool
Exterior

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 6

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Air conditioning
  • Outdoor Space
  • Free WiFi

Explore the area

Map
Key West, Florida
  • Duval Street
    ‪5 min walk‬
  • Mallory Square
    ‪8 min walk‬
  • Ernest Hemingway Home and Museum
    ‪9 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Room options

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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 Mallory Square. Jackson Square and Harry S. Truman Little White House are also within half a mile (1 km).

What's nearby

  • Duval Street - 5 min walk - 0.3 miles
  • Mallory Square - 8 min walk - 0.5 miles
  • Ernest Hemingway Home and Museum - 9 min walk - 0.5 miles
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.5 miles
  • Southernmost Point - 17 min walk - 0.9 miles

Getting around

  • Key West Intl. Airport (EYW) - 15 min drive

Restaurants

  • ‪Margaritaville - ‬5 min walk
  • ‪Blue Heaven - ‬10 min walk
  • ‪Green Parrot Bar - ‬7 min walk
  • ‪Willie T's - ‬6 min walk
  • ‪Mattheessen's - ‬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.

A Buccaneer Bay at The Truman Annex in Key West

Searching for the perfect vacation home away from it all? Your hunt ends in Key West! Discover BUCCANEER BAY, a tastefully decorated 2-story townhome that epitomizes island living at its finest and offers all of the comforts of home. Best of all, this home is nestled in a palm tree lined residential community only two blocks from the world-famous Duval Street, two blocks from the nightly sunset celebration at Mallory Square, and less than a half mile from the beach at Fort Zachary Taylor State Park. Break away from the ‘high seas’ of everyday life while you settle into BUCCANEER BAY for what’s sure to be a treasured Key West vacation!
The double set of French Doors on the back of the home open up to provide a spacious tropical indoor/outdoor living space. A large flat screen HD SMART TV hangs on the wall in front of comfortable seating options. The fully equipped kitchen has all of the appliances and tools needed to prepare meals at home, on those nights that you dine in. Take your pick of dining indoors or out at the dining sets with seating for four.
Truman Annex is the most exclusive private residence community in Old Town Key West. Located just off the main drag of Duval Street, Truman Annex is an oasis of calm, quiet streets lined with palm trees and beautiful Floridian homes. Within Truman Annex, this home is tucked away at the end of Porter Lane. The entrance to Truman Annex is secured by a 24-hour staffed guard gate and you can use the residential entry gate keys to come and go on foot at night. The community pool is just around the corner, with plenty of chaises and restrooms for convenience.

Master Bedroom: Located on the Second Floor with a King bed, a large flat screen TV, high vaulted ceilings, plenty of closet space, a private balcony, and an en suite bathroom with a walk-in shower.

Second Bedroom: Located on the Second Floor with a Queen Bed, a flat screen TV, a private balcony, and an en suite bathroom with a shower and tub combination.

Third Bedroom: Located on the First Floor with a Queen bed, a flat screen TV, and an en suite bathroom with a walk-in shower.

Property includes..
Washer and Dryer, Central Heat and A/C, Ceiling Fans, Flat Screen TVs in Living Room & All Bedrooms, Fully Equipped Kitchen, Starter supply of paper products & cleaning supplies, Linens and Towels provided, Wireless high-speed Internet access & full cable included.


** Fully Fenced & Lushly Landscaped Private Yard

** Community Pool Access

** Designated Covered Off-Street Parking (one space)

** This property will accommodate up to 6 adults

** No Pets Allowed

Property manager

Compass Realty Vacation Rentals & Property Management

Languages

English

Similar properties

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the house: Free internet

Parking and transportation

  • Onsite parking includes off-street options

Kitchen

  • Cleaning supplies
  • Coffee/tea maker
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 private bathrooms
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Flat-screen TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Fully-fenced
  • Yard

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Ceiling fan

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

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

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
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 professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited.

Property is also known as

2698-241263

Frequently asked questions

How close is A Buccaneer Bay at The Truman Annex in Key West to the airport?

This vacation home is 4.2 mi (15-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does A Buccaneer Bay at The Truman Annex in Key West have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is A Buccaneer Bay at The Truman Annex in Key West to the beach?

This vacation home is a short 13-minute walk from Florida Keys Beaches and 11-minute walk from Truman Beach. Don't forget your sunscreen!

Does A Buccaneer Bay at The Truman Annex in Key West offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at A Buccaneer Bay at The Truman Annex in Key West?

No, there is no casino at this vacation home.

What time is check-in at A Buccaneer Bay at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

Is there free parking at A Buccaneer Bay at The Truman Annex in Key West?

Free parking is not available at this vacation home.

Does A Buccaneer Bay at The Truman Annex in Key West have a pool?

Yes, there's a pool.

Does A Buccaneer Bay at The Truman Annex in Key West have a spa?

There are no spa services available at this vacation home.

How close is A Buccaneer Bay at The Truman Annex in Key West to downtown Key West?

This vacation home is 0.2 mi away from Key West.

A Buccaneer Bay at The Truman Annex in Key West Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 5 out of 6 reviews
Rating 8 - Good. 1 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

10/10 Excellent

Verified traveler

Liked: Cleanliness

Songwriters festival with friends

Great spot a trip with guys. 3 bedrooms each with its own bathroom. Great location and neighborhod. Would definitely stay again.
Stayed 9 nights in Apr 2025

10/10 Excellent

Matthew P.

Liked: Cleanliness

Awesome Vacation

Had a wonderful time at Buccaneer Bay! This property is great! Very clean and just the right size for our group of 6.
Stayed 7 nights in Apr 2023

10/10 Excellent

Tara C.

Liked: Cleanliness

Girls trip

This property is a great location. The only issue is there’s only one parking spot.
Stayed 7 nights in Mar 2023