Entire home

A Buccaneer Bay at The Truman Annex in Key West

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Photo gallery for A Buccaneer Bay at The Truman Annex in Key West

Terrace/patio
Pool
Flat-screen TV
Exterior
3 bedrooms, free Internet, bed sheets

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 6

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

View in a map
Key West, FL
  • Place, Harry S. Truman Little White House
    ‪3 min walk‬
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Mallory Square
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Room options

Similar properties

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.

Primary 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 ensuite 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

Please note: This property is monthly rental -This property has a 28 night minimum stay
During your stay at this vacation home, you're just a quick walk from Duval Street. Free WiFi in public areas and laundry facilities are available. The vacation home includes amenities such as a kitchen and a washer/dryer.
  • Air-conditioned home with kitchen, washer/dryer, and 3 bathrooms
  • Free WiFi in some public areas
  • Amenities include laundry facilities
  • Within a 10-minute walk of Duval Street and Mallory Square
This vacation home offers its guests laundry facilities. Public spaces have free WiFi.

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the house: Free internet

Parking and transport

  • 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
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

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

2698-241263

A Buccaneer Bay at The Truman Annex in Key West Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 6 out of 7 reviews
Rating 8 - Good. 1 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Verified traveller

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