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A Buccaneer Bay at The Truman Annex in Key West

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

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
  • Southernmost Point
    ‪17 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Room options

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About the neighborhood

Key West

Located in Old Town Key West, this vacation home is within a 10-minute walk of popular sights such as Duval Street and Mallory Square. The vacation home includes a kitchen, a balcony, and a private yard.

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
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Other standard amenities include a washer/dryer, a private yard, and a coffee maker.

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

  • Smoking not allowed

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

  • This property doesn't allow pets

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • 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.

Property is also known as

2698-241263

Frequently asked questions

What's there to do close to this vacation home?

This vacation home is situated in Old Town Key West within a 10-minute walk of Duval Street and Mallory Square. You'll also find Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park less than a mile away.

Is there parking available at this vacation home?

No, this vacation home doesn't offer parking.

Is this vacation home associated with a casino?

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

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Is A Buccaneer Bay at The Truman Annex in Key West a good place to stay for couples?

Amenities at this vacation home that appeal to couples include a kitchen in each accommodation with kitchens in some.

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

No, this vacation home doesn't have a spa tub.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

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

Does this vacation home have connecting rooms?

No, there aren't connecting rooms at this vacation home.

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 (15 minutes by car).

Can I book a room with a balcony at A Buccaneer Bay at The Truman Annex in Key West?

Yes, every accommodation at A Buccaneer Bay at The Truman Annex in Key West comes with a balcony.

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