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A Gulfstream Drift at The Truman Annex in Key West

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Photo gallery for A Gulfstream Drift at The Truman Annex in Key West

A balcony with two lounge chairs, a view of the ocean, and a white building in the background.
A modern multi-story hotel with balconies, a covered parking area, and lush greenery.
A rectangular pool with blue lounge chairs and palm trees around it.
A spacious living room with a large window, a dining area, and a separate kitchen.
A pathway lined with palm trees and tropical plants, leading to a marina with sailboats.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Duval Street
3 bedrooms3 bathroomsSleeps 7

Popular amenities

  • Heated pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Balcony
The current price is £21,507
£768 per night
includes taxes & fees
16 May - 13 Jun 2027

Explore the area

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

Rooms & beds

3 bedrooms (sleeps 7)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Single Bed and 1 Queen Bed

3 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub · Toilet · Shower only

Spaces

Kitchen
Balcony
Separate dining area
The current price is £21,507
£768 per night
includes taxes & fees
16 May - 13 Jun 2027

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About this property

A Gulfstream Drift at The Truman Annex in Key West

Imagine yourself watching the sunset over the ocean from the huge penthouse balcony. This tropical retreat in Paradise has 2000 square feet of living space providing plenty of room for comfort and entertaining. The three large bedrooms have ocean views with en suite bathrooms in the master and king guest bedrooms. The third bedroom has a queen & one twin bed. The property is fully furnished and professionally decorated in a tropical theme complete with central AC, kitchenware, linens, TV, radio, cable internet with wifi, and a work desk in each bedroom. Other amenities are an elevator, covered private parking, nearby community pool and local professional management. This Harbour Place condo is conveniently located in prestigious Truman Annex in the Heart of Old Town, about 3 blocks from fabulous activities, shops and restaurants on Duval Street and about 1/4 mile from Fort Zachary Taylor State Park. This is Key West living at its finest for a vacation you will treasure.
Please note: This property has a 28 night minimum stay
Our prices include all fees. No hidden fees.

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 4696472
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
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
On-site 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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

Frequently asked questions

Does A Gulfstream Drift at The Truman Annex in Key West have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at A Gulfstream Drift at The Truman Annex in Key West?

As of 20 Aug 2026, prices found for a 1-night stay for 2 adults at A Gulfstream Drift at The Truman Annex in Key West on 16 May 2027 start from £21,507, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is A Gulfstream Drift at The Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking at A Gulfstream Drift at The Truman Annex in Key West?

On-site parking is available at the property.

What time is check-in at A Gulfstream Drift at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at A Gulfstream Drift at The Truman Annex in Key West?

Checkout is at 10:00 AM.

Where is A Gulfstream Drift at The Truman Annex in Key West located?

Located in Old Town Key West, this condo building is within a 5-minute walk of Harry S. Truman Little White House and Duval Street. Florida Keys Beaches and Mallory Square are also within 10 minutes.

A Gulfstream Drift at The Truman Annex in Key West Reviews

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