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A Gulfstream Drift at The Truman Annex in Key West

Condo near Duval Street in Key West

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

Property grounds
Outdoor dining
Living area
Property grounds
Property grounds

Reviews

9.8 out of 10
Exceptional

Entire condo

3 bedrooms3 bathroomsSleeps 7190 sq m

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

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

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About the area

Key West

Seaside stay .Within a 10-minute walk of this Old Town Key West condo, you'll find Duval Street and Florida Keys Beaches. Harry S. Truman Little White House and Mel Fisher Maritime Museum are also within half a mile (1 km).
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What's nearby

  • Harry S. Truman Little White House - 1 min walk - 0.0 km
  • Duval Street - 4 min walk - 0.4 km
  • Mallory Square - 5 min walk - 0.4 km
  • Key West Aquarium - 5 min walk - 0.4 km
  • Florida Keys National Marine Sanctuary - 9 min walk - 0.8 km

Getting around

  • Key West Intl. Airport (EYW) - 14 min drive

Restaurants

  • ‪Key Lime Pie Factory - ‬5 min walk
  • ‪Captain Tony's Saloon - ‬5 min walk
  • ‪Fogarty's and Flying Monkey's - ‬5 min walk
  • ‪The Bull & Whistle Bar - ‬5 min walk
  • ‪Cuban Coffee Queen - ‬5 min walk

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

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

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Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 private bathrooms
  • Bathtub
  • Bathtub or shower
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Elevator
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Golf
  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

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 (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,050 square feet

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

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 indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher 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
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. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

2698-193298

Frequently asked questions

How close is A Gulfstream Drift at The Truman Annex in Key West to the airport?

This condo is 4.1 mi (14-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does A Gulfstream Drift at The Truman Annex in Key West have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is A Gulfstream Drift at The Truman Annex in Key West to the beach?

This condo is a short 9-minute walk from Florida Keys Beaches and 1.1 mi (9-min drive) from South Beach. Don't forget your sunscreen!

Does A Gulfstream Drift at The Truman Annex in Key West offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at A Gulfstream Drift at The Truman Annex in Key West?

No, there is no casino at this condo.

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

Check-in begins at 4:00 PM.

Is there free parking at A Gulfstream Drift at The Truman Annex in Key West?

Free parking is not available at this condo.

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

Yes, there's a heated pool.

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

There are no spa services available at this condo.

How close is A Gulfstream Drift at The Truman Annex in Key West to downtown Key West?

This condo is 0.3 mi away from Key West.

A Gulfstream Drift at The Truman Annex in Key West Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 27 out of 30 reviews
Rating 8 - Good. 3 out of 30 reviews
Rating 6 - Okay. 0 out of 30 reviews
Rating 4 - Poor. 0 out of 30 reviews
Rating 2 - Terrible. 0 out of 30 reviews

9.8/10

Cleanliness

8.0/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

tiffany j.

Liked: Cleanliness
The condo was really clean and well equipped. The location super walkable to everything we wanted to do. Would stay again!
Stayed 7 nights in May 2025

10/10 Excellent

Stacey K.

Liked: Cleanliness

Family Trip

Terrific location, great views, convenient to everything, and the apartment was beautiful!! Would stay again for sure!!
Stayed 7 nights in May 2025

10/10 Excellent

John T.

Liked: Cleanliness

Didn’t want to leave

Liked everything about this place, the location and view is 1st rate.The only complaint I heard from our group of 6, was that we had to buy toilet paper and paper towels. Thought for the price they should be included. Having to tear down the linen and place in the laundry is also too much.
Stayed 7 nights in May 2025

8/10 Good

Maureen G.

Liked: Cleanliness

Great location

Comfortable condo, fabulous views, and w Some things did not make it They’re not walking distance to everywhere we wanted to go. Unfortunately communications with the realtor were less than ideal and parking became an unexpected issue.
Stayed 10 nights in Jul 2024

10/10 Excellent

Lonnye

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
Great place in a great location!
Stayed 7 nights in Jun 2024

10/10 Excellent

Kenneth W., Utica, NY

Liked: Cleanliness

Key West

Outstanding location and scenery from terrace. Loved the accommodations and could walk to night life and restaurants.
Stayed 7 nights in Apr 2023

10/10 Excellent

Darr M.

Liked: Cleanliness

Highly recommend

This is the 2nd year in a row that I’ve stayed at this property and it’s an awesome condo
Stayed 7 nights in Jun 2022

10/10 Excellent

Cheryl H.

Liked: Cleanliness

Relaxing week - 6 friends!

The view was spectacular! Fully stocked kitchen and bar area! Plenty of towels, including beach towels, 5 beach chairs and 2 umbrellas. Plenty of room for 3 couples! Definitely on our return property list!!
Stayed 7 nights in Apr 2022

8/10 Good

Karen B.

Liked: Cleanliness

Another day in paradise

This property was as advertised….beautiful spacious condo with all the amenities. The view from the balcony was breath taking! The only negative was the community pool. It was not well maintained…the worse thing was the dog fecees on the walk on the edge of the pool. It remained there for several days…we did not use the pool after that.
Stayed 7 nights in Oct 2021

10/10 Excellent

Rob M., Blythewood, SC

Liked: Cleanliness

Truman Annex

My family (6 people 16+) LOVED this property. It is very spacious, has a great view of the water, and is convenient to downtown Key West.
Stayed 7 nights in Jul 2021

10/10 Excellent

Darr M.

Liked: Cleanliness

Great property

This condo was spectacular. I would highly recommend this property. Great location and amazing view and location
Stayed 7 nights in Jul 2021

10/10 Excellent

Janine M., Allentown, PA

Liked: Cleanliness

Everything you could ask for.

We had an incredible week at this beautiful condo. The condo had everything you could ask for. Enough starter soap, tp, and paper towels that our family of 5 adults didn’t need to restock. The kitchen had every appliance you could need. The bedrooms are large and well stocked with pillows, blankets, towels. The beds were quite comfortable. The condo is well stocked with beach towels, chairs and coolers, so we were all set for our day at Ft. Zachary Taylor park. They even had books for those of us who didn’t bring any to borrow. The sunset from the balcony was gorgeous. We could just sit with a beverage on the big balcony and watch the sun sink into the ocean. And after our excursions out to Duvall St., it was wonderful to come back to the peace, quiet, and beauty of Truman Annex. We would stay here again in a heartbeat.
Stayed 7 nights in Jun 2021

10/10 Excellent

Bjorn H., Cherry Hill, NJ

Liked: Cleanliness

Great location, views and overall wonderful experience!!!

The property description is accurate. This is an awesome place. I will definitely be going back here!
Stayed 7 nights in Jun 2021

10/10 Excellent

Janet H.

Liked: Cleanliness

Perfect Property

Three couples stayed in this property while vacationing in Key West. It worked out perfectly for all of us! The balcony area was better than Mallory Square for the sunsets. Property was clean and had everything we needed. We were able to walk wherever we wanted to go. We would definitely stay here again!

10/10 Excellent

Holly A.

Liked: Cleanliness

Stunning Stay🌞

Our family had a fantastic time this week! The condo was very clean, with spacious rooms, cozy decor and the most spectacular sunsets in Key West!!! Every year we spend time in Key West. We would definitely come back again! The location is great. The only comments are the cooktop and oven took a very long time to heat and the microwave is an original. They should be updated.
Stayed 7 nights in Jul 2020

10/10 Excellent

George A.

Liked: Cleanliness

1 week

Awsome
Stayed 7 nights in Jul 2020

10/10 Excellent

Stephanie G.

Liked: Cleanliness

Wonderful location beautiful views

Family of 6 adults! This property was very spacious and clean. The porch was our favorite spot! We were able to watch the commissioning and departure of USS Billings naval ship as well as the cruise ships. . Short walking distance to Duval Street and then back to the quiet of the Truman Annex. We are already planning a return trip and hoping this condo is available. I would rank this as a perfect spot!!! The only suggestion would be to make the pool location easier identifiable for quest. We had a wonderful time and enjoyed every minute of our trip.
Stayed 7 nights in Aug 2019