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A GULFSTREAM DRIFT at The Truman Annex in Key West

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Outdoor dining
Fridge, microwave, oven, stovetop
Exterior
Living area
Pool

Reviews

9.8 out of 10
Exceptional

Entire condo

3 bedrooms3 bathroomsSleeps 72050 sq ft

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Free WiFi
  • Air conditioning

Explore the area

Map
Key West, Florida
  • Duval Street
    ‪4 min walk‬
  • Mallory Square
    ‪5 min walk‬
  • Southernmost Point
    ‪20 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

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About the neighborhood

Key West

Located in Old Town Key West, this condo is within a 5-minute walk of Duval Street and within 15 minutes of other popular attractions like Mallory Square. The condo includes a kitchen, a balcony, and a refrigerator.
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What's nearby

  • Duval Street - 4 min walk - 0.3 miles
  • Mallory Square - 5 min walk - 0.3 miles
  • Ernest Hemingway Home and Museum - 12 min walk - 0.7 miles
  • Southernmost Point - 20 min walk - 1.1 miles
  • Fort Zachary Taylor Historic State Park - 3 min drive - 0.9 miles

Getting around

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

Restaurants

  • ‪Bull & Whistle Bar - ‬5 min walk
  • ‪Hog's Breath Saloon - ‬5 min walk
  • ‪Captain Tony's Saloon - ‬5 min walk
  • ‪Caroline's Cafe - ‬8 min walk
  • ‪Key Lime Pie Factory - ‬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.
The condo is air-conditioned and features a kitchen, 3 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Guests can expect to find free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Property manager

Compass Realty Vacation Rentals & Property Management

Languages

English

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Property amenities

Pool/Spa

  • Communal 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

Outdoor areas

  • Balcony

Laundry

  • Laundry facilities
  • Washing machine

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

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

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 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
  • Check-in: 4:00 PM
  • 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.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

2698-193298

Frequently asked questions

What's there to see near this condo?

This condo is situated in Old Town Key West within a 10-minute walk of Duval Street, Mallory Square, and Florida Keys Beaches. You'll also find Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum within a short drive.

Is parking available on site at this condo?

No, this condo doesn't offer parking.

Is this condo adjacent to a casino?

No, this condo is not connected to a casino.

Will I find an indoor pool at this condo?

No, there is no indoor pool at this condo.

What do couples enjoy most about A GULFSTREAM DRIFT at The Truman Annex in Key West?

Couples will appreciate amenities at this condo, including a kitchen in each condo unit plus kitchens and ocean views in some.

Does A GULFSTREAM DRIFT at The Truman Annex in Key West have a hot tub?

No, this condo doesn't have a spa tub.

Does this condo provide breakfast?

No, this condo doesn't offer breakfast.

Will this condo allow pets to stay free of charge?

No, pets aren't allowed at this condo.

Does this condo have connecting rooms?

No, this condo doesn't feature connecting guestrooms.

How far is the airport from this condo?

The closest major airport to this condo is Key West Intl. Airport (EYW), which is 4.1 mi away (14 minutes by car).

Are there rooms with balconies at A GULFSTREAM DRIFT at The Truman Annex in Key West?

Yes, every condo unit at A GULFSTREAM DRIFT at The Truman Annex in Key West comes with a balcony with some featuring ocean views.

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

Traveled 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