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A GULFSTREAM DRIFT at The Truman Annex in Key West

Top rated by guests

Outdoor dining

Private kitchen

Private kitchen

Private kitchen

Private kitchen

9.8Outstanding

(30 Ratings)

"The condo was really clean and well equipped. The location super walkable to everything we wanted to do. Would stay again! "

tiffany j.

Don't miss out! Price and availability may change

9.8 / 10.0

Outstanding(30 Ratings)

Apartment in Key West, FL

7 guests · 3 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Top-tier experienceA high end property in this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this apartment rental

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.
“Beginning January 2026, all properties in the Truman Annex will require a minimum of a 28 night stay”

Amenities at A GULFSTREAM DRIFT at The Truman Annex in Key West

Family friendly

Map of Key West, FL

city location on map

Nearby attractions

The Key West Butterfly and Nature Conservatory

Southernmost Point of the Continental U.S.A.

The Hemingway Home and Museum

Things to know

Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Expedia properties are professionally cleaned after each stay.

Booking feeNo booking fees, easy credit card payments.

Service feeThis helps Expedia provide a safer and more secure booking experience.

TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner Expedia

$$$$

Top rated by guests

9.8Outstanding

(30 Ratings)

"The condo was really clean and well equipped. The location super walkable to everything we wanted to do. Would stay again! "

tiffany j.

Don't miss out! Price and availability may change

$$$$

9.8 / 10.0

Outstanding(30 Ratings)

Apartment in Key West, FL

7 guests · 3 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Top-tier experienceA high end property in this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

Map of Key West, FL

city location on map

Nearby attractions

The Key West Butterfly and Nature Conservatory

Southernmost Point of the Continental U.S.A.

The Hemingway Home and Museum

About this apartment rental

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.
“Beginning January 2026, all properties in the Truman Annex will require a minimum of a 28 night stay”

Amenities

Family friendly

Things to know

Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Expedia properties are professionally cleaned after each stay.

Booking feeNo booking fees, easy credit card payments.

Service feeThis helps Expedia provide a safer and more secure booking experience.

TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner Expedia

Ratings and reviews

9.8 / 10.0

Outstanding(30 Ratings)

10.0 / 10.0

The condo was really clean and well equipped. The location super walkable to everything we wanted to do. Would stay again!

10.0 / 10.0

Terrific location, great views, convenient to everything, and the apartment was beautiful!! Would stay again for sure!!

10.0 / 10.0

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.

8.0 / 10.0

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.

10.0 / 10.0

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful sunsets, walking to Mallory Square and Duval Street the location could not be better. Beautiful condo with everything needed to make your stay memorable. 5 stars

10.0 / 10.0

Great place in a great location!

10.0 / 10.0

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was a fabulous rental. Space was enough to allow each family their own BR and bath. Location was awesome.The views from the deck were unbelievable. We would highly recommend.Initially the coffee pot did not work correctly but one visit to the office and it was immediately replaced!

10.0 / 10.0

Outstanding location and scenery from terrace. Loved the accommodations and could walk to night life and restaurants.

10.0 / 10.0

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We spent a week in this unit and couldn't have been happier. Well stocked kitchen, large bedrooms and an amazing balcony. Plenty of beach towels and even several beach chairs. We would stay here again in the future.

10.0 / 10.0

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Three couples we have stayed here last two years. Just booked again for next year. This unit is the best. Large and plenty of room. Everything you will need is here. Outstanding view and location.

10.0 / 10.0

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Excellent!

10.0 / 10.0

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location in the Truman Annex. Perfect for 6 adults. Beautiful sunsets.

10.0 / 10.0

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a fabulous time in our 3br, 3br unit. The staff at Compass Realty were very responsive and helpful. Overall we had a ball.

10.0 / 10.0

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The unit was amazing and well appointed. Would rent again. The management company was excellent.

FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at A GULFSTREAM DRIFT at The Truman Annex in Key West. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

Is A GULFSTREAM DRIFT at The Truman Annex in Key West pet friendly?

Unfortunately, this apartment is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at A GULFSTREAM DRIFT at The Truman Annex in Key West?

We found 1 amenities for this rental. This includes , and family friendly.

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