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A GULFSTREAM DRIFT

Guest Rating:

Sleeps 7, 3 bedrooms, 3 bathrooms. No pets allowed.

Key West, Florida 33040 United States

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

Rooms and Amenities
Property Type	Condominium, 1 story
Unit Code	HP319
Beds	1 king bed, 1 queen bed, 1 twin bed
Bathrooms	3 bathrooms
Rooms	Sleeps 7
Floor Area	2050 square feet
Pets	No pets allowed.
Standard Amenities	combination tub/shower, king, queen, shower, toilet, twin/ single, botanical garden, churches, cinemas, library, live theater, marina, museums, playground, reefs, restaurants, Satellite / Cable, Television, Air Conditioning, Clothes Dryer, Elevator, Internet, Iron & Board, Linens Provided, Living Room, Parking, Towels Provided, Washing Machine, Wifi, Free Wifi, Coffee Maker, Dishes & Utensils, Dishwasher, Ice Maker, Kitchen, Microwave, Oven, Refrigerator, Stove, Toaster, Dining Table, antiquing, beachcombing, bird watching, photography, scenic drives, sight seeing, walking, Beach, Downtown, Near The Ocean, Ocean View, Oceanfront, Water View, Waterfront, Balcony, Communal Pool, Heated Pool, basketball court, cycling, deepsea fishing, fishing, golf, jet skiing, sailing, scuba diving or snorkeling, snorkeling, swimming, children welcome, non smoking only, pets not allowed, Minimum Age Limit for Renters, flexible, negotiable, not necessary, Guests provide their own meals, Dining Room, Adventure, Away From It All, Family, Historic, Romantic, Tourist Attractions, Outdoor lighting, Deadbolt lock on entryway, Smoke detectors, Fire extinguisher, Enhanced cleaning practices, Clean with disinfectant, High touch surfaces cleaned with disinfectant, Towels and bedding washed in water that's at least 60sC/140sF

Average Manager Rating (Based on 2093 reviews)
Services from rental manager	Overall satisfaction

Average Vacation Rental Rating (Based on 18 reviews)
Property condition	Location	Cleanliness	Overall satisfaction
94% of our reviewers would recommend this vacation rental.

Vacation Rental Reviews

319

Stayed 8 days ending in November, 2025
- Location
- Cleanliness
- Services from rental manager
- Overall satisfaction
Property condition:

Paul B from venice, FL recommends this vacation rental

Excellent stay!
2025 Vacation

Stayed 7 days ending in August, 2025
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- Cleanliness
- Services from rental manager
- Overall satisfaction
Property condition:

Tracy R from Emporium, PA recommends this vacation rental

The condo was beautiful!!!!!
The only down was the pool area wasn't very clean due to animal feces, but other than that it was an amazing vacation and we would stay there again!
Love the Truman Annex

Stayed 9 days ending in May, 2025
- Location
- Cleanliness
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- Overall satisfaction
Property condition:

Kenneth W from Utica, NY does not recommend this vacation rental.

Great unit everything you need or wanted. Great views. Location is fantastic close to everything. The only problem is a 10 day stay isn’t good enough anymore. We can’t go back anymore because we don’t meet the 28 day minimum stay. Thanks to the city of Key West. Very curious to see how that works for them.
Great location

Stayed 7 days ending in July, 2024
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Property condition:

Jack H from Colorado Springs, CO recommends this vacation rental

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
Amazing Sunsets Every Night!

Stayed 7 days ending in June, 2024
- Location
- Cleanliness
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Property condition:

Becky C from Saint Louis, MO recommends this vacation rental

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.
Adult Family Vacation

Stayed 7 days ending in May, 2024
- Location
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- Overall satisfaction
Property condition:

Linda G from Wichita, KS recommends this vacation rental

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!
Great place

Stayed 7 days ending in April, 2024
- Location
- Cleanliness
- Services from rental manager
- Overall satisfaction
Property condition:

Kenneth W from Utica, NY recommends this vacation rental

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.
Key West in November

Stayed 15 days ending in November, 2023
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- Cleanliness
- Services from rental manager
- Overall satisfaction
Property condition:

Paul B from venice, FL recommends this vacation rental

Excellent!
Perfect place.

Stayed 7 days ending in July, 2023
- Location
- Cleanliness
- Services from rental manager
- Overall satisfaction
Property condition:

Scott M from Southport, NC recommends this vacation rental

Great location in the Truman Annex. Perfect for 6 adults. Beautiful sunsets.
Key West 2022

Stayed 14 days ending in November, 2022
- Location
- Cleanliness
- Services from rental manager
- Overall satisfaction
Property condition:

Paul B from venice, FL recommends this vacation rental

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.
Key West Adventure

Stayed 7 days ending in September, 2022
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- Cleanliness
- Services from rental manager
- Overall satisfaction
Property condition:

Donna K from Sonora, CA recommends this vacation rental

The unit was amazing and well appointed. Would rent again. The management company was excellent.
Wonderful stay

Stayed 7 days ending in April, 2022
- Location
- Cleanliness
- Services from rental manager
- Overall satisfaction
Property condition:

John S B from Kennett Square, PA recommends this vacation rental

This condo was beautifully decorated, clean and in a great location. The best part though was the view! Calming views any time of day and gorgeous sunsets. We concluded that the balcony was a great spot in which to make plans but then we found we loved to simply linger right there!
Another day in paradise

Stayed 7 days ending in October, 2021
- Location
- Cleanliness
- Services from rental manager
- Overall satisfaction
Property condition:

a guest from Murrells Inlet , SC recommends this vacation rental

The condo was beautiful...wonderful amenities and very comfortable. Can’t say enough about the view. It was everything it was advertised. The only disappointment was the community pool. It was not maintained and there was dog waste along the edge of the pool that was left there several days. We decided not to use the pool☹️
Everything you could want.

Stayed 7 days ending in June, 2021
- Location
- Cleanliness
- Services from rental manager
- Overall satisfaction
Property condition:

a guest from Milford, PA recommends this vacation rental

This condo had everything we could want for a fabulous week in Key West. Plenty of towels, soap, tp, kitchen appliances, etc. A perfect sunset view every night. And best of all, a quiet oasis only a short walk from Duvall St.
Great location, layout, views, comfort....A++++

Stayed 7 days ending in June, 2021
- Location
- Cleanliness
- Services from rental manager
- Overall satisfaction
Property condition:

a guest from Cherry Hill, NJ recommends this vacation rental

This is a great condo with plenty of space. Clean, comfortable, great layout. Will definitely go back. The property description is accurate. Compass is responsive to any needs
Wonderful time

Stayed 8 days ending in May, 2021
- Location
- Cleanliness
- Services from rental manager
- Overall satisfaction
Property condition:

Brittany V from Taunton, MA recommends this vacation rental

A beautiful property for our family vacation! Plenty of space and an amazing view of the sunset every night!
Fantastic stay at Truman Annex

Stayed 7 days ending in January, 2021
- Location
- Cleanliness
- Services from rental manager
- Overall satisfaction
Property condition:

a guest from Gibralter, MI recommends this vacation rental

My family and I stayed at the Gulfstream Drift property.
Absolutely beautiful unit! Well maintained and has a great view of the Gulf! We will be coming back and asking for the same unit if possible. This is a must to stay if your here for a week or more.
Keys trip Oct 2020

Stayed 7 days ending in October, 2020
- Location
- Cleanliness
- Services from rental manager
- Overall satisfaction
Property condition:

Victor D from Ooltewah, TN recommends this vacation rental

The property is beautiful and in a great location. Unit is in dire need of updating both the kitchen and baths as well as the furniture. Beds were very uncomfortable to sleep in.

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Owner Portal

PO Box 6422 Key West, FL 33041 305-292-1881 Rentals@compass-realty.com

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A GULFSTREAM DRIFT

HP 219 Pool

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HP218-17

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Vacation Rental Reviews

319

2025 Vacation

Love the Truman Annex

Great location

Amazing Sunsets Every Night!

Adult Family Vacation

Great place

Key West in November

Perfect place.

Key West 2022

Key West Adventure

Wonderful stay

Another day in paradise

Everything you could want.

Great location, layout, views, comfort....A++++

Wonderful time

Fantastic stay at Truman Annex

Keys trip Oct 2020

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