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From250US$ /night
Check-in
20Apr2025Select date
Check-out
21Apr2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About Resort

3675 South Roosevelt Boulevard, Key West, Florida, United States of America
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Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Two-Bedroom Villa
Max:
6 persons
1070 sq. feet 
Bed options:
1 King Size Bed
Balcony
Air conditioning
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Getting around

Explore a range of transportation options for your spa getaway

City Center
Key West 2.0 mi
Airports
Key West International (EYW)3700 ft

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

  • Wi-Fi
  • Free parking
  • Safe deposit box
  • No pets allowed

Sports & Fitness

  • Cycling

Guest Parking

  • Dryer

Dining

  • Restaurant

Spa & Leisure

  • Outdoor swimming pool
  • BBQ facilities
  • Jacuzzi

Room features

  • Sitting area
  • Tea and coffee facilities
  • Dining table
  • Ironing facilities

Bathroom

  • Washing machine
  • Free toiletries

Self-catering

  • Dryer

Media

  • Flat-screen TV
  • CD player
  • AM/FM alarm clock
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Location

3675 South Roosevelt Boulevard, Key West, Florida, United States of America
Map view
3675 South Roosevelt Boulevard, Key West, Florida, United States of America
Nearby
3583 S Roosevelt Blvd
Monroe County Parks & Beaches
1800 ft
Restaurants
La Trattoria Oceanside
1000 ft
3593 S Roosevelt Blvd
Last Call Beach Bar
2400 ft
Key West Airport

Reviews and Ratings <br />

Feedback from previous guests about their experience.
72%
loved the resort and would return for another relaxing stay
7.2/10
Very good
Rooms
7.6
Location
8.4
Service
6.0
Dining
6.3
Guest reviews
7.2/10
based on 5 reviews
9.1
9.1/10 based on 872 reviews
Laura
United States of America, March  2025
9.0/10

Our stay at the resort was truly memorable, as it offered a relaxing atmosphere away from the hustle and bustle of downtown Key West. The property boasts stunning landscapes and a beautiful infinity pool overlooking the ocean, which was a perfect place to unwind. While the dining options were enjoyable, they could benefit from a bit more variety. Overall, the value for money was great, especially considering the spacious accommodations and fantastic service we received.

Rooms
10.0
The rooms were very spacious, clean, and outfitted with modern amenities, allowing us to feel right at home during our stay.
Service
10.0
The service provided by the staff was remarkable, with everyone eager to assist and ensure everything went smoothly during our visit.
Location
9.0
The hotel is conveniently located just a short drive from downtown Key West and the airport, while still offering a peaceful environment that allowed for restful nights.
Dining
7.0
The dining experience at the Abbey Road bar and grill was enjoyable, but I would have appreciated a larger selection of menu items to choose from.
Facilities
9.0
The resort features beautifully maintained grounds, with lush tropical landscaping that perfectly complemented the serene atmosphere of the property.
Joan
United States of America, February  2025
6.6/10

I had a mixed experience during my stay. The resort itself is beautiful and offers stunning ocean views, but there were several issues that made my vacation less enjoyable. While some aspects of the service were good, I encountered significant maintenance problems in my room and felt misled during the owner's meeting. Despite its beauty, the service issues and inconsistency make it hard for me to recommend this place wholeheartedly.

Rooms
6.0
The room I stayed in was spacious and equipped with a full kitchen, but there were cleanliness issues upon arrival, which was disappointing.
Service
5.0
While some staff members were accommodating, I had to make numerous calls and dealt with a rude manager when addressing issues, which soured my experience.
Location
7.0
The resort is conveniently located near the airport, making it easy to get to. However, it is somewhat far from Duval Street, so transportation is necessary to access the main attractions.
Dining
Facilities
8.0
The infinity pool and tropical landscaping were beautiful, making for a great atmosphere to relax.
Andre
United States of America, January  2025
7.4/10

My stay at the resort was mixed. While the infinity pool offered stunning views and relaxing vibes, the overall service could use some improvement, especially at the check-in. The location was convenient for exploring Key West, and I loved the private beach access, but the dining options left something to be desired. I'd recommend it for the pool and beach, but be prepared for some shortcomings in dining and service.

Rooms
8.0
The rooms were clean and spacious, equipped with all necessary amenities like a full kitchen and a washer and dryer. However, there was a strange burnt toast smell when I first arrived.
Service
6.0
The staff was friendly, but the check-in process felt disorganized, and I had to wait longer than expected for assistance.
Location
9.0
The resort is conveniently located close to the airport, making it easy to arrive and depart, and it offers a peaceful atmosphere away from the busyness of downtown.
Dining
5.0
Dining options were limited and could be improved. The on-site bar had a nice atmosphere, but the food choices were not extensive.
Facilities
9.0
The infinity pool was a highlight, providing beautiful ocean views, and the private beach access was a great addition for relaxation.
Thomas
United States of America, January  2025
7.2/10

Our stay at Windward Pointe had its ups and downs. The serene location was perfect for relaxation, and the infinity pool with ocean views was a highlight. However, we faced issues with the cleanliness and housekeeping that detracted from the experience. Overall, it's a beautiful resort that could benefit from more attention to detail.

Rooms
8.0
The units were spacious and clean upon arrival, which allowed us to comfortably host breakfasts with ease.
Service
5.0
The service was a mixed bag; while some staff were professional, there were instances of being brushed off by management when addressing our concerns.
Location
9.0
Located away from the crowds, the resort provided a peaceful spot while still being close enough to local attractions for outings.
Dining
7.0
Dining options were decent, though having more variety would have enhanced our experience.
Facilities
7.0
The facilities were nice, especially the infinity pool, but some maintenance was needed in certain areas.
James
United States of America, January  2025
6.2/10

We spent a week at Windward Point and had a mix of experiences. The resort is peaceful and away from the hustle of downtown, but the cleanliness and maintenance of our unit left room for improvement. While the setting is beautiful, the challenges with the service and the issues we faced during our stay really impacted our overall enjoyment. It's a lovely property, but I wouldn't say it was worth all the hassle we encountered.

Rooms
6.0
The unit we stayed in needed a good cleaning and some maintenance. The bedding was old, which detracted from the comfort.
Service
5.0
Service was lacking, especially with maintenance requests and the handling of our billing issues. I expected more attention to detail.
Location
8.0
The location is nice and quiet, away from the craziness of downtown while still being close enough for a quick trip. The airport proximity was a bonus.
Dining
6.0
While there were dining options on-site, we did not find the quality or variety to be exceptional.
Facilities
7.0
The overall facilities were beautiful, but they need more attention when it comes to their upkeep.
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Rooms and Guests2 Guests, 1 Room