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From250US$ /night
Check-in
16Mar2026Select date
Check-out
17Mar2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

3675 South Roosevelt Boulevard, Key West, Florida, United States
-
Directly across from the Atlantic Ocean
Perfect
9.1
9.4
/10
4.4
4.5
/5

Location

Hyatt Vacation Club at Windward Pointe is located directly on the southern shore of Key West, providing easy access to the crystal-clear waters of the Atlantic Ocean. Situated near popular attractions like the Ernest Hemingway Home and Museum, guests can explore local culture and history within minutes. The property is also conveniently close to various water activities, ensuring options for both relaxation and adventure.

Accommodations

The hotel offers spacious one- and two-bedroom villas designed for guest comfort and convenience. Each villa includes a fully equipped kitchen, allowing for home-cooked meals alongside the picturesque ocean views. Guests can also enjoy two balconies, providing ample outdoor space to unwind.

Amenities

Guests can relax by the oceanfront swimming pool, complete with a whirlpool for added relaxation. The hotel offers a fitness center to maintain workout routines while away from home. A complimentary shuttle service provides transportation to nearby attractions, enhancing accessibility.

Family-Friendly Features

The hotel accommodates families with a variety of activities designed for guests of all ages. Children can enjoy engaging programs and games available throughout the day. Families can also take part in exciting water sports and excursions offered in the local area.

Dining Options

Hyatt Vacation Club at Windward Pointe provides guests with kitchen facilities, enabling self-catering convenience. Local restaurants are within a short distance, offering a wide range of dining experiences. Guests can also enjoy local seafood and island specialties, reflecting the essence of Key West.

Highlights

Location: Southern shore of Key West

Accommodations: One- and two-bedroom villas

Amenities: Oceanfront swimming pool

Family-Friendly: Engaging programs

Must-do experiences

  • Savor the conch fritters at The Conch Shack on White Street.
  • Catch the sunset celebration at Mallory Square each evening.
  • Visit the Ernest Hemingway Home for a glimpse into literary history.
  • Explore the Key West Butterfly & Nature Conservatory for beauty.
  • Discover local arts at the Studios of Key West on Thomas Street.
View all

Select your room type

Hyatt Vacation Club At Windward Pointe Hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Two-Bedroom Villa
2 persons
1070 sq. feet 
1 King-size bed and 1 Sofa bed
Balcony
Air conditioning
Two Bedroom Accessible Tub
2 persons
1 King-size bed

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

Hyatt Vacation Club At Windward Pointe Hotel offers amenities for your comfortable stay and unforgettable experiences
Facilities: Perfect
9.3/10Review score

General

  • Wi-Fi
  • 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

Bathroom

  • Washing machine
  • Free toiletries

Self-catering

  • Dryer

Media

  • Flat-screen TV
  • CD player
Show more

Dining Onsite

At Hyatt Vacation Club At Windward Pointe, delightful dining awaits at Abbey Road Snack Shack, where flavors come alive in a family-friendly setting. Guests can enjoy relaxed meals in an inviting atmosphere, complemented by the option to dine al fresco in the picnic area or around the barbecue grills.

Abbey Road Snack Shack

Casual American fare
Ambiance
Family-friendly, laid-back eatery with a welcoming vibe, perfect for all ages.
Key Offerings
Savor a variety of light bites and snacks, ideal for a quick lunch or a relaxing dinner after a day of activities. Delight in the option to enjoy meals outdoors in the picnic area or by the barbecue grills for a unique outdoor dining experience.
Reservation
Reservations not needed.
Open daily from 11:00 AM to 7:00 PM.

Hyatt Vacation Club At Windward Pointe Hotel Location

3675 South Roosevelt Boulevard, Key West, Florida, United States
Map view
3675 South Roosevelt Boulevard, Key West, Florida, United States
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
Explore Key West
Explore Key West
Top Attractions
Activities
Dining
Entertainment
Fort East Martello Museum
Fort East Martello Museum
11 minutes' walk
Historic museum featuring exhibits on local art, culture, and the Civil War. Unique artifacts enhance the cultural experience.
Cow Key Channel
Cow Key Channel
10 minutes' walk
Scenic channel that's perfect for leisurely strolls. Offers picturesque views and opportunities for birdwatching.
Smathers Beach
Smathers Beach
25 minutes walking, 5-minute drive
Vibrant beach known for its sandy shores and water sports. Great for families looking to relax and soak up the sun.
Key West Tropical Forest and Botanical Garden
Key West Tropical Forest and Botanical Garden
25 minutes walking, 6-minute drive
A serene garden showcasing tropical plants and wildlife. Perfect for nature lovers and offers guided tours.
Water Sports Rentals
5 minutes' drive
Thrilling water sports options like jet skiing and paddle boarding. Rentals available for adventure seekers looking to explore.
Yoga in the Park
7 minutes' walk
Relaxing outdoor yoga classes available in nearby parks. Perfect for solo travelers seeking tranquility and wellness.
La Trattoria Oceanside
La Trattoria Oceanside
4 minutes' walk
Italian cuisine with a casual vibe. Signature dishes include homemade pasta and fresh seafood. Reservations recommended.
Last Call Beach Bar
Last Call Beach Bar
9 minutes' walk
Casual beachside bar offering a variety of cocktails and light bites. Known for its sunset views and laid-back atmosphere.
Sunset Celebration at Mallory Square
60 minutes walking, 10-minute drive
Vibrant atmosphere with street performers and vendors. A perfect ending to the day, suitable for families and couples.
Key West Theater
25 minutes driving
Local theater hosting live music and comedy shows. Features an intimate setting for a great night out.
Getting around
City Centre
Key West5 min  ·  2.0 mi
Airports
Key West International Airport (EYW)15 min  ·  4000 ft
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Property information and rules
Check-in
from 16:00-23:00
Check-out
until 10 am
Guest Parking
Private parking is possible on site for free.
Internet
Wireless internet is available in for free.
Children & extra beds
There are no cots provided in a room. 
Pets
Pets are not allowed.
Number of rooms:
93
Former name
hyatt residence club key west, windward pointe

Reviews and Ratings

Feedback about Hyatt Vacation Club At Windward Pointe Hotel from previous guests about their experience.
Review score
Based on 843 verified reviews
9.2/10
Perfect
93%
Recommend
Breakfast
10.0/10
Cleanliness
9.5/10
Comfort
9.4/10
Facilities
9.3/10
Free Wi-Fi
9.0/10
Location
8.7/10
Paid Wi-Fi
8.2/10
Staff
9.1/10
Value for money
8.6/10
Guest reviews
based on 924 reviews
9.1/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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Rooms and Guests2 Guests, 1 Room