Hyatt Vacation Club At Windward Pointe Hotel Key West Exterior photoHyatt Vacation Club At Windward Pointe Hotel Key West Exterior photoHyatt Vacation Club At Windward Pointe Hotel Key West Exterior photo

Hyatt Vacation Club At Windward Pointe Accommodation in Key West, Florida

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Check rooms and rates
From$228 /night
Check-in
13Sept
Check-out
14Sept
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

3675 South Roosevelt Boulevard, Key West
-
Near Smathers Beach
Perfect
9.0
9.5
/10
4.5
4.5
/5

Hyatt Vacation Club At Windward Pointe: Key West resort with private beach access and a Beatles-themed bar

Amenities

The resort offers a year-round outdoor pool and hot tub with ocean views. Guests have access to a private beach area, as well as barbecue facilities and a large lawn with sand volleyball court. On-site activities include shuffleboard, pool table, ping pong, foosball, and life-sized chess, plus a DJ on select afternoons.

Rooms

All accommodations are two-bedroom villas with a separate living room and a private balcony. Each villa includes a fully equipped kitchen with full-size appliances, washer and dryer, and comfortable beds. The units are clean and spacious, with daily housekeeping available upon request.

Dining

The on-site Abbey Road Snack Shack serves poolside food and drinks, including frozen piña coladas and pizzas. Named after the Beatles due to a historical connection, the bar and grill is a unique feature not found at other Key West hotels. A Monday morning buffet with French pastries is offered weekly.

Entertainment

The Beatles-themed bar and grill area provides a lively gathering spot with music and drinks. Outdoor game areas spread across the grounds include a sand volleyball court, shuffleboard, and giant Jenga. The resort also runs supervised activities like Key West trivia and belly flop contests at the pool.

Location

The resort is 1 km from Key West International Airport-a 10-minute walk-and 5 km from Duval Street and Southernmost Point. Smathers Beach and the coastal bike and running path are within a 2-mile walk. The property sits directly across from the ocean with a wide sidewalk for walking and biking.

Highlights

Amenities: Infinity pool with ocean view, private beach area, year-round hot tub

Rooms: Two-bedroom villas with full kitchens, washer/dryer, and private balconies

Dining: Abbey Road Snack Shack - Beatles-themed poolside bar and grill

Entertainment: DJ afternoons, volleyball, shuffleboard, pool table, ping pong

Location: Walkable to airport, Smathers Beach, and Duval Street via bike path

Family: Spacious suites, kids' games, Monday buffet, BBQ facilities

Must-do experiences

  • Snorkel at the Dry Tortugas for stunning marine life and history.
  • Savor conch fritters at the iconic Blue Heaven restaurant.
  • Catch the sunset at Mallory Square with local artists and performers.
  • Visit the Ernest Hemingway Home for a glimpse into his life.
  • Explore the quirky shops and art galleries on Duval Street.

Select your room type

Hyatt Vacation Club At Windward Pointe offers a range of rooms across the Sunshine State — from double rooms to family suites — complete with breakfast, flexible cancellations, and seasonal deals for your Florida stay
Two-Bedroom Villa
2 persons
99 sq. feet
1 King-size bed and 1 Sofa bed
Air conditioning
Balcony
Two Bedroom Accessible Tub
2 persons
99 sq. feet
1 King-size bed and 1 Sofa bed
Air conditioning
Balcony

Price and Room Availability Calendar

Check availability and prices for your dates now!
September 2026 - September 2027
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Check-in/ Check-out

Amenities

Hyatt Vacation Club At Windward Pointe offers amenities for your Florida getaway, from theme park days to coastal escapes
Facilities: Perfect
9.3/10Review score

General

  • Wi-Fi
  • Parking
  • Safe deposit box
  • No pets allowed

Sports & Fitness

  • Cycling

Guest Parking

  • Private parking is possible on site for free.

Dining

  • Restaurant

Spa & Leisure

  • Outdoor swimming pool
  • BBQ facilities
  • Jacuzzi

Room features

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

Bathroom

  • Washing machine
  • Free toiletries

Self-catering

  • Dryer

Media

  • Flat-screen TV
  • CD player
Show more

Hyatt Vacation Club At Windward Pointe Location

3675 South Roosevelt Boulevard, Key West
Explore Key West
Local Highlights
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Fort East Martello Museum
Fort East Martello Museum
11 minutes' walk
Art and history blend at this Civil War fort, showcasing local art and exhibits, making it a cultural gem.
Smathers Beach
Smathers Beach
25 minutes' walk
Key West's largest public beach, known for sunbathing, water sports, and beautiful sunsets.
Cow Key Channel
Cow Key Channel
10 minutes' walk
Scenic views and wildlife; a great spot for photography, especially at sunrise and sunset.
Kayaking at Cow Key
10 minutes' walk
Kayak rentals available nearby for scenic trips in tranquil waters-perfect for adventure seekers.
Yoga at the Beach
25 minutes' walk
Daily yoga classes at Smathers Beach available. Ideal for relaxation with calming ocean views.
La Trattoria Oceanside
4 minutes' walk
Italian cuisine with a laid-back atmosphere. Try the homemade pasta and enjoy ocean views.
Last Call Beach Bar
9 minutes' walk
Casual beachfront bar known for fresh seafood and tropical cocktails with live music.
Green Parrot Bar
5-minute drive
Iconic bar featuring live music and a relaxed vibe. Great for all ages, known for vibrant local performances.
Key West Theater
10-minute drive
A historic venue hosting live shows from comedy to music, suitable for families and couples alike.
Getting around Florida
  • City Centre
    Key West 5 min  ·  2.0 mi
  • Airports
    Key West International (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 the entire hotel 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 from previous guests about their experience.
Review score
Based on 908 verified reviews
9.1 /10
Perfect
91 %
Recommend
Breakfast
10.0/10
Cleanliness
9.5/10
Comfort
9.4/10
Facilities
9.3/10
Free WiFi
8.6/10
Location
8.6/10
Paid Wi-Fi
8.3/10
Staff
9.0/10
Value for money
8.5/10
Pros
Spacious accommodations
Ocean views
On-site dining
Concierge staff
Cons
Bugs near pool
Airport noise
Inconsistent housekeeping
Long wait times
Guest reviews
based on 897 reviews
9.0/10
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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