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Windward Pointe, Key West - Two-Bedroom Villa - Key West, Florida
Windward Pointe, Key West - Two-Bedroom Villa - Key West, Florida
Windward Pointe, Key West - Two-Bedroom Villa - Key West, Florida
Windward Pointe, Key West - Two-Bedroom Villa - Key West, Florida
Windward Pointe, Key West - Two-Bedroom Villa - Key West, Florida
Windward Pointe, Key West - Two-Bedroom Villa - Key West, Florida
Windward Pointe, Key West - Two-Bedroom Villa - Key West, Florida
Windward Pointe, Key West - Two-Bedroom Villa - Key West, Florida
Windward Pointe, Key West - Two-Bedroom Villa - Key West, Florida
Windward Pointe, Key West - Two-Bedroom Villa - Key West, Florida
Windward Pointe, Key West - Two-Bedroom Villa - Key West, Florida
Windward Pointe, Key West - Two-Bedroom Villa - Key West, Florida
Windward Pointe, Key West - Two-Bedroom Villa - Key West, Florida
Windward Pointe, Key West - Two-Bedroom Villa - Key West, Florida
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Hyatt Vacation Club at

Windward Pointe, Key West - Two-Bedroom Villa

2-6 Keys2 Bedrooms6 Guests2 BathsView Amenities

Description

AN OCEANFRONT ESCAPE IN KEY WEST

A tropical retreat overlooking the Atlantic Ocean, Windward Pointe captures the essence of Key West. The resort, located at the southeastern tip of the island’s southernmost point, boasts a freeform infinity-edge pool with a poolside restaurant, a hammock overlooking the ocean, and an array of games. Nearby, enjoy Smathers Beach and the iconic Southernmost Point landmark.

Partial ocean views and lavish décor welcome you to a two-bedroom condominium offering a primary suite with a king bed and adjoining bath with a walk-in shower and jetted tub, and a guest bedroom with queen bed and full bath.

FEATURES
• Private balcony
• Fully equipped kitchen
• Spacious living room with sofa bed
• Flat Screen TVs
• Washer and dryer

AMENITIES & ACTIVITIES
• Infinity-edge pool and whirlpool spa
• Sand volleyball court
• Poolside dining
• Hammock with Atlantic Ocean views
• Nearby snorkeling, fishing, watercraft tours, and more

Please note that room features, furnishings, and amenities are subject to change. Pictures are intended to give a general indication of the layout only and may not represent all various configurations available at the property.

Resort amenities are subject to change from time to time without notice, and additional charges may apply for any activity, event, or program.


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Property Amenities

No Pets Allowed | Handicap Accessible

Entertainment
40"+ TV
Foosball Table
Multiple TVs
Ping Pong Table
Pool Table
Satellite/Cable TV
Facilities
Workout Facility
Location features
Concierge Service
Waterfront
Other
Coffee Maker
High Speed Internet
Washer & Dryer
Wireless Internet
Outdoor
Hot Tub
Outdoor Grill
Outdoor Pool



Property Details

Size

Resort Residence with 1 Level
2 Bedrooms, 2 Baths, 1064 square feet, 99 square meters

Bedrooms

King and Queen
6 Guests maximum

Additional Sleeping Options

There is a sofabed available as an additional sleeping option.

Professionally Managed

This property is cared for by a professional manager.

Nearest airport

Key West International Airport (EYW)
5 minutes by car

Property View

Partial ocean views

Activities of Interest

  • Arts
  • Fish
  • Golf
  • Hike
  • Shopping
  • Watersports
  • Snorkeling
  • Parasailing
  • Diving
  • Sailing
  • Sunset Cruises
  • Bicycle and scotter rentals
  • Jala Spa at Hyatt Centric Key West Resort & Spa

Places of Interest

  • Mallory Square
  • Ernest Hemingway Home & Museum
  • Harry S. Truman Little White House
  • Key West Aquarium
  • Key West Lighthouse Museum
  • Mel Fisher Maritime Heritage Museum
  • Fort Zachary Taylor Historic State Park
  • Smather's Beach
  • Fort East Martello Museum
  • Southernmost Point




Reviews

Connie K.

January 2026

Perfect location and views

Being right next to airport , almost walking distance or to free parking for beach. The close by restaurants were amazing! We rented a car however many sites we could walk to. The front desk, concierge, and staff were friendly and welcoming. Their were a few issues and staff addressed within 30 minutes. Resort grounds were clean and spectacular! Grill area was really clean and we got a brand new package of grilling tools. Pool was beautiful with a gorgeous view of the Atlantic. Duval and Mallory Square were a short drive away. Parking was a bit dicey but if you dont mind walking a 1/2 or mile- it was fine. I would definitely go back. And yes were heard the jets but didnt really bother us. If you are trying to sleep in then you might hear. We were excited to get up at sunrise so they did not bother us. ”