Hyatt Vacation Club At Windward Pointe

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3675 S Roosevelt Blvd
Key West, FL 33040
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. On-site, get involved with Inspired Experiences for unforgettable moments together during your Key West stay.

Reviews

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4.065 reviews
Berta
9/18/2025

"We stayed in a very clean villa with a gorgeous ocean view. The place felt spacious and comfortable, and the balcony facing the ocean was the perfect spot to relax and enjoy the view."

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Dang L.
2/17/2025

Quick check in. Gorgeous views. Convenient location by the airport. The place was clean and had things we need including small kitchen, washer, dryer, large master bed room with bath. A second...

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Charlene C.
2/8/2025

Lovely check in staff, Room 5613 was amazing. 2 bedroom 2 bath, large jacuzzi, beautiful outdoor seating on the 2nd floor with partial ocean view. Suite has kitchen, washer and dryer, lovely patio...

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Ethan T.
6/29/2023

Really nice experience at this location recently. We love location as it had a nice ocean view. We also like the fact that it wasn't right in historic old town Key West as that tends to get really...

CD D.
2/27/2025

Horrible!? The worst, never again. Detached college kids check you in with little interest in hospitality. The supervisor sits at home with dogs barking in background and does little to help with...

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