Key West Group Bookings Made Easy

Bring family and friends together at Westwinds Inn, where our convenient group bookings keep everyone staying together while in Key West. We welcome small or large groups to stay together and celebrate with us, whether that’s a milestone birthday, family reunion, group retreat, or special anniversary.

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Friends Enjoying a Day at the Beach in Key West

Welcoming Your Guests

Thanks to our wonderful location, we’re close to all the inland action of Key West as well as all the watersports that make our island famous. Key West’s top attractions like museums and restaurants, shops and sightseeing spots, are all close by when you stay in one of our comfortable rooms.

Rent the House

If you want to go big in Key West, we’re here for you! Book your stay early and rent out all 26 rooms, making sure the whole Inn is yours for the weekend or longer. If your group isn’t that big, we do our best to keep the entire group together.

Hosting Something Incredible

No matter the occasion, you guests will love our outdoor courtyard and deck. Along with this communal space, we offer two pools surrounded by vibrant tropical plants and trees. Let us know how we can help plan everything about your event; we’re here for you!

Group Details

We welcome groups from May through December with advance reservations. The use of our grounds is available for functions even when all rooms are booked.