Find Beach Hotels in Windward, FL

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windward Beach Hotels

Tonight
Dec 8 - Dec 9
Tomorrow
Dec 9 - Dec 10
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Top Windward Beach Hotels

Top Windward Hotel Reviews

Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice

10/10 Excellent
"yes"
Patricia 1-night trip
Posted 3 days ago
Best Western Plus Ambassador Suites Venice

Explore a world of travel with Expedia

Frequently asked questions

What is Windward like for travelers who love the beach?
Discover your ideal place to stay in Windward, which has a lot to offer the traveler looking for a beach getaway.
What is there to see and do around Windward?
After arriving and settling in at your hotel, you might want to venture out and explore everything Windward has to offer. If you're eager to check out the beaches, head to Englewood Beach or Blind Pass Beach for some relaxation by the water. Discover a variety of local attractions, which include Little Gasparilla Island Beach and Boca Grande Beach. For even more to see and do, pay a visit to Stump Pass Beach State Park or Gasparilla Island State Park.