Find Hotels with a Pool in Windward, FL

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Windward Hotels with a Pool

This weekend
Next weekend

Top Windward Hotels with a Pool

Frequently asked questions

What are some hotels with pools in Windward?
Sunseeker Resort Charlotte Harbor: Features 7 restaurants, 2 outdoor pools, and 2 pool bars. Country Inn & Suites by Radisson, Port Charlotte, FL: Offers buffet, an outdoor pool, and free self parking. Days Inn by Wyndham Port Charlotte/Punta Gorda: Provides daily, an outdoor pool, and free self parking. Holiday Inn Express Venice by IHG: Features daily, an outdoor pool, and complimentary wired internet access. Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway: Offers free self parking, an outdoor pool, and complimentary wireless internet access.
What is there to see and do in Windward?
The picturesque setting of Don Pedro Island Beach and Little Gasparilla Island Beach showcase the area's natural beauty. Discover sights such as Boca Grande Beach, Stump Pass Beach State Park, and Englewood Beach during your stay.
When is the best time to book a hotel with a pool in Windward?
You may want to consider an accommodation that has an outdoor pool if you're planning to visit Placida in the driest months of February, December, or March when the average rainfall is 1 inches. Lodging with an indoor pool may be what you want if you come to town during the rainiest months of August, July, and June when the average rainfall is 9 inches.