Find Hotels with a Pool in Windermere, FL

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Windermere Hotels with a Pool

Compare Windermere Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Frequently asked questions

What are some hotels with pools in Windermere?
The Grove Resort & Water Park Orlando: Resort located near Flamingo Crossings Town Center. Features 5 outdoor pools, a children’s pool, and free water-park access. Hyatt Regency Orlando International Airport: Offers 2 restaurants, an outdoor pool, and complimentary wireless internet access. Westgate Lakes Resort & Spa Universal Studios Area: Hotel located near The Wheel at ICON Park™. Provides 7 outdoor pools, a children’s pool, and a water park. Holiday Inn Resort Orlando Suites - Waterpark by IHG: Hotel located near Old Town. Features a water park, 2 outdoor pools, and 5 restaurants. Vacation Village at Parkway: Condo located near Old Town. Offers 7 outdoor pools, a children’s pool, and 7 hot tubs.
What is there to see and do in Windermere?
Explore places like Universal Studios Florida, Universal Orlando Resort, and Magic Kingdom® Park while you’re in the area. Spend some time experiencing the great outdoors at Lake Butler and Tibet Butler Preserve.
When is the best time to book a hotel with a pool in Windermere?
You may want to consider an accommodation with an outdoor pool if you’re planning to visit Windermere in the driest months of November, February, or December when the average rainfall is 2 inches. Lodging with an indoor pool may be what you want if you come to town during the rainiest months of August, July, and September when the average rainfall is 8 inches.