Search Resorts in Windermere

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jul 25 - Jul 27
In two weeks
Aug 1 - Aug 3
In one month
Aug 15 - Aug 17
In two months
Sep 12 - Sep 14

Resorts in Windermere

Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windermere Hotel Reviews

Frequently asked questions

What can I expect from a resort vacation in Windermere?
You deserve some time off, and a resort is just the place to indulge in all the amenities and services you need for a relaxing time in Windermere. One of the 1579 comfortable resort hotels in the surrounding area could be just what you're looking for, whether you want an amazing pool, a state-of-the-art fitness center, or activities for the kids.
What's a favorite resort for my stay in Windermere?
Here are our top-rated resorts near Windermere: Kompose Boutique Resort at Theme Parks - 11.6 mi (18.6 km) from Windermere. Features 2 hot tubs, a 24-hour fitness center, and a snack bar/deli. The Grove Resort & Water Park Orlando - Family-friendly resort. 11.7 mi (18.9 km) from Windermere. Has 6 outdoor pools, 3 restaurants, and 3 poolside bars. Highly rated for its pool. DoubleTree by Hilton Hotel Orlando at SeaWorld - Family-friendly resort, 10-minute walk from Aquatica. 7 mi (11.3 km) from Windermere. Highly rated for its pool. Enjoy the 2 outdoor pools, 2 restaurants, and 3 bars. Holiday Inn Club Vacations at Orange Lake Resort by IHG - Family-friendly resort. 11.2 mi (18.1 km) from Windermere. Amenities include 7 outdoor pools, 8 restaurants, and 2 poolside bars. Popular for its pool. Walt Disney World Swan - Beach resort, 5-minute walk from Walt Disney World® Resort. 9.2 mi (14.8 km) from Windermere. Highly rated for its pool. Access to a private beach, a children's pool, and 3 hot tubs.
What can I do in Windermere?
Universal Studios Florida offers fun for the whole family, while Universal Orlando Resort is one of the most popular places to visit nearby. You'll also find top attractions like Magic Kingdom® Park and Walt Disney World® Resort in the area.
What's the weather like in Windermere?
The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Windermere are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What's the best way to get to and around Windermere?
Fly into Orlando Intl. Airport (MCO), which is located 14.5 mi (23.3 km) from the heart of the city. Otherwise, look for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 15.2 mi (24.4 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.