Winter Garden Hotels with a Pool makes it easy and rewarding. Always

Reward yourself your way

Stay where you want, when you want, and get rewarded

Learn about Rewards

Unlock instant savings

You could get an extra 10% off with Secret Prices

Sign up, it's free     Sign in

Free cancellation

Flexible bookings on most hotels*

Winter Garden Hotels with a Pool

Find out more about Winter Garden

Hotels With Pools in Winter Garden

If you're looking for a hotel with a swimming pool in the welcoming, relaxing city of Winter Garden, look no farther. can help you find a good place to stay so you can spend more time thinking about how you'll enjoy the restaurants in Winter Garden. Would you like to check out the attractions around town before going back to your hotel pool to play or relax? Leave your goggles behind, grab a hat, and make your way to nearby sights like Orange County National Golf Club and Disney's Magnolia Golf Course.

What Are Some of the Best Hotels With Pools in Winter Garden?

Take a look at our travelers' top-rated Winter Garden hotels with pools:

    Liki Tiki Village by Diamond Resorts

    Family-friendly hotel in Four Corners with restaurant
  • 2 outdoor pools • Complimentary water park access • Kid's pool • Poolside bar • Central location

  • SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

    3-star hotel with restaurant, 24-hour fitness center
  • Outdoor pool • Pool • Poolside bar • Terrace • Central location

What Are the Best Things to See and Do in Winter Garden?

Here are some things to do and see in Winter Garden when you venture away from your pool hotel:

  • Lake Louisa State Park
  • Oakland Nature Preserve

  • Museums & Art Galleries
  • Central Florida Railroad Museum
  • Winter Garden Heritage Museum

  • Sights & Landmarks
  • Orange County National Golf Club
  • Disney's Magnolia Golf Course
  • Garden Theatre

Keep exploring