Find Hotels with Pools in Winter Garden, FL from $67

Search over 1 million properties and 550 airlines worldwide.

Most hotels are fully refundable. Because flexibility matters.

Save 10% or more on select stays with Expedia Rewards

Top Hotels with Pools in Winter Garden

Liki Tiki Village by Diamond Resorts
3.5 out of 5
17777 Bali Blvd, Winter Garden, FL
Fully refundableReserve now, pay when you stay
4/5 Very Good! (3,140 reviews)
"We found the staff very friendly and nothing too much trouble was offered a complimentary clean during our stay. Our room was clean and spacious and well equipped. We were on the first floor with a large balcony and pool view. Good amenities Was able to get a late check out. Would definately stay ..."

Reviewed on Dec 4, 2021

Liki Tiki Village by Diamond Resorts
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3 out of 5
13279 Flamingo Crossings Boulevard, Winter Garden, FL
Fully refundableReserve now, pay when you stay
4.6/5 Wonderful! (1,096 reviews)
"Very nice"

Reviewed on Dec 1, 2021

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 out of 5
13295 Flamingo Crossings Boulevard, Winter Garden, FL
Fully refundableReserve now, pay when you stay
4.5/5 Wonderful! (972 reviews)
"They were very friendly, room was clean and roomy, nice looking with beautiful pool and awesome breakfast."

Reviewed on Nov 27, 2021

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
4.3/5 Excellent! (5,463 reviews)
"Everything about the resort was fabulous, will definitely go back"

Reviewed on Dec 4, 2021

The Grove Resort & Water Park Orlando
The Palisades Resort Orlando
3.5 out of 5
14200 Avalon Road, Winter Garden, FL
3.7/5 Good! (998 reviews)
Worst ever
"Check your notes I've called and I'm very upset thinking about taking legal action against you and them"

Reviewed on Sep 13, 2017

The Palisades Resort Orlando
Magical Palisades Resort Condo 2 Bedroom IPG Florida
Don't see what you're looking for?
See all available properties in Winter Garden
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels with Outdoor Pools in Winter Garden

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Pocket Guide: Hotels with a Pool in Winter Garden

Search for hotels in Winter Garden on Expedia. You can easily find your hotels in Winter Garden using one of the methods below:

  • View our selection of featured hotels in Winter Garden
  • Use the map to find hotels in the Winter Garden neighborhood you prefer
  • Use the filters to see hotels in a specific area of Winter Garden, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Winter Garden
  • Enter your travel dates to view the best deals on hotels in Winter Garden - while they last

Frequently asked questions

Travelers Loved These Hotels with a Pool

More trip options