Hotels with Swimming Pools in Winter Garden

    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 availability on Winter Garden Hotels with Swimming Pools

Tonight
26 Jul - 27 Jul
Tomorrow
27 Jul - 28 Jul
Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug

Top Hotels with Swimming Pools in Winter Garden

Hilton Vacation Club Aqua Sol Orlando West
Exterior

Hilton Vacation Club Aqua Sol Orlando West

4.0 star property
8.8 out of 10, Excellent, (3958)
"The accommodations were spacious and private, plenty of parking, and the
pool
with the slides was more fun than expected, even for the adults on our trip."
Jessica
The price is S$189
includes taxes & fees
24 Aug - 25 Aug
Hilton Vacation Club Aqua Sol Orlando West
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, a heated pool

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

3.5 star property
9.0 out of 10, Wonderful, (2182)
"Great location -
pool
was open till 11pm which was a plus for my kids "
Jennifer
The price is S$113
includes taxes & fees
10 Aug - 11 Aug
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, a heated pool

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
9.0 out of 10, Wonderful, (1592)
"This place was very convenient to meet my daughter who was part of the DCP and staying at Flamingo East.
Pool
is fantastic and a nice breakfast buffet."
Wendy
The price is S$120
includes taxes & fees
10 Aug - 11 Aug
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very good, (8199)
"Personal very attentive, room very clean and water park awsome"
CINDY
The price is S$272
includes taxes & fees
30 Jul - 31 Jul
The Grove Resort & Water Park Orlando
The Palisades Resort Orlando
Outdoor pool

The Palisades Resort Orlando

2.0 star property
7.6 out of 10, Good, (999)
"Check your notes I've called and I'm very upset thinking about taking legal action against you and them"
yohan
The Palisades Resort Orlando
Magical Palisades Resort Condo 2 Bedroom IPG Florida
Outdoor pool

Magical Palisades Resort Condo 2 Bedroom IPG Florida

3.5 star property
Magical Palisades Resort Condo 2 Bedroom IPG Florida
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.

Top Winter Garden Hotel Reviews

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"Every thing goo"
Johanna 3-night trip
Posted 8 hours ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Frequently asked questions

What's it like visiting Winter Garden?
If lounging by a pool is your idea of the perfect getaway, you may want to consider family-friendly Winter Garden, which has 11 places to stay with pools. During your trip, you can explore sights such as Universal Studios Florida and Universal Orlando Resort, and then unwind poolside at one of the accommodation options in Winter Garden that guests like for their pools.
What are some accommodation options with pools in Winter Garden?
The Grove Resort & Water Park Orlando: Resort located near Flamingo Crossings Town Center. Features 6 outdoor swimming pools, a children's pool and free water park access. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center: Hotel steps from Flamingo Crossings Town Center. Offers buffet, an outdoor pool and complimentary wireless Internet access. Hilton Vacation Club Aqua Sol Orlando West: Hotel located near Flamingo Crossings Town Center. Provides 2 outdoor swimming pools, a children's pool and free water park access. TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance: Hotel, 1-minute walk from Flamingo Crossings Town Center. Features a snack bar/deli, a pool and buffet.
How many pool hotels will I find in Winter Garden?
Expedia has 11 hotels in Winter Garden for your poolside break.
What is there to see and do in Winter Garden?
Explore places such as Universal Studios Florida, Universal Orlando Resort and Magic Kingdom® Park while you're in the area. Make a point to visit attractions such as Lake Butler and Surfari Water Park. Winter Garden appeals to visitors with its array of dining options, fun-filled attractions and major shopping area.
When is the best time to book a hotel with a pool in Winter Garden?
Taking the local weather in Winter Garden into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Garden are August, July, September and June, with each month seeing an average of 217 mm of rainfall.