Find hotels with pools in Winter Garden, FL from $87

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Pick from 8 Winter Garden Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Outdoor pool, a heated pool
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
9.2 out of 10, Wonderful, (1615)
"Good"
The price is $87
$98 total
includes taxes & fees
May 20 - May 21
SpringHill 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
9.2 out of 10, Wonderful, (1135)
"I’ve stayed here twice! As someone who lives in the area it is a very nice hotel! And convenient for those with family or friends staying at Flamingo Crossing! "
The price is $95
$107 total
includes taxes & fees
May 16 - May 17
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
2 outdoor pools, pool umbrellas, sun loungers
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, (3534)
"Loved this hotel and all the amenities! Staff was very attentive and kind. Lots to do on property! "
The price is $93
$138 total
includes taxes & fees
May 20 - May 21
Hilton Vacation Club Aqua Sol Orlando West
3 outdoor pools, a heated pool, cabanas (surcharge), pool umbrellas
The Grove Resort & Water Park Orlando
4.0 star property
8.2 out of 10, Very Good, (5360)
"Our stay was fabulous!! We are already looking to book another trip for a weekend away. Beds were comfortable and the room was clean. The amount of stuff they have on site is amazing. Things to consider when booking: we went volcano bay water park and with traffic it did take us 45 min to get there and back. Just wanted to point out in case you aren’t aware of Orlando traffic. The line in the market place for coffee is fabulous!!! But there was a pretty long line during prime time. The lattes...
The price is $197
$272 total
includes taxes & fees
May 22 - May 23
The Grove Resort & Water Park 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"
The Palisades Resort Orlando
Outdoor pool
Magical Palisades Resort Condo 2 Bedroom IPG Florida
3.5 star property
Magical Palisades Resort Condo 2 Bedroom IPG Florida
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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.

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Frequently asked questions

What's it like visiting Winter Garden?
If lounging by a pool is your idea of the perfect getaway, you might want to think about 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 relax and unwind poolside at one of the accommodations in Winter Garden that guests like for their pools.
What are some accommodations with pools in Winter Garden?
The Grove Resort & Water Park Orlando: Features 3 outdoor pools, a children’s pool, and free water-park access. Hilton Vacation Club Aqua Sol Orlando West: Offers 2 outdoor pools, a children’s pool, and free water-park access. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center: Hotel located near Disney’s Animal Kingdom® Theme Park. Provides a snack bar/deli, an outdoor pool, and complimentary wireless internet access. SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance: Hotel located near Disney’s Animal Kingdom® Theme Park. Features a snack bar/deli, a pool, and buffet. TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance: Hotel located near Disney’s Animal Kingdom® Theme Park. Offers a snack bar/deli, a pool, and buffet.
How many pool hotels are there 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 like Universal Studios Florida, Universal Orlando Resort, and Magic Kingdom® Park while you’re in the area. Make a point to visit attractions like Lake Louisa State Park 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 into account the local weather in Winter Garden can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Garden are August, July, September, and June, with each month seeing an average of 9 inches of rainfall.