Find Hotels with a Pool in Winter Garden, FL

    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 a Pool

Top Winter Garden Hotels with a Pool

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, (3919)
"My family & I had an amazing stay. Aside from the beds & sofas needing major updates the property was amazing!! Pools clean, everyday a different activity for the guest to participate in & just overall a very family friendly place."
Kim
The price is SAR 398
SAR 554 total
includes taxes & fees
22 Jul - 23 Jul
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, (2141)
"very clean, great breakfast, big rooms, great
pool
area, nice workers"
Heidi
The price is SAR 326
SAR 367 total
includes taxes & fees
30 Jul - 31 Jul
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, (1571)
"The location was close to Disney World resorts. The
pool
was very large in the hot tub was in great condition. I would stay here again."
Robert David Bolls
The price is SAR 311
SAR 350 total
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, (8130)
"We loved the huge rooms, clean and a nice water park area. The room we got was right next to the parking are so that was nice. "
Megan
The price is SAR 559
SAR 797 total
includes taxes & fees
21 Jul - 22 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.

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: Resort located near Flamingo Crossings Town Center. Features 6 outdoor 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 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. Family Resort 5 minutes from Disney and other major attractions: Resort located near Walt Disney World® Resort. Offers complimentary wireless internet access, a pool, and kitchens.
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 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 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.