Find Hotels with a Pool in Windermere, FL

Start date: Check-in selected.
To Date
End date: Check-out

Check availability on Windermere Hotels with a Pool

This weekend
Next weekend

Top Windermere Hotels with a Pool

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (4040)
"Great resort vibes while being close to the parks and other tourist places. "
$94 nightly
The price is $106
Oct 11 - Oct 12
Total with taxes and fees
Rosen Shingle Creek

Unno Boutique Hotel

2.0 star property
7.2 out of 10, Good, (11)
"Rooms are very clean and comfortable and in a great location with a good price."
$57 nightly
The price is $65
Oct 1 - Oct 2
Total with taxes and fees
Unno Boutique Hotel

Ramada by Wyndham Hotel & Water Park

3.0 star property
7.2 out of 10, Good, (1490)
"Excellent place for familys"
$57 nightly
The price is $65
Oct 1 - Oct 2
Total with taxes and fees
Ramada by Wyndham Hotel & Water Park

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #115909

$520 nightly
The price is $577
Oct 5 - Oct 6
Total with taxes and fees
Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #115909

Last Minute Disney Getaway! Luxury Villa with Private Pool. Book Now! #115911

$562 nightly
The price is $624
Oct 5 - Oct 6
Total with taxes and fees
Last Minute Disney Getaway! Luxury Villa with Private Pool. Book Now! #115911

Wingate by Wyndham - Orlando International Airport

3.0 star property
8.8 out of 10, Excellent, (3667)
"My stay was very comfortable, I enjoyed the continental breakfast very much."
$79 nightly
The price is $89
Oct 1 - Oct 2
Total with taxes and fees
Wingate by Wyndham - Orlando International Airport

Ramada by Wyndham Suites Orlando Airport

3.0 star property
8.2 out of 10, Very Good, (4916)
"Awesome hotel!"
$75 nightly
The price is $84
Oct 1 - Oct 2
Total with taxes and fees
Ramada by Wyndham Suites Orlando Airport

Hyatt House Orlando Airport

2.0 star property
9.6 out of 10, Exceptional, (2589)
"excellent hotel and service"
$105 nightly
The price is $118
Oct 6 - Oct 7
Total with taxes and fees
Hyatt House Orlando Airport

Pestana Orlando Suites - Lake Buena Vista

4.0 star property
9.4 out of 10, Exceptional, (1800)
"Great stay"
$94 nightly
The price is $106
Oct 27 - Oct 28
Total with taxes and fees
Pestana Orlando Suites - Lake Buena Vista

Magic Moment Resort and Kids Club

3.0 star property
8.4 out of 10, Very Good, (2542)
"Very nice and relaxing and affordable place"
$47 nightly
The price is $54
Oct 4 - Oct 5
Total with taxes and fees
Magic Moment Resort and Kids Club
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 Windermere Hotel Reviews

Frequently asked questions

What are some hotels with pools in Windermere?
Marriott's Grande Vista: Hotel located near Aquatica. Features 4 outdoor pools, a children's pool, and 3 restaurants. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Offers a lazy river, 2 outdoor pools, and 2 restaurants. Sheraton Vistana Villages Resort Villas, I-Drive/Orlando: Hotel located near Aquatica. Provides 5 outdoor pools, a children's pool, and 2 restaurants. DoubleTree by Hilton Orlando Airport: Features a snack bar/deli, an outdoor pool, and complimentary wired internet access. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Offers 6 outdoor pools, a children's pool, and 3 restaurants.
What is there to see and do in Windermere?
Explore places like Universal Studios Florida, Universal Orlando Resort, and Magic Kingdom® Park while you're in the area. Spend some time experiencing the great outdoors at Lake Butler and Tibet Butler Preserve.
When is the best time to book a hotel with a pool in Windermere?
You may want to consider an accommodation with an outdoor pool if you're planning to visit Windermere in the driest months of November, February, or December when the average rainfall is 2 inches. Lodging with an indoor pool may be what you want if you come to town during the rainiest months of August, July, and September when the average rainfall is 8 inches.

Explore a world of travel with Expedia

Explore a world of travel with Expedia