Find Hotels with a Pool in Windermere, FL

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Top Windermere Hotels with a Pool

Fridge, microwave, oven, stovetop
Last Minute Disney Getaway! Luxury Villa with Private Pool. Book Now! #115911
Last Minute Disney Getaway! Luxury Villa with Private Pool. Book Now! #115911
$566 nightly
The price is $628
Oct 20 - Oct 21
Total with taxes and fees
Last Minute Disney Getaway! Luxury Villa with Private Pool. Book Now! #115911
Fridge, microwave, oven, stovetop
Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #115909
Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #115909
$523 nightly
The price is $580
Oct 20 - Oct 21
Total with taxes and fees
Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #115909
Outdoor pool, pool umbrellas, sun loungers
Hyatt House Orlando International Drive
Hyatt House Orlando International Drive
4.0 star property
9.2 out of 10, Wonderful, (1127)
"Perfect stay!"
$114 nightly
The price is $128
Nov 3 - Nov 4
Total with taxes and fees
Hyatt House Orlando International Drive
Reception
Kompose Boutique Resort at Theme Parks
Kompose Boutique Resort at Theme Parks
3.0 star property
9.4 out of 10, Exceptional, (1535)
"I love our stay here Definitely visit again!"
$59 nightly
The price is $67
Nov 3 - Nov 4
Total with taxes and fees
Kompose Boutique Resort at Theme Parks
Outdoor pool
voco Kissimmee Orlando by IHG
voco Kissimmee Orlando by IHG
3.5 star property
7.4 out of 10, Good, (1015)
"I definitely recommend this hotel! Kid friendly & enjoyable "
$63 nightly
The price is $72
Nov 3 - Nov 4
Total with taxes and fees
voco Kissimmee Orlando by IHG
Property amenity
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
8.8 out of 10, Excellent, (540)
"The rooms were very clean and staff were friendly and courteous "
$94 nightly
The price is $106
Oct 26 - Oct 27
Total with taxes and fees
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek
Rosen Shingle Creek
4.5 star property
9.4 out of 10, Exceptional, (4097)
"Always a great experience when we stay here. "
$93 nightly
The price is $105
Nov 8 - Nov 9
Total with taxes and fees
Rosen Shingle Creek
Outdoor pool
Country Inn & Suites by Radisson, Orlando Airport, FL
Country Inn & Suites by Radisson, Orlando Airport, FL
3.0 star property
7.8 out of 10, Good, (4089)
"Beautiful hotel"
$67 nightly
The price is $76
Oct 29 - Oct 30
Total with taxes and fees
Country Inn & Suites by Radisson, Orlando Airport, FL
Water park
Red Lion Hotel Orlando Lake Buena Vista South
Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
8.8 out of 10, Excellent, (4104)
"Great place to stay"
$66 nightly
The price is $75
Oct 22 - Oct 23
Total with taxes and fees
Red Lion Hotel Orlando Lake Buena Vista South
2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers
Holiday Inn Resort Kissimmee by the Parks by IHG
Holiday Inn Resort Kissimmee by the Parks by IHG
3.5 star property
8.4 out of 10, Very Good, (797)
"Awesome place to stay"
$70 nightly
The price is $79
Oct 26 - Oct 27
Total with taxes and fees
Holiday Inn Resort Kissimmee by the Parks by IHG
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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Top Windermere Hotel Reviews

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

10/10 Excellent
"Everything was very clean "
Daily 2-night trip
Posted 1 day ago
CoCo Key Hotel and Water Resort 

Frequently asked questions

What are some hotels with pools in Windermere?
Hyatt Regency Orlando International Airport: Features 2 restaurants, an outdoor pool, and complimentary wireless internet access. 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 Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Provides 6 outdoor pools, a children's pool, and 3 restaurants. Marriott's Grande Vista: Hotel located near Aquatica. Features 4 outdoor pools, a children's pool, and 3 restaurants. DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 2-minute walk from Universal Orlando Resort. Offers a children's pool, an outdoor pool, and 2 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.

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