Hotels with Swimming Pool in Windermere, Orlando

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Check availability on Windermere Hotels with Swimming Pool

Tonight
Jan 6 - Jan 7
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Jan 7 - Jan 8
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Windermere hotels with a pool

Outdoor pool, pool umbrellas, sun loungers
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (2228)
"Overall such a great place to stay "
Canada
Negar
The price is P3,919
P6,796 total
includes taxes & fees
Jan 13 - Jan 14
Kompose Boutique Resort at Theme Parks
Outdoor pool, pool umbrellas, sun loungers
Hyatt House Orlando International Drive

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1436)
"Great place to stay and great amenities"
United States
Darshan
The price is P8,098
P9,110 total
includes taxes & fees
Jan 14 - Jan 15
Hyatt House Orlando International Drive
Property amenity
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
International Drive District
8.6 out of 10, Excellent, (794)
"What a wonderful stay! "
United States
Lucia
The price is P5,514
P6,203 total
includes taxes & fees
Jan 26 - Jan 27
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

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4357)
"Great place to stay. Definitely will stay here again.."
United States
Donnell
The price is P7,046
P7,926 total
includes taxes & fees
Jan 23 - Jan 24
Rosen Shingle Creek
Outdoor pool, open 9:00 AM to 9:00 PM, sun loungers
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
Kissimmee
8.2 out of 10, Very Good, (5142)
"Awesome place to stay! Clean and staff incredible!"
United States
Jeffrey
The price is P1,553
P3,775 total
includes taxes & fees
Jan 8 - Jan 9
Palazzo Lakeside Hotel
Outdoor pool, pool umbrellas, sun loungers
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
Orlando
8.8 out of 10, Excellent, (1946)
"Good place to stay "
United States
victor
The price is P4,847
P5,453 total
includes taxes & fees
Jan 25 - Jan 26
Aloft Orlando Lake Buena Vista
Outdoor pool
Seasons Florida Resort

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
Kissimmee
8.8 out of 10, Excellent, (3348)
"A great place to stay for the price"
United States
Jennie
The price is P3,724
P4,226 total
includes taxes & fees
Jan 8 - Jan 9
Seasons Florida Resort
Outdoor pool, sun loungers
Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
3.0 star property
Airport North
8.8 out of 10, Excellent, (3775)
"Great accommodations and service! "
United States
Manuel
The price is P5,878
P6,613 total
includes taxes & fees
Jan 26 - Jan 27
Wingate by Wyndham - Orlando International Airport
Outdoor pool, pool umbrellas, sun loungers
Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
Airport North
8.4 out of 10, Very Good, (5227)
"Amazing place "
United States
Michael
The price is P5,275
P5,935 total
includes taxes & fees
Jan 26 - Jan 27
Ramada by Wyndham Suites Orlando Airport
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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"The villa was super clean, spotless and very spacious. We enjoyed our stay and the kids enjoyed the playground the most. "
Farah 4-night trip
Posted 5 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Frequently asked questions

What are some hotels with pools in Windermere?
Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor pools, and 2 restaurants. Wyndham I-Drive Avanti Resort & Conference Center: Hotel, 7-minute walk from CoCo Key Water Resort. Offers a children's pool, an outdoor pool, and 2 bars. Rosen Inn at Pointe Orlando: Hotel, 2-minute walk from Pointe Orlando. Provides 2 coffee shops/cafes, 3 outdoor pools, and complimentary wireless internet access. Avanti International Resort: Hotel, 11-minute walk from The Orlando Eye. Features a children's pool, a seasonal outdoor pool, and a snack bar/deli. The Grove Resort & Water Park Orlando: Resort located near Flamingo Crossings Town Center. Offers 6 outdoor pools, a children's pool, and free water-park access.
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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