Windermere Hotel with Pool

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Check availability on Windermere Hotel with Pool

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Windermere hotels with a pool

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, (740)
"What a wonderful stay! "
United States
Lucia
The price is HK$654
HK$736 total
includes taxes & fees
14 Jan - 15 Jan 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Outdoor pool, pool umbrellas, pool 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, (2084)
"Very nice place to stay in, we love it!!"
United States
Basim
The price is HK$537
HK$918 total
includes taxes & fees
6 Jan - 7 Jan 2026
Kompose Boutique Resort at Theme Parks
Outdoor pool, pool umbrellas, pool 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, (1392)
"Good location, good breakfast "
United States
Andrea
The price is HK$918
HK$1,032 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt House Orlando International Drive
Outdoor pool
Seasons Florida Resort

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
Kissimmee
8.8 out of 10, Excellent, (3309)
"clean rooms friendly staff great location "
United States
Greg
The price is HK$416
HK$473 total
includes taxes & fees
4 Jan - 5 Jan 2026
Seasons Florida Resort
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4374)
"Great place to stay. Definitely will stay here again.."
United States
Donnell
The price is HK$909
HK$1,023 total
includes taxes & fees
23 Jan - 24 Jan 2026
Rosen Shingle Creek
Outdoor pool, pool umbrellas, pool loungers
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center
3.5 star property
International Drive District
7.4 out of 10, Good, (3924)
"Excellent room and the beds were very comfortable, also very clean "
United States
Daisy
The price is HK$485
HK$703 total
includes taxes & fees
5 Jan - 6 Jan 2026
Wyndham I-Drive Avanti Resort & Conference Center
2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG
3.5 star property
Kissimmee
8.4 out of 10, Very good, (1093)
"Great hotel"
United States
Steven
The price is HK$552
HK$781 total
includes taxes & fees
7 Jan - 8 Jan 2026
Holiday Inn Resort Kissimmee by the Parks by IHG
Outdoor pool, pool 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, (3744)
"Great accommodations and service! "
United States
Manuel
The price is HK$773
HK$870 total
includes taxes & fees
5 Jan - 6 Jan 2026
Wingate by Wyndham - Orlando International Airport
Outdoor pool, pool umbrellas, pool loungers
Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
Orlando
8.8 out of 10, Excellent, (1936)
"Clean room and pleasant staff. "
United States
Mariama Velinique
The price is HK$820
HK$922 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cambria Hotel Orlando Airport
View from room
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista
3.5 star property
Orlando
8.6 out of 10, Excellent, (5641)
"Great property to stay"
United States
Deepankar
The price is HK$592
HK$667 total
includes taxes & fees
24 Jan - 25 Jan 2026
Rosen Inn Lake Buena Vista
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.
View all properties

Top Windermere Hotel Reviews

Walt Disney World Dolphin

Walt Disney World Dolphin

10/10 Excellent
"😃"
Adam 1-night trip
Posted 2 days ago
Walt Disney World Dolphin

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 swimming 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 swimming pools and complimentary wireless Internet access. DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 2-minute walk from Universal Orlando Resort. Features a children's pool, an outdoor pool and 2 restaurants. Avanti International Resort: Hotel, 9-minute walk from Pointe Orlando. Offers a children's pool, a seasonal outdoor pool and a snack bar/deli.
What is there to see and do in Windermere?
Explore places such as 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 accommodation that has an outdoor pool if you're planning to visit Windermere in the driest months of November, February or December, when the average rainfall is 49 mm. Accommodation 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 194 mm.

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