Hotels with Pool & Resorts in Windermere from NZ$168

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windermere Hotels with Pool

Tonight
22 Feb - 23 Feb
Tomorrow
23 Feb - 24 Feb
Next weekend
27 Feb - 1 Mar
In two weeks
6 Mar - 8 Mar

Our top choices for Windermere hotels with a pool

Reception

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (2,817 reviews)
"amazing place to stay"
United States
caleb
The price is NZ$175
includes taxes & fees
1 Mar - 2 Mar
Kompose Boutique Resort at Theme Parks
Outdoor pool, pool umbrellas, pool loungers

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,559 reviews)
"Breakfast was excellent! Hotel is very clean. "
Canada
Danqing
The price is NZ$207
includes taxes & fees
24 Feb - 25 Feb
Hyatt House Orlando International Drive
Water park

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area
4.0 star property
Orlando
8.2 out of 10, Very good, (5,899 reviews)
"Very nice and comfy resort."
United States
Christopher
The price is NZ$240
includes taxes & fees
23 Feb - 24 Feb
Westgate Lakes Resort & Spa Universal Studios Area
Outdoor pool, pool umbrellas, pool loungers

La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
3.0 star property
Airport North
7.4 out of 10, Good, (1,335 reviews)
"It was great especially the breakfast "
Canada
Ahmad Taha
The price is NZ$194
includes taxes & fees
24 Feb - 25 Feb
La Quinta Inn & Suites by Wyndham Orlando Airport
Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3,444 reviews)
"Yes .. very clean rooms and hotel chef was great"
United States
Alicia
The price is NZ$194
includes taxes & fees
23 Mar - 24 Mar
Vacation Village Orlando, Celebration
Waterslide

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG
3.5 star property
Orlando
7.2 out of 10, Good, (4,859 reviews)
"Staff was friendly, room was spacious and enjoyed food court area with kids activities. "
United States
Jamie
The price is NZ$215
includes taxes & fees
25 Feb - 26 Feb
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Water park

Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.0 out of 10, Very good, (1,470 reviews)
"Great stay !! "
United States
Omar
The price is NZ$229
includes taxes & fees
23 Feb - 24 Feb
Westgate Town Center Resort
Outdoor pool, pool umbrellas, pool loungers

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, (5,385 reviews)
"Great hotel "
United States
Aniese
The price is NZ$187
includes taxes & fees
10 Mar - 11 Mar
Ramada by Wyndham Suites Orlando Airport
Outdoor wedding area

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
Celebration
8.6 out of 10, Excellent, (1,582 reviews)
"Would definitely stay here again"
United States
Brad
The price is NZ$237
includes taxes & fees
23 Mar - 24 Mar
Meliá Orlando Celebration
Poolside Family Suite - Exterior Entry (Includes Early Park Admission*) | View from room

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
Florida Center
9.0 out of 10, Wonderful, (6,391 reviews)
"Great spot for families."
United States
Lyndon
The price is NZ$250
includes taxes & fees
19 Mar - 20 Mar
Universal's Cabana Bay Beach Resort
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

Choose what matters most at hotels with a pool in Windermere

Breakfast included
4 stars

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Top Windermere Hotel Reviews

Caribe Royale Orlando

Caribe Royale Orlando

10/10 Excellent
"Spotless and endless amenities with great Staff"
Joshua A. 3-night trip
Posted 21 hours ago
Caribe Royale Orlando

Frequently asked questions

What are some hotels with pools in Windermere?
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Condo resort located near Disney Springs™. Features 6 outdoor swimming pools, a children's pool and 3 restaurants. The Grove Resort & Water Park Orlando: Resort located near Flamingo Crossings Town Center. Offers 6 outdoor swimming pools, a children's pool and free water park access. DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 3-minute walk from Universal Orlando Resort. Provides a children's pool, an outdoor pool and 2 restaurants. 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. DoubleTree by Hilton Orlando Theme Park Resort: Resort, 8-minute walk from Aquatica. Offers 2 outdoor swimming pools, a children's pool and 2 restaurants.
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.