Best Resorts in Windermere

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Check prices for these dates

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7
In one month
Jun 19 - Jun 21
In two months
Jul 17 - Jul 19

Our top choices for Windermere resorts

Reception

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (4,129 reviews)
"Great place to stay."
Canada
Paulo Henrique
$87 nightly
The price is $99
May 27 - May 28
Total with taxes and fees
Kompose Boutique Resort at Theme Parks
2 outdoor pools, pool umbrellas, sun loungers

Disney's All-Star Music Resort

Disney's All-Star Music Resort
3.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1,008 reviews)
$153 nightly
The price is $174
May 25 - May 26
Total with taxes and fees
Disney's All-Star Music Resort
Exterior

SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2767

SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2767
Kissimmee
9.4 out of 10, Exceptional, (32 reviews)
"Loved the house! Good location "
United States
Walt H.
$215 nightly
The price is $241
May 31 - Jun 1
Total with taxes and fees
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2767
Egyptian cotton sheets, premium bedding, down comforters, in-room safe

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (758 reviews)
"Room was clean and breakfast was amazing"
United States
Neeraj
$163 nightly
The price is $185
Jun 1 - Jun 2
Total with taxes and fees
Embassy Suites By Hilton Orlando Sunset Walk
Exterior

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377
Kissimmee
6.0 out of 10, (2 reviews)
"Al great."
United States
Mike
$202 nightly
The price is $226
Jun 5 - Jun 6
Total with taxes and fees
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377
Outdoor pool, a heated pool

Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath

Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
Champions Gate
9.4 out of 10, Exceptional, (67 reviews)
"Beautiful property to stay at! Property is very clean. There is a pool and restaurant on sight. Not far from Orlando and all the parks. Also close to a Publix. Owners are extremely easy to get in touch with. Will definitely stay here again!!"
United States
Maureen
$206 nightly
The price is $231
Jun 1 - Jun 2
Total with taxes and fees
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
Outdoor pool, a heated pool

Disney Universal Family Villa Resort with Elevator, Pool and many amenities!

Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Kissimmee
$205 nightly
The price is $230
May 26 - May 27
Total with taxes and fees
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Aerial view

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area
3.5 star property
Lake Buena Vista
8.2 out of 10, Very Good, (4,101 reviews)
"Clean rooms great staff breakfast was great!"
United States
Jessica
$119 nightly
The price is $133
May 25 - May 26
Total with taxes and fees
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Fridge, microwave, oven, stovetop

New and Amazing Tiny House in Kissimmee, FL only 20 minutes to Disney/Universal

New and Amazing Tiny House in Kissimmee, FL only 20 minutes to Disney/Universal
Kissimmee
$228 nightly
The price is $255
May 24 - May 25
Total with taxes and fees
New and Amazing Tiny House in Kissimmee, FL only 20 minutes to Disney/Universal
2 outdoor pools, sun loungers

Hilton Orlando Lake Buena Vista - Disney Springs® Area

Hilton Orlando Lake Buena Vista - Disney Springs® Area
4.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (1,619 reviews)
"Great location and nice property. Have stayed here many times and always enjoyed the stay."
United States
Stephanie
$161 nightly
The price is $181
May 30 - May 31
Total with taxes and fees
Hilton Orlando Lake Buena Vista - Disney Springs® Area
Outdoor pool, a heated pool

Paradise Room Resort Suite room near Disney and other interest places of Florida

Paradise Room Resort Suite room near Disney and other interest places of Florida
Regal Palms
9.8 out of 10, Exceptional, (7 reviews)
"The host was very accommodating all week long and responded to any questions we had within the hour. I would say she went beyond and above our normal VRBO experiences. The pools are a major plus and the restaurant was very convient! I will also say there is a major grocery store a block away and many restaurants within a short drive. "
United States
Anonymous traveler
$124 nightly
The price is $136
Jun 1 - Jun 2
Total with taxes and fees
Paradise Room Resort Suite room near Disney and other interest places of Florida
2 outdoor pools, pool umbrellas, sun loungers

Disney's All-Star Movies Resort

Disney's All-Star Movies Resort
3.5 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1,003 reviews)
"Beautiful and friendly place"
United States
Denise
$154 nightly
The price is $175
May 25 - May 26
Total with taxes and fees
Disney's All-Star Movies Resort
2 outdoor pools, open 6:00 AM to 10:00 PM, cabanas (surcharge)

DoubleTree by Hilton Orlando Theme Park Resort

DoubleTree by Hilton Orlando Theme Park Resort
4.0 star property
International Drive District
7.6 out of 10, Good, (6,781 reviews)
"Great stay."
United States
Michael
$93 nightly
The price is $105
Jun 14 - Jun 15
Total with taxes and fees
DoubleTree by Hilton Orlando Theme Park Resort
Lobby

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,597 reviews)
"Clean room and very very nice staff."
United States
Natjaree
$179 nightly
The price is $203
May 25 - May 26
Total with taxes and fees
Margaritaville Resort Orlando with H2O Waterpark
Outdoor pool, a heated pool, pool umbrellas, sun loungers

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
Orlando
8.6 out of 10, Excellent, (3,975 reviews)
"Great location, great staff, pool perfect for the kids."
United Kingdom
Peter
$106 nightly
The price is $119
May 27 - May 28
Total with taxes and fees
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Outdoor pool, a heated pool

Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities

Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities
Champions Gate
10.0 out of 10, Exceptional, (24 reviews)
"Our stay at the condo was excellent. We used the fully furnished kitchen, swam in the pool, and enjoyed being close to our various destinations. "
United States
Larry H.
$286 nightly
The price is $319
May 25 - May 26
Total with taxes and fees
Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities
3 outdoor pools

Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
8.8 out of 10, Excellent, (707 reviews)
"The resort was clean and beautiful ... staff was friendly"
United States
Robert
$506 nightly
The price is $569
May 25 - May 26
Total with taxes and fees
Disney's Beach Club Resort
Water park

Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.2 out of 10, Very Good, (1,728 reviews)
"The property and amenities were top notch!"
United States
Hilton
$118 nightly
The price is $134
May 27 - May 28
Total with taxes and fees
Westgate Town Center Resort
Pool

Disney Home | Pool & Themed Bedrooms

Disney Home | Pool & Themed Bedrooms
Kissimmee
$419 nightly
The price is $443
May 24 - May 25
Total with taxes and fees
Disney Home | Pool & Themed Bedrooms
Outdoor pool, open 6:00 AM to midnight, pool umbrellas, sun loungers

Rosen Centre Hotel

Rosen Centre Hotel
4.0 star property
International Drive District
9.0 out of 10, Wonderful, (4,547 reviews)
"Great place to stay."
United States
Francisco
$120 nightly
The price is $135
Jun 5 - Jun 6
Total with taxes and fees
Rosen Centre Hotel
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

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent
"Free electric car charging was a great benefit!"
Julie 3-night trip
Posted less than an hour ago
Universal's Endless Summer Resort - Dockside Inn and Suites

Find out more about Windermere

Windermere Resorts information

Number of reviews
34,085
Accommodation
1127 Resorts
Lowest Price
$99
Highest Price
$569

Frequently asked questions

What can I expect from a resort vacation in Windermere?
You deserve some time off, and a resort is just the place to indulge in all the amenities and services you need for a relaxing time in Windermere. One of the 116 comfortable resort hotels in the surrounding area could be just what you're looking for, whether you want an amazing pool, a state-of-the-art fitness center, or activities for the kids.
What's a favorite resort for my stay in Windermere?
Here are our top-rated resorts near Windermere: The Grove Resort & Water Park Orlando - Family-friendly resort. 11.6 mi (18.7 km) from Windermere. Features 6 outdoor pools, 3 restaurants, and 3 poolside bars. Guests love the pool. Walt Disney World Swan - Beach resort less than 10 minutes from Walt Disney World® Resort. 9.1 mi (14.7 km) from Windermere. Has a private beach, a children's pool, and 3 hot tubs. Guests love the pool. Kompose Boutique Resort at Theme Parks - 11.6 mi (18.6 km) from Windermere. Enjoy the 2 hot tubs, 24-hour fitness center, and snack bar/deli. DoubleTree by Hilton Orlando Theme Park Resort - Family-friendly resort less than 10 minutes from Aquatica. 7 mi (11.3 km) from Windermere. Amenities include 2 outdoor pools, 2 restaurants, and 3 bars. Guests love the pool. Margaritaville Resort Orlando with H2O Waterpark - Family-friendly resort. 11.6 mi (18.6 km) from Windermere. Guests love the pool. Access to 3 outdoor pools, 3 restaurants, and 3 bars.
What can I do in Windermere?
Universal Studios Florida offers fun for the whole family, while Universal Orlando Resort is one of the most popular places to visit nearby. You'll also find top attractions like Universal's Volcano Bay and Magic Kingdom® Park in the area.
What's the weather like in Windermere?
The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Windermere are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What's the best way to get to and around Windermere?
Fly into Orlando Intl. Airport (MCO), which is located 14.5 mi (23.3 km) from the heart of the city. Otherwise, look for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 15.2 mi (24.4 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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