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Windermere 5 Stars Hotels

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Our top choices for Windermere 5-star hotels

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
5.0 star property
Orlando
9.2 out of 10, Wonderful, (432)
"Great stay "
United States
Cheryl
The price is NT$12,696
NT$16,051 total
includes taxes & fees
Jan 4 - 2026/1/5
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (349)
"Staff was very welcoming. Very can and aesthetically pleasing !"
United States
Brianna
The price is NT$19,048
NT$23,001 total
includes taxes & fees
Jan 11 - 2026/1/12
Conrad Orlando at Evermore

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
5.0 star property
Golden Oak
9.6 out of 10, Exceptional, (878)
"Fantastic hotel, lovely front desk and housekeeping staff. "
United States
Tanis
The price is NT$33,163
NT$39,076 total
includes taxes & fees
Jan 19 - 2026/1/20
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
Orlando
9.2 out of 10, Wonderful, (1002)
"Great service, clean rooms, large property with many amenities . Fabulous food at highball & harvest. "
United States
SAUL
The price is NT$18,672
NT$22,951 total
includes taxes & fees
Jan 18 - 2026/1/19
The Ritz-Carlton Orlando, Grande Lakes

ette hotel

ette hotel
5.0 star property
Kissimmee
9.8 out of 10, Exceptional, (384)
"Great spa!"
United States
Claudette
The price is NT$9,873
NT$11,206 total
includes taxes & fees
Jan 4 - 2026/1/5
ette hotel

Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
5.0 star property
Kissimmee
8.4 out of 10, Very Good, (1007)
"The home rental was wonderful. The staff and amenities were great! My family and I have stayed at Encore Resort several times. "
United States
Felicia
The price is NT$7,827
NT$22,441 total
includes taxes & fees
Jan 5 - 2026/1/6
Encore Resort and Water Park at Reunion by Rentyl

Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1448)
"Check in was quick and easy! Ammenties are amazing! Sad it was such a short visit but we will definitely be staying again!"
United States
Alecia
Reunion Resort & Golf Club

Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
8.8 out of 10, Excellent, (698)
"Very nice place to stay in Disney World resort place for vacation which has shuttle buses for every where and walking distance to EPCOT. Wonderful experience there!"
United States
Yong Hoon
Disney's Beach Club Resort

Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort

Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
5.0 star property
Kissimmee
8.4 out of 10, Very Good, (10)
"The complex was nice and very nice clean rooms, the water park was nice and huge. Definitely would visit again "
United States
Vernon
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort

The Bear's Den Resort Orlando

The Bear's Den Resort Orlando
5.0 star property
Reunion
8.0 out of 10, Very Good, (22)
"Great place , I recommend it to everyone."
United States
Jacqueline
The Bear's Den Resort Orlando

Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191

Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (4)
"Parking was easy."
United States
Maria Belen
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191

Cozy 3Bd Close to Disney @ Enclaves at Festival 808

Cozy 3Bd Close to Disney @ Enclaves at Festival 808
5.0 star property
Festival
6.8 out of 10, (3)
"Property was beautiful host was very attentive and answered all my questions and concerns area was safe and quiet the pool pass did not work was my only issue but everything else was top tier "
United States
Brittany
Cozy 3Bd Close to Disney @ Enclaves at Festival 808

Stunning 2 Bd Condo Close to Disney 304 3191

Stunning 2 Bd Condo Close to Disney 304 3191
5.0 star property
Kissimmee
6.6 out of 10, (4)
"The Place Awesome it was a family trip we had great time my 2 kids love the Pool, the Lazy river. they love the hold place. places are not far from Condo. Great communication they always was checking if we needed anything it was great. Thank You "
United States
Gema
Stunning 2 Bd Condo Close to Disney 304 3191

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (4)
"It was a clean and nice "
United States
Danielle
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
5.0 star property
Kissimmee
9.2 out of 10, Wonderful, (13)
"Clean, loved the pool"
United Kingdom
Stuart
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
5.0 star property
Kissimmee
7.6 out of 10, Good, (5)
"First off the house was not clean. It was only clean where a vacuum can fit. Behind all toilets was dirty, every shower had hair from previous guests. We have a three year old so we were in a rush to leave to get on our cruise and left behind our iPad. We wrote and apparently a cleaner took over two days to get to the house to only come back and say there was no iPad. Security didn’t even ask for ID. The back gate is open to let anyone just enter. Would never stay here again. Didn’t feel clean...
Canada
Shawnte
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

Family Friendly 2 Bd Close to Disney @ Champions Gate 8899

Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
5.0 star property
Davenport
8.6 out of 10, Excellent, (8)
"They kept in contact the whole time we stayed with them. They responded to any questions promptly."
United States
Tiffany
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899

7 Bedroom Villa, Private Pool, Resort Amenities

7 Bedroom Villa, Private Pool, Resort Amenities
5.0 star property
Kissimmee
8.6 out of 10, Excellent, (16)
"Beautiful and the family loved it 😍! Close to Disney, excellent for large families"
Canada
LLoyd
7 Bedroom Villa, Private Pool, Resort Amenities

Splendid 5Bd Close to Disney at Storey Lake 4251

Splendid 5Bd Close to Disney at Storey Lake 4251
5.0 star property
Kissimmee
9.2 out of 10, Wonderful, (12)
"Home was great super clean and very cozy and comfortable. "
United States
Ubeiman
Splendid 5Bd Close to Disney at Storey Lake 4251

Marvelous 4Bd with Pool at Storey Lake Resort 2601

Marvelous 4Bd with Pool at Storey Lake Resort 2601
5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (3)
Marvelous 4Bd with Pool at Storey Lake Resort 2601
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Learn more about Windermere

Nestled among pristine lakes, this charming town offers a peaceful escape with upscale golf courses and country clubs. Nature lovers can explore the Tibet-Butler Preserve's trails, while four-legged friends enjoy romping at Buena Vista Place Dog Park.

Aerial Overlooking Lakeside Homes in Central Florida

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Frequently asked questions

What are the best 5-star hotels in Windermere?
If you're seeking a 5-star experience, Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort offers one of the best of them according to Expedia traveler reviews. Stay at this Windermere getaway and get ready for first-rate service, well-appointed guest rooms and top-of-the-line amenities.
How much does it cost to stay in a 5-star hotel in Windermere?
How much you pay for a 5-star hotel in Windermere can vary based on what time of year you travel and how long you plan to be away, among several factors. Take advantage of our price per night filter and other search tools to find the best deal on a luxurious getaway.

  • Search for the lowest price per night from NT$3,161

What makes a hotel 5 stars in Windermere?
From gourmet dining venues and 24-hour fitness centers to pools and luxury bedding, the 5-star experience in Windermere is all about comfort and luxury. But it takes more than just upscale amenities to earn a 5-star rating. Hotels must also deliver remarkable guest services like beauty treatments, on-site dry cleaning and laundry and a nightly turn-down service.

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