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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, (465 reviews)
"Loved our stay here, it was quiet, clean and great dining options, would come back again!"
Canada
Robert
The price is 12.995.464 ₫
16.080.485 ₫ total
includes taxes & fees
22 Feb - 23 Feb
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, (372 reviews)
"The property is beautiful and staff was exceptional "
United States
John
The price is 12.749.306 ₫
15.641.270 ₫ total
includes taxes & fees
27 Feb - 28 Feb
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, (884 reviews)
"Great Hotel "
United States
Huan
The price is 36.151.425 ₫
42.273.714 ₫ total
includes taxes & fees
24 Feb - 25 Feb
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, (1,000 reviews)
"Great service, clean rooms, large property with many amenities . Fabulous food at highball & harvest. "
United States
SAUL
The price is 20.746.834 ₫
24.947.094 ₫ total
includes taxes & fees
27 Feb - 28 Feb
The Ritz-Carlton Orlando, Grande Lakes

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5.0 star property
Kissimmee
9.8 out of 10, Exceptional, (402 reviews)
"This is a unique property high end amenities comfortable beds and then there is the restaurant."
United States
Steve
The price is 9.670.182 ₫
10.975.657 ₫ total
includes taxes & fees
9 Mar - 10 Mar
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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, (1,003 reviews)
"The room was clean and everything was great."
United States
Ock Chul
The price is 6.452.835 ₫
18.501.237 ₫ total
includes taxes & fees
10 Mar - 11 Mar
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, (1,472 reviews)
"Rooms were ready and as always perfect Staff at check in very helpful"
United States
Deborah
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, (699 reviews)
"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, (11 reviews)
"Very roomy, clean and equipped apartment, worth for the money paid."
United States
Prasad
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, (23 reviews)
"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
8.8 out of 10, Excellent, (6 reviews)
"This place was great. We stayed here for 6 nights in Jan 2026. Family of 4. We were able to check in a couple hours early - thank you Wonder Vacations team. The place is spacious and airy and was prepared very well for our arrival: everything was clean and tidy. It is newly renovated condo with updated bathrooms and modern furniture. We appreciated the "starter kit" with a paper towel, garbage bags, laundry and dishwasher pods. We enjoyed the heated pool with slides and lazy river which are a...
Canada
Anastasia
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 reviews)
"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 reviews)
"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 reviews)
"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 reviews)
"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 reviews)
"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 reviews)
"Love everything about the property "
United States
Jose A
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
8.2 out of 10, Very good, (18 reviews)
"Lots things need improvement , lots areas that are dirty and need attention, broken flooring , dryer , dirty duct works, pool table broken. Won’t stay again needs attention for sure "
United States
Abraham
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 reviews)
"Everything that a big family needs for a vacation, plus a great location"
United States
omar
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 reviews)
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

Top Windermere Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Windermere?
According to Expedia guest reviews, Conrad Orlando, Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort and The Ritz-Carlton Orlando, Grande Lakes are some of the most popular 5-star hotels in Windermere. Offering top-quality amenities and exemplary service, you can expect an opulent and comfortable stay.
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 depends on things like when you plan to travel and the length of your holiday. An insider tip for landing an awesome deal? Use our pricing filters to compare all of the available accommodation for your selected dates.

  • Search for the lowest price per night from 3.616.999 ₫

What makes a hotel 5 stars in Windermere?
From fine dining venues and 24-hour gyms to pools and luxury bedding, the 5-star experience in Windermere is all about comfort and luxury. But it takes more than just upscale perks to receive a 5-star rating. Hotels must also provide superb services like in-room massage treatments, dry cleaning and laundry and concierge services.