Find 5 Star Hotels in Windermere, FL from $101

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Compare Windermere 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5.0 star property
Orlando
9.2 out of 10, Wonderful, (411)
"Excellent dining and stay"
Canada
RAJ
$355 nightly
The price is $400
Dec 10 - Dec 11
Total with taxes and fees
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Conrad Orlando at Evermore

5.0 star property
Orlando
9.6 out of 10, Exceptional, (331)
"Place was freaking amazing!"
United States
Shaun
$658 nightly
The price is $741
Dec 14 - Dec 15
Total with taxes and fees
Conrad Orlando at Evermore

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
Golden Oak
9.6 out of 10, Exceptional, (877)
"Fantastic hotel, lovely front desk and housekeeping staff. "
United States
Tanis
$1,045 nightly
The price is $1,176
Dec 1 - Dec 2
Total with taxes and fees
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
Orlando
9.2 out of 10, Wonderful, (1003)
"Great service, clean rooms, large property with many amenities . Fabulous food at highball & harvest. "
United States
SAUL
$694 nightly
The price is $781
Dec 21 - Dec 22
Total with taxes and fees
The Ritz-Carlton Orlando, Grande Lakes

ette hotel

5.0 star property
Kissimmee
9.8 out of 10, Exceptional, (372)
"If you're looking to stay at hotel with all the top amenities, great staff and amazing restaurant at a very nice price...this is the spot! Location is a bit busy but all is made up quality inside the hotel. "
United States
michael
$335 nightly
The price is $380
Dec 7 - Dec 8
Total with taxes and fees
ette hotel

Encore Resort and Water Park at Reunion by Rentyl

5.0 star property
Kissimmee
8.4 out of 10, Very Good, (1007)
"House was super clean! Staff were amazing and location was perfect!"
United States
Donovan
$619 nightly
The price is $703
Dec 2 - Dec 3
Total with taxes and fees
Encore Resort and Water Park at Reunion by Rentyl

Reunion Resort & Golf Club

5.0 star property
Reunion
8.8 out of 10, Excellent, (1429)
"Was amazing beautiful and is an special place to go with kids , we love it !! "
United States
Yamila
$341 nightly
The price is $387
Dec 9 - Dec 10
Total with taxes and fees
Reunion Resort & Golf Club

Disney's Beach Club Resort

5.0 star property
Bay Lake
8.8 out of 10, Excellent, (696)
"Location location location!! Best pool!!"
United States
Seung Hoon
$637 nightly
The price is $716
Dec 1 - Dec 2
Total with taxes and fees
Disney's Beach Club 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

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

5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (3)
"Fabulous apartment, great equipment as excellent location! We stayed for 11 nights in October visiting Disney 10 days and Kennedy Space Centre for a days. Parking was easy and there is a decent gym and nice water park on site. Flawless communiction throughout our stay. Would definately stay again!"
United Kingdom
Dean
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191

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

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

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

5.0 star property
Kissimmee
9.2 out of 10, Wonderful, (13)
"Super clean and confortable. "
United States
Heralda
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

5.0 star property
Kissimmee
9.0 out of 10, Wonderful, (4)
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

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

5.0 star property
Kissimmee
9.0 out of 10, Wonderful, (15)
"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

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

5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (2)
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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Find out more about Windermere

Why not demand the best during your holiday to Windermere? After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Windermere so popular in the last year. There's no reason to delay a getaway to Windermere any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Our 5-star hotels in Windermere are the perfect places to relax in during your next getaway. What are you waiting for?

Get a Great Deal on 5-Star Hotels in Windermere

You'll have a fantastic time at one of these 5-star hotels. Spa treatments, delicious meals, and one-on-one attention are all waiting for you. You're sure to find exactly the accommodation you need. You can also look forward to an outstanding experience and fantastic customer care, so get ready to kick back and indulge. What kind of amenities will make your stay a wonderful one? A concierge to help you make reservations at that outstanding restaurant? A rejuvenating facial treatment to help your cares fall away? Plush carpeting, lip-smacking main courses, and even space for your family pet in some cases...these hotels have it all.

Can't wait to get outside? We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Windermere are waiting for you to relax after a busy day. Ready to learn more? Plenty of visitors recommend this location.

Your Getaway Starts Today

The results are in, and Windermere 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. Your great getaway is just a mouse-click away -- Expedia can help you land a great deal on accommodation. Pick out one of the 5-star hotels in Windermere today and relax in luxe surroundings tomorrow.

Frequently asked questions

What are the best 5-star hotels in Windermere?
Offering premium amenities and services, Expedia travelers rate Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort as one of the leading 5-star hotels in Windermere. You'll be in the lap of luxury from the moment you step foot into the lobby.
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 depending on when you want to travel and how long you plan to stay, among a number of factors. Take advantage of our price per night filter and other search tools to score the best rate on a luxurious stay.

  • Search for the lowest price per night from $101

What makes a hotel 5 stars in Windermere?
Exemplary guest service is integral to every 5-star hotel in Windermere. From the minute you step through the door, staff cater to your every need, whether arranging valet parking or providing a nightly turn-down service. In addition, hotels have to offer upscale conveniences to be eligible for a 5-star rating. These can include luxury bathrobes, spas or saunas, pools, gastronomic kitchens and knowledgeable concierge.

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