A lakeside community with houses and boats.

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Our top choices for Windermere 5-star hotels

1. Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
5.0 star property
Orlando
9.4 out of 10, Exceptional, (601 reviews)
"Room was extremely nice and clean, turn down service was really nice! Staff were extremely pleasant and friendly."
United States
Joel
$270 nightly
The price is $304
Aug 30 - Aug 31
Total with taxes and fees
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

2. Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (524 reviews)
"Great stay and very clean room!"
United States
Linda
$486 nightly
The price is $546
Aug 23 - Aug 24
Total with taxes and fees
Conrad Orlando at Evermore

3. 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, (939 reviews)
"Excellent hotel. One of the best I have ever stayed at."
Canada
Uros
$995 nightly
The price is $1,119
Sep 2 - Sep 3
Total with taxes and fees
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

4. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
Orlando
9.2 out of 10, Wonderful, (1,005 reviews)
"Would stay again! Lovely across the board"
United States
Niccolo Michele
$422 nightly
The price is $475
Aug 19 - Aug 20
Total with taxes and fees
The Ritz-Carlton Orlando, Grande Lakes

5. ette hotel

ette hotel
5.0 star property
Kissimmee
9.6 out of 10, Exceptional, (481 reviews)
"Great stay"
United States
Jason
$258 nightly
The price is $293
Aug 23 - Aug 24
Total with taxes and fees
ette hotel

6. Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,603 reviews)
"Rooms were clean, staff was friendly and helpful."
United States
Denise
$265 nightly
The price is $301
Aug 16 - Aug 17
Total with taxes and fees
Reunion Resort & Golf Club

7. 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, (1,005 reviews)
"This was a wonderful property! The hosts were incredibly friendly, welcoming, and helpful throughout our stay. My family truly enjoyed our time here and absolutely loved the property. We would definitely stay here again and highly recommend it to others."
United States
Makhia
$579 nightly
The price is $657
Aug 9 - Aug 10
Total with taxes and fees
Encore Resort and Water Park at Reunion by Rentyl

8. Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
8.8 out of 10, Excellent, (716 reviews)
"The property is beautiful and the pool is amazing! It steps from Epcot. Beaches and Cream ice cream shop is right next to the pool."
United States
Chloe
$578 nightly
The price is $650
Aug 16 - Aug 17
Total with taxes and fees
Disney's Beach Club Resort

9. 5 Bedroom at Storey Lake Orlando FL close to Disney 4851

5 Bedroom at Storey Lake Orlando FL close to Disney 4851
5.0 star property
Kissimmee
9.4 out of 10, Exceptional, (3 reviews)
"Pool heating cost additional. Property Lazy river and pool was heated in November, was awesome. great Spot for a vacation. Highly recomend."
United States
Nita
5 Bedroom at Storey Lake Orlando FL close to Disney 4851

10. Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887

Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
5.0 star property
Kissimmee
9.4 out of 10, Exceptional, (3 reviews)
"House was really good..but thermostat wasn't working at all..some part carpet was wet all time"
United States
Pareshkumar
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887

11. Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
5.0 star property
Kissimmee
8.6 out of 10, Excellent, (4 reviews)
"Nice "
United States
Janismarie
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

12. Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
5.0 star property
Kissimmee
9.4 out of 10, Exceptional, (19 reviews)
"The place was amazing. I would definitely book again"
United States
Teddy
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

13. Stunning 2 Bd Condo Close to Disney 304 3191

Stunning 2 Bd Condo Close to Disney 304 3191
5.0 star property
Kissimmee
5.0 out of 10, (6 reviews)
"Pools were filthy. The washer dryer combo did not work. Like a previous "
United States
Stephanie
Stunning 2 Bd Condo Close to Disney 304 3191

14. Disney's Beach Club Villas

Disney's Beach Club Villas
5.0 star property
Bay Lake
9.2 out of 10, Wonderful, (39 reviews)
"Clean and great location"
United States
Anonymous traveler
$578 nightly
The price is $650
Aug 25 - Aug 26
Total with taxes and fees
Disney's Beach Club Villas

15. 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

16. Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
5.0 star property
Davenport
9.4 out of 10, Exceptional, (9 reviews)
"House was super clean, felt like I was home…"
United States
Emmanuel
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

17. 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
8.6 out of 10, Excellent, (8 reviews)
"The accommodation not only has a good equipment and location, but is also absolutely top and highly recommended. I will be very happy to book here again."
Germany
Thomas
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

18. Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
5.0 star property
Clermont
9.6 out of 10, Exceptional, (9 reviews)
"Wonderful stay!"
Canada
Angela
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

19. Gorgeous 5Bd Screened Pool at Champions Gate 1125

Gorgeous 5Bd Screened Pool at Champions Gate 1125
5.0 star property
Davenport
9.6 out of 10, Exceptional, (7 reviews)
"The house was exactly as the pictures posted. Very well maintained, cleaned, and well equipped with all essential equipment for cooking ext. My family and I loved it. It exceeded our expectations! We truly recommend this house, and will definitely rent this house again."
United States
Carmen
Gorgeous 5Bd Screened Pool at Champions Gate 1125

20. Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills

Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
5.0 star property
Tuscan Hills
9.0 out of 10, Wonderful, (9 reviews)
"Great stay"
United States
Tiffany
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
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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.

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.

A lakeside community with houses and boats.

Top Windermere Hotel Reviews

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 $88

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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