A lakeside community with houses and boats.

Windermere Hotel Guide - 5 Stars Hotels in Windermere, Orlando

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Check availability on Windermere 5 Star Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Windermere 5-star hotels

A hotel with a swimming pool, lounge chairs, and palm trees.

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, (678 reviews)
"Very nice hotel in every way."
United States
John
The price is Rp6.305.328
Rp8.113.701 total
includes taxes & fees
22 Nov - 23 Nov
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
A resort with multiple swimming pools, lounge areas, and a modern building with balconies.

2. Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (611 reviews)
"Wonderful stay, everything was as advertised!"
United States
YASIR
The price is Rp8.771.960
Rp10.775.305 total
includes taxes & fees
20 Nov - 21 Nov
Conrad Orlando at Evermore
A poolside area with a wooden gazebo, lounge chairs, and a table.

3. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
Orlando
9.2 out of 10, Wonderful, (1,009 reviews)
"Great hotel!"
United States
Teresa
The price is Rp8.691.250
Rp10.899.974 total
includes taxes & fees
25 Nov - 26 Nov
The Ritz-Carlton Orlando, Grande Lakes
A hotel with a central courtyard, a reflective pool, and a large building with a prominent entrance.

4. 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, (972 reviews)
"One of the best hotels I have ever stayed in. Absolutely superb."
United States
Caroline
The price is Rp25.482.485
Rp29.892.043 total
includes taxes & fees
22 Nov - 23 Nov
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
A pool area with lounge chairs and umbrellas, surrounded by tropical plants.

5. ette hotel Orlando

ette hotel Orlando
5.0 star property
Kissimmee
9.6 out of 10, Exceptional, (515 reviews)
"Great Services. Great hotel. Great atmosphere!"
United States
Wigberto
The price is Rp5.894.525
Rp6.690.377 total
includes taxes & fees
1 Nov - 2 Nov
ette hotel Orlando
A rectangular swimming pool with lounge chairs and palm trees.

6. 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, (1,001 reviews)
"Loved the bedrooms with their own separate bathrooms. Water park was enjoyed by all!!"
United States
paula
The price is Rp5.223.456
Rp15.603.807 total
includes taxes & fees
31 Oct - 1 Nov
Encore Resort and Water Park at Reunion by Rentyl
A pool area with a waterfall, palm trees, and a rocky backdrop.

7. Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,633 reviews)
"Huge property - not a golfer but still enjoyed the stay"
United States
Karen G
The price is Rp5.370.366
Rp6.955.060 total
includes taxes & fees
4 Nov - 5 Nov
Reunion Resort & Golf Club
A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.

8. Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
8.8 out of 10, Excellent, (720 reviews)
"The best"
United States
Carl
The price is Rp13.203.736
Rp14.854.202 total
includes taxes & fees
3 Nov - 4 Nov
Disney's Beach Club Resort
A pool area with a wooden deck, rope ladder, and palm trees.

9. 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
8.8 out of 10, Excellent, (5 reviews)
"Awesome pools. Family friendly."
United States
Nydia
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
A modern living room with a sofa, a TV mounted on the wall, and a balcony with glass doors.

10. 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, (10 reviews)
"Wonderful stay!"
Canada
Angela
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
A bedroom with a brick wall, a large bed with red bedding, two bedside lamps, a nightstand, a potted plant, and a red door.

11. 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, (10 reviews)
"Great stay"
United States
Tiffany
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
A residential area with a large swimming pool and a golf course.

12. 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
An aerial view of a resort with a central swimming pool, surrounded by lounge chairs and palm trees, with a body of water and buildings in the background.

13. Amazing 4Bd Screened Pool Close to Disney 4572

Amazing 4Bd Screened Pool Close to Disney 4572
5.0 star property
Bellavida
8.0 out of 10, Very good, (7 reviews)
" Great for our family, close to activities, parks, attractiins"
United States
Charlene
Amazing 4Bd Screened Pool Close to Disney 4572
A swimming pool with a glass enclosure, surrounded by a patio area with a view of a residential building.

14. 5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759

5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (4 reviews)
"Looks just like photos, very nice and spacious. I would book again."
United States
Kimesha
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
A row of modern two-story houses with attached garages, well-maintained lawns, and a street lamp.

15. 5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
5.0 star property
Kissimmee
8.0 out of 10, Very good, (10 reviews)
"My family and I truly enjoyed our stay. The team was friendly and communicated effectively the entire time. Will definitely stay again and recommend to others. "
United States
Ben-Jade
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.

16. 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
Pool

17. 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
A rectangular swimming pool with a tiled edge, surrounded by a brick patio. There are lounge chairs and a small table near the pool.

18. Wonderful 8Bd w/ Pool & GameRoom @ Encore 461

Wonderful 8Bd w/ Pool & GameRoom @ Encore 461
5.0 star property
Kissimmee
6.4 out of 10, (5 reviews)
"The communication was exceptional, before, during and after the stay. Friendly. Everything was like in the pictures. You got everything you need to make your stay as comfortable as your own home."
United States
Denise
Wonderful 8Bd w/ Pool & GameRoom @ Encore 461
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.

19. 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
A resort with multiple swimming pools, palm trees, and lounge areas.

20. 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, (8 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
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Windermere.
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard Orlando FL
The price is Rp3.972.003 per night from 2 Nov to 3 Nov
Rp3.972.003
Rp4.468.594 total
2 Nov - 3 Nov
includes taxes & fees
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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.

See all hotels in Windermere
A lakeside community with houses and boats.

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 Rp1.304.231

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.