A lakeside community with houses and boats.

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Check availability on Windermere 5 Star Hotels

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Windermere 5-star hotels

A swimming pool with palm trees and umbrellas, surrounded by a building with a curved facade and multiple balconies.
A balcony with a table set for two, overlooking a golf course.
A modern bar area with a long counter, multiple seating options, and a television screen.
A modern living room with a Christmas tree, a sofa, a coffee table, and a large window with a view of a green landscape.

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

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Orlando
United States
Ray
8.811.440 ₫
11.370.645 ₫ total
includes taxes & fees
12 Nov - 13 Nov
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
A resort with multiple swimming pools, lounge areas, and a modern building with balconies.
A modern hotel entrance with a large wooden ceiling structure, glass doors, and a view of the outdoors.
A spacious lobby with a view of a body of water, large wooden columns, and a modern tiled floor.
An outdoor dining area with wicker furniture and hanging lights, overlooking a beach and hotel buildings.

2. Conrad Orlando at Evermore

Conrad Orlando at Evermore
Orlando
United States
Derick
13.864.544 ₫
16.894.212 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Conrad Orlando at Evermore
A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.
A spacious lobby with a high ceiling, large windows, and a reflective floor.
A hotel with a central courtyard, a reflective pool, and a large building with a prominent entrance.
An indoor dining area with multiple tables and chairs, large windows, and a bar counter.

3. Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Golden Oak
United States
Caroline
35.526.840 ₫
41.718.106 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
A water park with multiple slides and a pool area surrounded by palm trees and a golf course.
A modern living room with a sofa set, coffee table, and decorative plants.
A courtyard with outdoor seating, palm trees, and a pool.
A dining area with tables set for service, large arched windows, and wall-mounted lighting.

4. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
Orlando
United States
Teresa
12.932.084 ₫
16.152.406 ₫ total
includes taxes & fees
28 Oct - 29 Oct
The Ritz-Carlton Orlando, Grande Lakes
A pool area with lounge chairs and umbrellas, surrounded by tropical plants.
A man in a white suit standing in a room with a marble countertop and a hanging black lamp.
A restaurant interior with wooden tables and chairs, a marble wall, and a seating area with a cushioned bench.
A woman sitting on a white sofa reading a magazine in a modern room with a mannequin in the background.

5. ette hotel Orlando

ette hotel Orlando
Kissimmee
United States
Manuel
7.645.220 ₫
8.677.326 ₫ total
includes taxes & fees
15 Oct - 16 Oct
ette hotel Orlando
Water park
A modern kitchen with white cabinets, stainless steel appliances, and a marble island with four bar stools.
A large, two-story hotel with a prominent clock tower, a covered entrance, and a well-lit facade.
A spacious lobby with a high ceiling, a unique wooden chandelier, a large arched glass door leading outside, and potted plants.

6. Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
Kissimmee
United States
Tara
7.230.564 ₫
22.031.710 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Encore Resort and Water Park at Reunion by Rentyl
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.
A multi-story hotel with a central courtyard, a bell tower, and a covered entrance.
A spacious lobby with a grand chandelier, a fountain, and a grand piano.
A spacious lobby with a grand chandelier, a piano, and a reception desk.

7. Reunion Resort & Golf Club

Reunion Resort & Golf Club
Reunion
United States
Karen G
7.673.728 ₫
9.938.098 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Reunion Resort & Golf Club
A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.
A hotel with a blue exterior, white railings, and a well-maintained garden with a central flower bed.
A waterfront hotel with multiple buildings, a large spherical structure in the background, and reflections on the water.
A restaurant with round tables, wooden chairs, and large windows.

8. Disney's Beach Club Resort

Disney's Beach Club Resort
Bay Lake
United States
Carl
18.866.848 ₫
21.225.205 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Disney's Beach Club Resort
A pool with inflatable rings, lounge chairs, and a wooden deck with stairs.
A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.
A modern dining area with a white table set for four, light blue upholstered chairs, and decorative white feathers.
A modern kitchen with a central island, pendant lighting, and a dining area with a table and chairs.

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

Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
Kissimmee
United States
Nydia
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
A swimming pool with lounge chairs, palm trees, and a golf course.
A modern kitchen with a stainless steel refrigerator, a granite countertop, and a bar area with stools. There is a dining table set with plates and glasses, and a chandelier above.
A golf course with a water slide, palm trees, and a clear sky.
A residential area with multiple two-story houses, a well-maintained lawn, and a circular patio area with seating.

10. 5 Bedroom at Storey Lake Orlando FL close to Disney 4851

5 Bedroom at Storey Lake Orlando FL close to Disney 4851
Kissimmee
United States
Nita
5 Bedroom at Storey Lake Orlando FL close to Disney 4851
A modern living room with a sofa, a TV mounted on the wall, and a balcony with glass doors.
A covered outdoor area with a pool, two lounge chairs, and a view of trees.
A large rock with the words "HIDDEN FOREST" engraved on it, surrounded by colorful flowers.
A modern kitchen with a granite countertop, stainless steel appliances, and bar stools.

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

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
Clermont
Canada
Angela
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
A modern kitchen with a granite countertop, stainless steel appliances, and wooden cabinets. There are three bar stools and a hanging light fixture above the counter.
A living room with a sectional sofa, a patterned armchair, a coffee table, and a TV.
A dining area with a glass table and brown chairs, a blue vase, and a framed artwork on the wall.
A bedroom with a bed, nightstands, a mirror, and a window with blinds.

12. Family Friendly 5 Bedrooms Home Close to Disney 4849

Family Friendly 5 Bedrooms Home Close to Disney 4849
Kissimmee
United States
Raquel
Family Friendly 5 Bedrooms Home Close to Disney 4849
An aerial view of a resort with a large swimming pool, water slides, and a mini-golf area.
A modern living room with a beige sectional sofa, a white coffee table, and a flat-screen TV mounted on the wall.
A modern kitchen with white cabinets, a black backsplash, and a dining area set with white plates, blue placemats, and clear wine glasses.
A modern kitchen with a central island, stainless steel appliances, and a dining area with bar stools.

13. Stunning 2 Bd Condo Close to Disney 304 3191

Stunning 2 Bd Condo Close to Disney 304 3191
Kissimmee
United States
Stephanie
Stunning 2 Bd Condo Close to Disney 304 3191
A resort with multiple swimming pools, sun loungers, and palm trees.
A gym with various weightlifting equipment, including dumbbells and weight plates.
A wooden ship structure with ropes and a flag, surrounded by greenery and a clear sky.
A modern living room with a grey sofa, glass coffee table, and a black and white rug.

14. Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
Kissimmee
United States
Lance
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
An aerial view of a resort with a large swimming pool, palm trees, and a water slide.
A modern living room with a white sectional sofa, a large abstract painting, and a view of a balcony with outdoor furniture.
A wooden play structure with ropes and a slide, surrounded by palm trees and a clear sky.
A modern kitchen with white cabinets, a microwave, and a coffee station with white cups and orange flowers.

15. Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Kissimmee
Germany
Thomas
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Water park
Restaurant
A hotel room with a wooden console table, a round mirror, a globe, and a small plant.
A modern kitchen with a central island, bar stools, and a dining area with a sofa and chairs.

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
Davenport
United States
Emmanuel
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
A swimming pool with a glass enclosure, surrounded by a patio area with a view of a residential building.
A neatly made bed with a black and white color scheme, a metal headboard, and a bedside lamp.
A spacious living area with a sofa, armchairs, and a dining table. There is a kitchen in the background with white cabinets and a microwave.
A dining area with a wooden table, six chairs, a chandelier, and black and white patterned wallpaper.

17. 5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759

5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Kissimmee
United States
Kimesha
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
An aerial view of a resort with a large water park, multiple swimming pools, and a variety of recreational facilities.
A modern kitchen with white cabinets, a dining area with a table and chairs, and a living room with a sofa and a coffee table.
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven.
A modern living room with a grey sofa, a purple armchair, and a large window with a view of greenery.

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

Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
Kissimmee
United States
Prasad
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
An aerial view of a resort with multiple swimming pools, sun loungers, and palm trees.
A gym with various weightlifting equipment, including dumbbells and weight plates.
A spacious outdoor dining area with multiple tables and chairs, ceiling fans, and a bar area with stools.
A wooden play structure with ropes and a slide, surrounded by palm trees and a clear sky.

19. Stunning 4 Bd Close to Disney @ Storey Lake 2569

Stunning 4 Bd Close to Disney @ Storey Lake 2569
Kissimmee
United States
Claudine
Stunning 4 Bd Close to Disney @ Storey Lake 2569
A rectangular swimming pool with a tiled edge, surrounded by a brick patio. There are lounge chairs and a small table near the pool.
A two-story house with a brick driveway and a stone facade.
A living room with a sofa, coffee table, TV, and decorative items.
A modern kitchen with dark wood cabinets, stainless steel appliances, and a large island with bar stools.

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

Wonderful 8Bd w/ Pool & GameRoom @ Encore 461
Kissimmee
United States
Bronte
Wonderful 8Bd w/ Pool & GameRoom @ Encore 461
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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

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5.675.604 ₫
6.385.184 ₫ total
2 Nov - 3 Nov
includes taxes & fees
9.4/10 Exceptional! (4,542 reviews)
Hyatt Regency Orlando International Airport
Avanti International Resort

Avanti International Resort

8738 International Dr Orlando FL
2.180.831 ₫
2.978.233 ₫ total
18 Oct - 19 Oct
includes taxes & fees
8/10 Very good! (4,639 reviews)
Avanti International Resort
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL
3.547.498 ₫
3.990.935 ₫ total
3 Nov - 4 Nov
includes taxes & fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
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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.

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 2.978.233 ₫
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.

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