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Check availability on Winter Garden 5 Star Hotels

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Winter Garden 5-star hotels

A swimming pool with palm trees and umbrellas, surrounded by a building with a curved facade and multiple balconies.
A modern living room with a Christmas tree, a sofa, a coffee table, and a large window with a view of a green landscape.
A balcony with a table set for two, overlooking a golf course.
A golf course with sand bunkers, a pond, and tall trees in the background.

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

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Orlando
United States
Ray
8.686.860 ₫
11.228.074 ₫ 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.
A rooftop lounge with wicker furniture, round tables, and potted plants.

2. Conrad Orlando at Evermore

Conrad Orlando at Evermore
Orlando
United States
YASIR
13.352.020 ₫
16.314.672 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Conrad Orlando at Evermore
A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.
A hotel with a central courtyard, a reflective pool, and a large building with a prominent entrance.
A pathway lined with tall, vertically planted trees and well-maintained greenery, leading towards a building with classical architecture.
A spacious lobby with a high ceiling, large windows, and a reflective floor.

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

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Golden Oak
United States
Caroline
35.834.105 ₫
42.059.796 ₫ total
includes taxes & fees
9 Nov - 10 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
12.910.627 ₫
16.125.606 ₫ 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 woman sitting on a white sofa reading a magazine in a modern room with a mannequin in the background.
A restaurant interior with wooden tables and chairs, a marble wall, and a seating area with a cushioned bench.

5. ette hotel Orlando

ette hotel Orlando
Kissimmee
United States
Manuel
7.632.535 ₫
8.663.057 ₫ total
includes taxes & fees
18 Oct - 19 Oct
ette hotel Orlando
Water park
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.
A spacious lobby with a central reception desk, a staircase, and a view of the outside.

6. Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
Kissimmee
United States
Tara
7.218.567 ₫
21.995.024 ₫ 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 spacious lobby with a grand chandelier, a fountain, and a grand piano.
A multi-story hotel with a central courtyard, a bell tower, and a covered entrance.
A patio area with wicker furniture, a fire pit, and palm trees.

7. Reunion Resort & Golf Club

Reunion Resort & Golf Club
Reunion
United States
Karen G
7.660.995 ₫
9.921.610 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Reunion Resort & Golf Club
A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.
A spacious lobby with high ceilings, multiple chandeliers, and a polished wooden floor.
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
18.835.544 ₫
21.189.987 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Disney's Beach Club Resort
A pool with inflatable rings, lounge chairs, and a wooden deck with stairs.
A modern living room with a sofa, coffee table, and bar stools. There is a kitchen area with cabinets and appliances.
A modern kitchen with a central island, pendant lighting, and a dining area with a table and chairs.
A modern dining area with a white table set for four, light blue upholstered chairs, and decorative white feathers.

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 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.
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.

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 large rock with the words "HIDDEN FOREST" engraved on it, surrounded by colorful flowers.
A covered outdoor area with a pool, two lounge chairs, and a view of trees.
A modern living room with a glass coffee table, a black sofa, and a dining area with a TV displaying a castle.

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 hallway with a glass-top console table, a white door at the end, and framed pictures on the walls.
A dining area with a glass table and brown chairs, a blue vase, and a framed artwork on the wall.
A living room with a sectional sofa, a patterned armchair, a coffee table, and a TV.

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 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.
A modern hotel room with a large bed, a nightstand with drawers, a wall-mounted painting, and a bathroom visible through an open door.

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 spacious outdoor dining area with white chairs and tables, ceiling fans, and a bar area with a TV screen.
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.
An aerial view of a resort with a large central pool, multiple smaller pools, and a covered pavilion.
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
A modern kitchen with a central island, bar stools, and a dining area with a sofa and chairs.
Restaurant
A covered outdoor dining area with multiple tables and chairs, a kitchen counter, and a ceiling fan.

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 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.
A neatly made bed with a black and white color scheme, a metal headboard, and a bedside lamp.

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 living room with a grey sofa, a purple armchair, and a large window with a view of greenery.
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.
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.

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 modern living room with a grey sectional sofa, a glass coffee table, and a blue patterned rug.
A wooden play structure with ropes and a slide, surrounded by palm trees and a clear sky.
A spacious outdoor dining area with multiple tables and chairs, ceiling fans, and a bar area with stools.

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 Winter Garden.
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard Orlando FL
5.666.187 ₫
6.374.590 ₫ total
2 Nov - 3 Nov
includes taxes & fees
9.4/10 Exceptional! (4,555 reviews)
Hyatt Regency Orlando International Airport
Avanti International Resort

Avanti International Resort

8738 International Dr Orlando FL
2.065.364 ₫
2.847.867 ₫ total
22 Oct - 23 Oct
includes taxes & fees
8/10 Very good! (4,617 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
3.539.426 ₫
3.981.855 ₫ total
8 Nov - 9 Nov
includes taxes & fees
9.2/10 Wonderful! (7,089 reviews)
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
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Learn more about Winter Garden

Stroll the charming brick-lined streets of historic city centre where the Plant Street Market buzzes with local food vendors and craft beer. Pedal along the West Orange Trail that cuts through town, stopping at the Heritage Museum or to catch a show at the Garden Theatre.

See all hotels in Winter Garden
A brick building with a clock tower and a sign that reads "Winter Garden."

Top Winter Garden Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winter Garden?
The amount you pay for a 5-star hotel in Winter Garden depends on things such as when you want to go and the length of your holiday. An insider tip for scoring an awesome deal? Use our pricing filters to compare the available accommodation for your chosen dates.
  • Search for the lowest price per night from 2.847.867 ₫
What makes a hotel 5 stars in Winter Garden?
In Winter Garden, a hotel is required to offer a certain amount of top-notch amenities to earn 5 stars. These can include on-site gyms, gourmet restaurants, saunas and spas, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their exceptional service. You'll enjoy things like concierge services, nightly turn-down services and in-room massage. Some may also offer thoughtful touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Winter Garden?
Use Expedia's filter tool to find a luxury retreat in Winter Garden where most of what you need is included in the price. Next, narrow down your results for properties that have a rating of 5 stars and are deemed "All inclusive." The first thing on the to-do list at these stays? Relaxation and enjoyment.

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