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Five Star Hotels in Winter Garden

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Check availability on Winter Garden 5 Star Hotels

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
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 modern bar area with a long counter, multiple seating options, and a television screen.
A balcony with a table set for two, overlooking a golf course.

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

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Orlando
United States
Ray
S$634
includes taxes & fees
29 Oct - 30 Oct
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
A resort with multiple swimming pools, lounge areas, and a modern building with balconies.
A rooftop lounge with wicker furniture, round tables, and potted plants.
A spacious lobby with a view of a body of water, large wooden columns, and a modern tiled floor.
A modern hotel entrance with a large wooden ceiling structure, glass doors, and a view of the outdoors.

2. Conrad Orlando at Evermore

Conrad Orlando at Evermore
Orlando
United States
Derick
S$740
includes taxes & fees
14 Oct - 15 Oct
Conrad Orlando at Evermore
A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.
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.
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
S$1,974
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 spacious lobby with a high ceiling, large windows, and a variety of seating arrangements including sofas and armchairs.
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
S$798
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 woman sitting on a white sofa reading a magazine in a modern room with a mannequin in the background.
A person in a white bathrobe sitting at a breakfast table with plates of food, a teapot, and a cup.
A man in a white suit standing in a room with a marble countertop and a hanging black lamp.

5. ette hotel Orlando

ette hotel Orlando
Kissimmee
United States
Manuel
S$429
includes taxes & fees
12 Oct - 13 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 modern kitchen with white cabinets, stainless steel appliances, and a marble island with four bar stools.

6. Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
Kissimmee
United States
Tara
S$1,044
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 piano, and a reception desk.
A spacious lobby with a grand chandelier, a fountain, and a grand piano.

7. Reunion Resort & Golf Club

Reunion Resort & Golf Club
Reunion
United States
Karen G
S$491
includes taxes & fees
12 Oct - 13 Oct
Reunion Resort & Golf Club
A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.
A restaurant with round tables, wooden chairs, and large windows.
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.

8. Disney's Beach Club Resort

Disney's Beach Club Resort
Bay Lake
United States
Carl
S$1,049
includes taxes & fees
12 Oct - 13 Oct
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 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 residential area with multiple two-story houses, a well-maintained lawn, and a circular patio area with seating.
A beach area with a hammock, palm trees, a chair, and a building with a white exterior.
A golf course with a water slide, palm trees, and a clear sky.

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 modern living room with a glass coffee table, a black sofa, and a dining area with a TV displaying a castle.
A modern kitchen with a granite countertop, stainless steel appliances, and bar stools.
A covered outdoor area with a pool, two lounge chairs, and a view of trees.

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 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 a central island, stainless steel appliances, and a dining area with bar stools.
A modern kitchen with white cabinets, a black backsplash, and a dining area set with white plates, blue placemats, and clear wine glasses.

13. Stunning 2 Bd Condo Close to Disney 304 3191

Stunning 2 Bd Condo Close to Disney 304 3191
Kissimmee
United States
Rebecca
Stunning 2 Bd Condo Close to Disney 304 3191
A resort with multiple swimming pools, sun loungers, and palm trees.
A wooden ship structure with ropes and a flag, surrounded by greenery and a clear sky.
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.

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 kitchen with white cabinets, a microwave, and a coffee station with white cups and orange flowers.
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.

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 covered outdoor dining area with multiple tables and chairs, a kitchen counter, and a ceiling fan.
A modern kitchen with a central island, bar stools, and a dining area with a sofa and chairs.
Restaurant

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 modern kitchen with white cabinets, a central island with wicker chairs, and pendant lighting.

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 stainless steel refrigerator, a microwave, and a built-in oven.
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.
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 spacious outdoor dining area with multiple tables and chairs, ceiling fans, and a bar area with stools.
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.

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 living room with a sofa, coffee table, TV, and decorative items.
A spacious dining area with a long table, multiple chairs, and a large mirror on the wall.
A two-story house with a brick driveway and a stone facade.

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

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S$315
2 Nov - 3 Nov
includes taxes & fees
9.4/10 Exceptional! (4,541 reviews)
Hyatt Regency Orlando International Airport
Avanti International Resort

Avanti International Resort

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1 Nov - 2 Nov
includes taxes & fees
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Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL
S$197
1 Nov - 2 Nov
includes taxes & fees
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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 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

Find out more about Winter Garden

Stay in Luxury: 5 Star Hotels in Winter Garden

There's nothing wrong with enjoying the finer things in life. Indulge your every desire on your upcoming leisure time. Treat yourself with a stay in a 5-star hotel during your Winter Garden trip. You'll join the multitudes of holidaymakers who have made Winter Garden so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Winter Garden and indulge in the finer things in life for a while.

5-Star Hotels in Winter Garden

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, luxurious bedding, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A body scrub that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs. 

But you aren't going to spend your entire holiday in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Winter Garden are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Winter Garden 5-star hotels are the place to be when you book your next holiday. If you've been dreaming about a holiday set here, then go ahead and book it. It's time to plan your next great escape -- this is a great time to find 5-star hotel deals in Winter Garden! Choose one of our Winter Garden 5-star hotels today and soothe yourself in luxe surroundings at your convenience.

Expedia India is rated 4 stars by Feefo based on 1038 reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winter Garden?
How much you pay for a 5-star hotel in Winter Garden depends on things such as when you plan to travel and the length of your break. A top tip for scoring an awesome deal? Use our pricing filters to check out the available options for your selected dates.
  • Search for the lowest price per night from S$140
What makes a hotel 5 stars in Winter Garden?
In Winter Garden, a hotel must offer a certain level of high-end conveniences to be rated 5 stars. These can include saunas and spas, on-site gyms, gourmet restaurants, luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their extraordinary service. You'll enjoy things like nightly turn-down services, in-room massages and concierge services. Some may even offer special touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Winter Garden?
Find a luxury getaway that includes your room, meals, drinks and entertainment in Winter Garden with the help of our filter tool. Search for resorts with a 5-star rating and select the "All inclusive" filter. Double-check what's included in the price. This way, you can take full advantage of the premium perks on offer from the moment you step into the lobby.

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