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Check availability on Winter Garden 5 Star Hotels

Tonight
9 Sept - 10 Sept
Tomorrow
10 Sept - 11 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Winter Garden 5-star hotels

A hotel with a swimming pool, lounge chairs, and palm trees.
A grand lobby with a central clock, a chandelier, and a patterned floor.
A spacious hotel corridor with large windows, a blue carpet, and elegant chandeliers.
A long dining table set with chairs, surrounded by hanging lights and greenery.

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

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Orlando
United States
Robbi
₹28,031
₹36,850 total
includes taxes & fees
27 Sept - 28 Sept
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 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.

2. Conrad Orlando at Evermore

Conrad Orlando at Evermore
Orlando
United States
Marlon
₹48,110
₹58,849 total
includes taxes & fees
1 Oct - 2 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 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
Canada
Uros
₹89,136
₹106,144 total
includes taxes & fees
20 Sept - 21 Sept
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 dining area with tables set for service, large arched windows, and wall-mounted lighting.
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.

4. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
Orlando
United States
Teresa
₹35,559
₹45,872 total
includes taxes & fees
26 Sept - 27 Sept
The Ritz-Carlton Orlando, Grande Lakes
A pool area with lounge chairs and umbrellas, surrounded by tropical plants.
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.
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
Lorie
₹23,730
₹26,934 total
includes taxes & fees
13 Sept - 14 Sept
ette hotel Orlando
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.
A spacious lobby with a grand chandelier, a piano, and a reception desk.
A patio area with wicker furniture, a fire pit, and palm trees.
A spacious lobby with a grand chandelier, a fountain, and a grand piano.

6. Reunion Resort & Golf Club

Reunion Resort & Golf Club
Reunion
United States
RYAN
₹21,838
₹29,281 total
includes taxes & fees
13 Sept - 14 Sept
Reunion Resort & Golf Club
A spacious lobby with a central reception desk, a staircase, and a view of the outside.
A large, multi-story hotel with a central entrance, multiple wings, and a clock tower.
A spacious lobby with a high ceiling, a unique wooden chandelier, a large arched glass door leading outside, and potted plants.

7. Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
Kissimmee
United States
Tara
₹18,709
₹71,641 total
includes taxes & fees
14 Sept - 15 Sept
Encore Resort and Water Park at Reunion by Rentyl
A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.
A waterfront hotel with multiple buildings, a large spherical structure in the background, and reflections on the water.
A hotel with a blue exterior, white railings, and a well-maintained garden with a central flower bed.
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
Chloe
₹50,708
₹57,046 total
includes taxes & fees
16 Sept - 17 Sept
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 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.

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

Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
Kissimmee
United States
Janismarie
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.
A spacious lobby with a central round rug, multiple doors, and potted plants.
A row of white buildings with balconies, connected by a walkway with string lights and street lamps.
A large, multi-story building with balconies and a waterfront view.

10. Disney's Beach Club Villas

Disney's Beach Club Villas
Bay Lake
United States
Anonymous traveller
₹67,372
₹75,794 total
includes taxes & fees
16 Sept - 17 Sept
Disney's Beach Club Villas
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 beach area with a hammock, palm trees, a chair, and a building with a white exterior.
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.

11. 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 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 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.

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 living room with a beige sectional sofa, a white coffee table, and a flat-screen TV mounted on the wall.

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 modern living room with a grey sofa, glass coffee table, and a black and white rug.
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.

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 wooden play structure with ropes and a slide, surrounded by palm trees and a clear sky.
A modern living room with a white sectional sofa, a large abstract painting, and a view of a balcony with outdoor furniture.
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
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 resort with multiple swimming pools, palm trees, and lounge areas.
A modern building with a central courtyard, arched walkways, and a symmetrical design.
A covered outdoor dining area with white tables and chairs, a central bar, and ceiling fans.
A modern living room with a dining area, featuring a large table, chairs, a sofa, and a TV.

17. Gorgeous 5Bd Screened Pool at Champions Gate 1125

Gorgeous 5Bd Screened Pool at Champions Gate 1125
Davenport
United States
Carmen
Gorgeous 5Bd Screened Pool at Champions Gate 1125
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 kitchen with a granite countertop, stainless steel appliances, and bar stools.

18. 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 swimming pool with a glass enclosure, a patio with wicker furniture, and a door leading to a covered area.
A single-story house with a beige exterior, a white garage door, and a front entrance with a blue door.
A living room with a beige sectional sofa, a white coffee table, and a bookshelf. There is a window with blue curtains, a ceiling fan, and a clock on the wall.
A bedroom with a wooden bed, two bedside tables, a ceiling fan, and artwork on the wall.

19. Poolside At Calabay - Home for 11 With Game Room, Pool & Hot Tub

Poolside At Calabay - Home for 11 With Game Room, Pool & Hot Tub
Davenport
United States
Valerie
Poolside At Calabay - Home for 11 With Game Room, Pool & Hot Tub
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 modern dining area with a dark wooden table set for six, surrounded by grey upholstered chairs. A kitchen with white cabinets and stainless steel appliances is visible in the background.

20. Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
Kissimmee
Canada
Shawnte
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
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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
₹19,749
₹22,218 total
14 Sept - 15 Sept
includes taxes & fees
Hyatt Regency Orlando International Airport
Walt Disney World Dolphin

Walt Disney World Dolphin

1500 Epcot Resort Blvd Lake Buena Vista FL
₹17,837
₹25,400 total
23 Sept - 24 Sept
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
₹11,641
₹13,096 total
29 Sept - 30 Sept
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?
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 ₹13,096
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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