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5 Stars Hotels in Winter Garden, Florida from CA $152

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Our top choices for Winter Garden 5-star hotels

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, (594 reviews)
"I loved everything it felt like Dubai like I was amazed please book now !!!"
United States
Winstina
The price is CA $315
CA $433 total
includes taxes & fees
Aug 30 - Aug 31
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

2. Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (518 reviews)
"Great place to have fun"
United States
Jorge
The price is CA $619
CA $767 total
includes taxes & fees
Aug 12 - Aug 13
Conrad Orlando at Evermore

3. 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, (932 reviews)
"Fantastic stay. We will be back."
United States
Hamzi
The price is CA $1,334
CA $1,587 total
includes taxes & fees
Aug 2 - Aug 3
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

4. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
Orlando
9.2 out of 10, Wonderful, (1,010 reviews)
"Would stay again! Lovely across the board"
United States
Niccolo Michele
The price is CA $515
CA $667 total
includes taxes & fees
Aug 15 - Aug 16
The Ritz-Carlton Orlando, Grande Lakes

5. ette hotel

ette hotel
5.0 star property
Kissimmee
9.6 out of 10, Exceptional, (478 reviews)
"Great stay"
United States
Jason
The price is CA $359
CA $407 total
includes taxes & fees
Aug 13 - Aug 14
ette hotel

6. Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,598 reviews)
"Rooms were clean, staff was friendly and helpful."
United States
Denise
The price is CA $353
CA $467 total
includes taxes & fees
Aug 13 - Aug 14
Reunion Resort & Golf Club

7. 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, (1,000 reviews)
"This was a wonderful property! The hosts were incredibly friendly, welcoming, and helpful throughout our stay. My family truly enjoyed our time here and absolutely loved the property. We would definitely stay here again and highly recommend it to others."
United States
Makhia
The price is CA $289
CA $934 total
includes taxes & fees
Aug 9 - Aug 10
Encore Resort and Water Park at Reunion by Rentyl

8. Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
8.8 out of 10, Excellent, (715 reviews)
"The property is beautiful and the pool is amazing! It steps from Epcot. Beaches and Cream ice cream shop is right next to the pool."
United States
Chloe
The price is CA $662
CA $745 total
includes taxes & fees
Aug 2 - Aug 3
Disney's Beach Club Resort

9. 5 Bedroom at Storey Lake Orlando FL close to Disney 4851

5 Bedroom at Storey Lake Orlando FL close to Disney 4851
5.0 star property
Kissimmee
9.4 out of 10, Exceptional, (3 reviews)
"Pool heating cost additional. Property Lazy river and pool was heated in November, was awesome. great Spot for a vacation. Highly recomend."
United States
Nita
5 Bedroom at Storey Lake Orlando FL close to Disney 4851

10. 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

11. 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
8.6 out of 10, Excellent, (4 reviews)
"Nice "
United States
Janismarie
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

12. Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
5.0 star property
Kissimmee
9.4 out of 10, Exceptional, (19 reviews)
"The place was amazing. I would definitely book again"
United States
Teddy
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

13. 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

14. Disney's Beach Club Villas

Disney's Beach Club Villas
5.0 star property
Bay Lake
9.2 out of 10, Wonderful, (39 reviews)
"Clean and great location"
United States
Anonymous traveller
The price is CA $652
CA $734 total
includes taxes & fees
Aug 18 - Aug 19
Disney's Beach Club Villas

15. Splendid 5Bd Close to Disney at Storey Lake 4251

Splendid 5Bd Close to Disney at Storey Lake 4251
5.0 star property
Kissimmee
9.2 out of 10, Wonderful, (12 reviews)
"Everything that a big family needs for a vacation, plus a great location"
United States
omar
Splendid 5Bd Close to Disney at Storey Lake 4251

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
5.0 star property
Davenport
9.4 out of 10, Exceptional, (9 reviews)
"House was super clean, felt like I was home…"
United States
Emmanuel
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

17. 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
8.4 out of 10, Very good, (7 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

18. 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, (9 reviews)
"Wonderful stay!"
Canada
Angela
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

19. 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, (7 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

20. 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, (9 reviews)
"Great stay"
United States
Tiffany
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
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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 downtown 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.

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

Five Star Hotels in Winter Garden

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Winter Garden so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Winter Garden and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Winter Garden

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Winter Garden

The results are in, and Winter Garden 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Winter Garden! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Winter Garden today and settle down in the lap of luxury tomorrow.

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 can vary based on what time of year you travel and how long you plan to be away, among a number of factors. Use our price per night filter and other search tools to score the best rate on a plush stay.

  • Search for the lowest price per night from CA $152

What makes a hotel 5 stars in Winter Garden?
In Winter Garden, a hotel is required to offer a specific level of high-end amenities to be designated 5 stars. These can include gourmet restaurants, saunas and spas, on-site gyms, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their guest-centric standard of service. You'll enjoy things like concierge services, in-room massages and nightly turn-down services. Some may even offer thoughtful touches like a welcome gift.
Are there any 5-star all-inclusive resorts in Winter Garden?
Find a luxurious escape that includes your room, meals, activities and entertainment in Winter Garden with our handy filters. Search for properties rated 5 stars and click on the "All inclusive" filter. Be sure to check what's included in the price. That way, you can take full advantage of all the perks on offer as soon as you arrive.

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