Compare and book 5 Star hotels in Winter Garden, Florida

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Check availability on Winter Garden 5 Star Hotels

Top Winter Garden 5 Star Hotels

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Exterior

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5.0 star property
9.2 out of 10, Wonderful, (320)
"This hotel was amazing great rooms and staff."
The price is 6.876.719 ₫
9.211.240 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Conrad Orlando at Evermore
Outdoor pool, pool cabanas (surcharge), pool umbrellas

Conrad Orlando at Evermore

5.0 star property
9.4 out of 10, Exceptional, (256)
"Excellent stay."
The price is 10.044.437 ₫
12.611.243 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Conrad Orlando at Evermore
The Ritz-Carlton Orlando, Grande Lakes
View from property

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.2 out of 10, Wonderful, (1000)
"Excellent place to stay"
The price is 9.860.600 ₫
12.715.979 ₫ total
includes taxes & fees
13 Aug - 14 Aug
The Ritz-Carlton Orlando, Grande Lakes
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
3 outdoor pools, pool cabanas (surcharge), pool umbrellas

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
9.6 out of 10, Exceptional, (864)
"Friendly staffs, awesome pools, great restaurant, will definitely visit again! "
The price is 23.471.375 ₫
27.880.454 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
ette hotel
Outdoor pool, open 9:00 AM to 6:00 PM, free pool cabanas, pool umbrellas

ette hotel

5.0 star property
9.8 out of 10, Exceptional, (329)
"Wonderful staff and beautiful rooms"
The price is 8.177.019 ₫
9.280.917 ₫ total
includes taxes & fees
13 Aug - 14 Aug
ette hotel
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1373)
"Great place for families"
Reunion Resort & Golf Club
Encore Resort and Water Park at Reunion by Rentyl
Outdoor pool, a heated pool, pool cabanas (surcharge), pool umbrellas

Encore Resort and Water Park at Reunion by Rentyl

5.0 star property
8.4 out of 10, Very good, (1006)
"Great place "
Encore Resort and Water Park at Reunion by Rentyl
WonderFull 4Bd with Pool at Champions Gate 1174
Resort view

WonderFull 4Bd with Pool at Champions Gate 1174

5.0 star property
9.0 out of 10, Wonderful, (4)
"This home was exactly as the pictures and more. It was beautiful and perfect size for my family. The pool was also perfect when we didn’t want to be in the crowds anymore at the resorts. Wonder vacation homes were amazing hosts and took great care of all of our questions "
WonderFull 4Bd with Pool at Champions Gate 1174
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
Water park

Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887

5.0 star property
9.4 out of 10, Exceptional, (3)
"House was really good..but thermostat wasn't working at all..some part carpet was wet all time"
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
Exclusive House | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills

5.0 star property
9.6 out of 10, Exceptional, (5)
"The unique rooms were a hit with our children."
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
The Bear's Den Resort Orlando
Front of property

The Bear's Den Resort Orlando

5.0 star property
8.0 out of 10, Very good, (22)
"Great place , I recommend it to everyone."
The Bear's Den Resort Orlando
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
Exclusive House | Private pool

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

5.0 star property
8.8 out of 10, Excellent, (3)
"Nice "
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
Marvelous 4Bd with Pool at Storey Lake Resort 2601
Water park

Marvelous 4Bd with Pool at Storey Lake Resort 2601

5.0 star property
10.0 out of 10, Exceptional, (2)
Marvelous 4Bd with Pool at Storey Lake Resort 2601
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Indoor pool, outdoor pool, pool loungers, lifeguards on site

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

5.0 star property
10.0 out of 10, Exceptional, (1)
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Family Friendly Four Bedroom w GameRoom @Disney 5145
Exclusive House | In-room safe, individually decorated, individually furnished, desk

Family Friendly Four Bedroom w GameRoom @Disney 5145

5.0 star property
7.4 out of 10, Good, (6)
"It was fantastic!"
Family Friendly Four Bedroom w GameRoom @Disney 5145
Stunning 4Bd With Pool At Storey Lake Resort 4821
Golf

Stunning 4Bd With Pool At Storey Lake Resort 4821

5.0 star property
6.0 out of 10, (1)
Stunning 4Bd With Pool At Storey Lake Resort 4821
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
2 outdoor pools, free pool cabanas, pool umbrellas

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

5.0 star property
10.0 out of 10, Exceptional, (3)
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Stunning 4 Bd Close to Disney @ Storey Lake 2569
Water park

Stunning 4 Bd Close to Disney @ Storey Lake 2569

5.0 star property
10.0 out of 10, Exceptional, (2)
Stunning 4 Bd Close to Disney @ Storey Lake 2569
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
Exclusive House | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

5.0 star property
8.8 out of 10, Excellent, (3)
"It was very clean and comfortable. "
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432
House | Living room | 60-inch Smart TV with cable channels, fireplace, Netflix

Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432

5.0 star property
10.0 out of 10, Exceptional, (2)
"I recommend this property to anyone wanting to have a family trip and enjoy themselves this place is beautiful and my kids loved everything about this location. We will be staying again."
Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432
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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.
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd, Orlando, FL
The price is 2.572.280 ₫ per night from 20 Aug to 21 Aug
2.572.280 ₫
2.893.815 ₫ total
20 Aug - 21 Aug
includes taxes & fees
8.4/10 Very Good! (6,534 reviews)
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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.

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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 2.572.280 ₫

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.