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Check availability on Winter Garden 5 Star Hotels

Our top choices for Winter Garden 5-star hotels

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Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
5.0 star property
Orlando
9.2 out of 10, Wonderful, (477 reviews)
"Loved our stay here, it was quiet, clean and great dining options, would come back again!"
Canada
Robert
The price is ￥60,177
￥76,596 total
includes taxes & fees
Apr 11 - Apr 12
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Outdoor pool, cabanas (surcharge), pool umbrellas

Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (393 reviews)
"The property is beautiful and staff was exceptional "
United States
John
The price is ￥83,667
￥102,034 total
includes taxes & fees
Mar 19 - Mar 20
Conrad Orlando at Evermore
3 outdoor pools, cabanas (surcharge), pool umbrellas

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, (889 reviews)
"Great Hotel "
United States
Huan
The price is ￥213,111
￥249,517 total
includes taxes & fees
Mar 14 - Mar 15
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Outdoor pool, open 9:00 AM to 6:00 PM, free cabanas, pool umbrellas

ette hotel

ette hotel
5.0 star property
Kissimmee
9.6 out of 10, Exceptional, (415 reviews)
"This is a unique property high end amenities comfortable beds and then there is the restaurant."
United States
Steve
The price is ￥48,184
￥54,689 total
includes taxes & fees
Apr 2 - Apr 3
ette hotel
Water park

Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,486 reviews)
"Rooms were ready and as always perfect Staff at check in very helpful"
United States
Deborah
Reunion Resort & Golf Club
Water park

Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
5.0 star property
Kissimmee
8.2 out of 10, Very Good, (1,000 reviews)
"The room was clean and everything was great."
United States
Ock Chul
The price is ￥34,317
￥107,034 total
includes taxes & fees
Mar 23 - Mar 24
Encore Resort and Water Park at Reunion by Rentyl
Resort view

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
Water park

Gorgeous 5Bd Screened Pool at Champions Gate 1125

Gorgeous 5Bd Screened Pool at Champions Gate 1125
5.0 star property
Davenport
9.4 out of 10, Exceptional, (3 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
Exclusive House | 4 bedrooms, in-room safe, individually decorated, individually furnished

Cozy 3Bd Close to Disney @ Enclaves at Festival 808

Cozy 3Bd Close to Disney @ Enclaves at Festival 808
5.0 star property
Festival
6.8 out of 10, (3 reviews)
"Property was beautiful host was very attentive and answered all my questions and concerns area was safe and quiet the pool pass did not work was my only issue but everything else was top tier "
United States
Brittany
Cozy 3Bd Close to Disney @ Enclaves at Festival 808
Water park

Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
5.0 star property
Kissimmee
9.8 out of 10, Exceptional, (7 reviews)
"Overall wonderful home, great price, great property and amenities for families. Location is great near absolutely everything. "
United States
Lance
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
Exclusive House | In-room safe, individually decorated, individually furnished, desk

Family Friendly Four Bedroom w GameRoom @Disney 5145

Family Friendly Four Bedroom w GameRoom @Disney 5145
5.0 star property
Kissimmee
8.0 out of 10, Very Good, (8 reviews)
"The property was beautiful and suited my family’s needs perfectly. We traveled with 6 people and had more than enough space and room for us all!! The host was more than accommodating when our travel plans were affected by flight changes due to weather. We did Disney and Universal and both were very easily accessible from here. We would recommend this place 100 percent and will definitely stay here again. "
United States
Kathleen
Family Friendly Four Bedroom w GameRoom @Disney 5145
In-room safe, individually decorated, individually furnished, desk

Charming 3Bd Close to Disney @ Festival 1026

Charming 3Bd Close to Disney @ Festival 1026
5.0 star property
Festival
8.6 out of 10, Excellent, (4 reviews)
"Nice location "
United States
Jianzhuang
Charming 3Bd Close to Disney @ Festival 1026
Water park

Stunning 4 Bd Close to Disney @ Storey Lake 2569

Stunning 4 Bd Close to Disney @ Storey Lake 2569
5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (3 reviews)
"The unit was clean and full accommodations. The overall resort is friendly and safe. Great parking close to parks and restaurants, grocery etc. "
United States
Claudine
Stunning 4 Bd Close to Disney @ Storey Lake 2569
Front of property - evening/night

5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
5.0 star property
Kissimmee
8.4 out of 10, Very Good, (8 reviews)
"My family and I truly enjoyed our stay. The team was friendly and communicated effectively the entire time. Will definitely stay again and recommend to others. "
United States
Ben-Jade
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
Exterior

The Bear's Den Resort Orlando

The Bear's Den Resort Orlando
5.0 star property
Reunion
8.0 out of 10, Very Good, (23 reviews)
"Great place , I recommend it to everyone."
United States
Jacqueline
The Bear's Den Resort Orlando
3 outdoor pools

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 traveler
Disney's Beach Club Villas
2 outdoor pools, free cabanas, pool umbrellas

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
9.4 out of 10, Exceptional, (6 reviews)
"It was a clean and nice "
United States
Danielle
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Exclusive House | 4 bedrooms, in-room safe, individually decorated, individually furnished

Amazing 4Bd Screened Pool Close to Disney 4572

Amazing 4Bd Screened Pool Close to Disney 4572
5.0 star property
Bellavida
8.4 out of 10, Very Good, (6 reviews)
" Great for our family, close to activities, parks, attractiins"
United States
Charlene
Amazing 4Bd Screened Pool Close to Disney 4572
Water park

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
8.8 out of 10, Excellent, (3 reviews)
"Nice "
United States
Janismarie
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
Outdoor pool, sun loungers, lifeguards on site

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
5.0 star property
Davenport
8.6 out of 10, Excellent, (8 reviews)
"Clean home. Pool and deck were great. Resort area was fun, clean and easy to use."
Canada
Suzanne
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
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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 ￥16,730 per night from Mar 29 to Mar 30
￥16,730
￥18,821 total
Mar 29 - Mar 30
includes taxes & fees
8.4/10 Very Good! (6,897 reviews)
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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.

See all hotels in Winter Garden
ARM53A Historic Downtown Area and Clock of Winter Garden Florida

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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 ￥18,821

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.