Find 5 Star Hotels in Winter Garden, FL from ￥12,265

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Winter Garden 5 Star Hotels

Tonight
Jul 23 - Jul 24
Tomorrow
Jul 24 - Jul 25
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Compare Winter Garden 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

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, (309)
"This hotel was amazing great rooms and staff."
The price is ￥42,104
￥55,612 total
includes taxes & fees
Aug 8 - Aug 9
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Conrad Orlando at Evermore
Outdoor pool, cabanas (surcharge), pool umbrellas

Conrad Orlando at Evermore

5.0 star property
9.4 out of 10, Exceptional, (244)
"Excellent stay."
The price is ￥56,149
￥70,499 total
includes taxes & fees
Aug 5 - Aug 6
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, (1002)
"Excellent place to stay"
The price is ￥55,122
￥71,084 total
includes taxes & fees
Aug 3 - Aug 4
The Ritz-Carlton Orlando, Grande Lakes
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
3 outdoor pools, cabanas (surcharge), pool umbrellas

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
9.6 out of 10, Exceptional, (860)
"Friendly staffs, awesome pools, great restaurant, will definitely visit again! "
The price is ￥132,673
￥157,504 total
includes taxes & fees
Aug 10 - Aug 11
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1350)
"Great place for families"
Reunion Resort & Golf Club
ette hotel
Outdoor pool, open 9:00 AM to 6:00 PM, free cabanas, pool umbrellas

ette hotel

5.0 star property
9.8 out of 10, Exceptional, (318)
"Great place "
The price is ￥45,717
￥51,889 total
includes taxes & fees
Jul 24 - Jul 25
ette hotel
Encore Resort and Water Park At Reunion by Rentyl
Outdoor pool, a heated 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, (1010)
"The stay was excellent I stayed for 8 days will return again. "
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
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
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 3Bd w/ Pool Near Disney at Serenity 1536
Exclusive House | Private kitchen | Full-size 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
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
Water park

Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

5.0 star property
10.0 out of 10, Exceptional, (4)
"Fantastic!"
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
Water park

Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

5.0 star property
10.0 out of 10, Exceptional, (3)
"Everything was excellent. I like the property was really cozy and nice. The only thing I didn’t like was that more concerned about when you leaving?"
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
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
Stunning 4Bd With Pool At Storey Lake Resort 4821
Family Vacation Home, Water Park+Endless Amenities
Water park

Family Vacation Home, Water Park+Endless Amenities

5.0 star property
8.2 out of 10, Very Good, (21)
"Property is very well kept and close to attractions. Nick, the property manager is very attentive and responds immediately"
Family Vacation Home, Water Park+Endless Amenities
Reunion Resort & Golf Club
10 outdoor pools, pool umbrellas, sun loungers

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (12)
"Enjoy the accommodations view was wonderful and close to everything"
Reunion Resort & Golf Club
Amazing 4Bd Screened Pool Close to Disney 4572
Exclusive House | 4 bedrooms, in-room safe, individually decorated, individually furnished

Amazing 4Bd Screened Pool Close to Disney 4572

5.0 star property
9.4 out of 10, Exceptional, (3)
"The dryer didnt work and No Highchair , also never received my tickets to Water park with Lazy pool ticket. Other than that My Family enjoyed Everything. Pool is a Plus "
Amazing 4Bd Screened Pool Close to Disney 4572
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
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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
The price is ￥28,692 per night from Jul 29 to Jul 30
￥28,692
￥32,278 total
Jul 29 - Jul 30
includes taxes & fees
9.4/10 Exceptional! (3,393 reviews)
Still don't see what you're looking for?
See all properties in Winter Garden.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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

Escape to relaxing Winter Garden! Enjoy its theme park, water park, and food.

See all hotels in Winter Garden

Top Winter Garden Hotel 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 ￥12,265

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.