5 Star Hotels in Winter Garden, Florida

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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, (334)
"Very excellent and not so expensive hotel."
The price is €318
includes taxes & fees
6 Sept - 7 Sept
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
9.6 out of 10, Exceptional, (276)
"Great place to stay with the family."
The price is €457
includes taxes & fees
29 Sept - 30 Sept
Conrad Orlando at Evermore
The Ritz-Carlton Orlando, Grande Lakes
View from property

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.4 out of 10, Exceptional, (1009)
"Top quality property with amazing restaurants and the staff very professional. Donna at the breakfast buffet is adorable. Great stay. Amazing hotel. "
The price is €415
includes taxes & fees
14 Sept - 15 Sept
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, (868)
"Amazing property & spa experience ❤️"
The price is €953
includes taxes & fees
5 Sept - 6 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, (331)
"Wonderful staff and beautiful rooms"
The price is €234
includes taxes & fees
10 Sept - 11 Sept
ette hotel
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1387)
"Staff was amazing and accommodating. "
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, (1010)
"We loved everything about this resort and intend on returning annually!"
The price is €651
includes taxes & fees
9 Sept - 10 Sept
Encore Resort and Water Park at Reunion by Rentyl
Stunning 4Bd With Pool At Storey Lake Resort 4821
Golf

Stunning 4Bd With Pool At Storey Lake Resort 4821

5.0 star property
8.0 out of 10, Very good, (2)
Stunning 4Bd With Pool At Storey Lake Resort 4821
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
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
Townhome, 4 Bedrooms | Private pool

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

5.0 star property
9.4 out of 10, Exceptional, (11)
"Super clean and confortable. "
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
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
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
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 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
Exclusive House | Private kitchen

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
Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432
House | Living room

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

5.0 star property
8.8 out of 10, Excellent, (3)
"There were lots of restaurants and fast food places to choose from just down the street. The beds were comfortable and the AC worked great. "
Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
Outdoor pool, pool loungers, lifeguards on site

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

5.0 star property
8.8 out of 10, Excellent, (6)
"Great resort with a beautiful house, big clean, the best part was the resort very nice for families and couples, will be back"
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
Gorgeous 2 Bedroom Apartment Close to Disney 305 3191
Aerial view

Gorgeous 2 Bedroom Apartment Close to Disney 305 3191

5.0 star property
9.0 out of 10, Wonderful, (6)
"Great location, beautiful spacious apartment, comfortable beds/space. It was well appointed with kitchen items, bathroom, and laundry. The apartment floors were a little dirty and there really needed to be a fan in the 2nd bedroom. It was pretty stuffy in there with the thermometer limited to 72 at night. The AC unit was a little loud but cooled well. Unfortunately, the pool was too packed to enjoy, and the gym that didn't open until 9am was also packed. The gym was well appointed, and there...
Gorgeous 2 Bedroom Apartment Close to Disney 305 3191
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
Amazing 4Bd Screened Pool Close to Disney 4572
Exclusive House

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
Reunion Resort & Golf Club
10 outdoor pools, pool umbrellas, pool 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
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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 €89 per night from 10 Sept to 11 Sept
€89
10 Sept - 11 Sept
includes taxes & fees
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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

Top Winter Garden Hotel Reviews

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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 €86

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.