5 Star Hotels in Winter Garden, Florida

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Check availability on Winter Garden 5 Star Hotels

Tonight
26 Apr - 27 Apr
Tomorrow
27 Apr - 28 Apr
Next weekend
1 May - 3 May
In two weeks
8 May - 10 May

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, (501 reviews)
"We had a lovely stay, highly recommend this property. "
Canada
Diana
The price is €369
includes taxes & fees
25 May - 26 May
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Outdoor pool, pool cabanas (surcharge), pool umbrellas

Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (437 reviews)
"Amazing stay!"
United States
Kristen
The price is €617
includes taxes & fees
10 May - 11 May
Conrad Orlando at Evermore
3 outdoor pools, pool 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, (900 reviews)
"Best hotel for Disney!!!! Delicious food and amazing property grounds!"
United States
Izabella
The price is €1,017
includes taxes & fees
26 May - 27 May
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Property amenity

The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
Orlando
9.2 out of 10, Wonderful, (1,000 reviews)
"Amazing experience!! Definitely worth it"
United States
Glenda
The price is €724
includes taxes & fees
8 May - 9 May
The Ritz-Carlton Orlando, Grande Lakes
Outdoor pool, open 9:00 AM to 6:00 PM, free pool cabanas, pool umbrellas

ette hotel

ette hotel
5.0 star property
Kissimmee
9.6 out of 10, Exceptional, (441 reviews)
"Elegant and classy hotel. "
United States
SCOTT
The price is €317
includes taxes & fees
10 May - 11 May
ette hotel
Water park

Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,537 reviews)
"Will stay here again in the future. "
United States
Keith
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, (1,003 reviews)
"Great place to stay! We were so comfortable and private pool was amazing!"
United States
Martha Uribe
The price is €581
includes taxes & fees
3 May - 4 May
Encore Resort and Water Park at Reunion by Rentyl
3 outdoor pools

Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
8.8 out of 10, Excellent, (702 reviews)
"Clean, friendly staff, convenient, close to parks"
United States
Katie
Disney's Beach Club Resort
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 traveller
Disney's Beach Club Villas
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
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

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
Exclusive House | Children’s theme room

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
8.8 out of 10, Excellent, (8 reviews)
"The unique rooms were a hit with our children."
United States
Joseph
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
Water park

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
9.8 out of 10, Exceptional, (7 reviews)
"Very nice place so many things to do. Great place to stay for a large family especially with kids "
United States
Yesenia
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
Water park

Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191

Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
5.0 star property
Kissimmee
8.8 out of 10, Excellent, (6 reviews)
"Parking was easy."
United States
Maria Belen
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
Exterior

Gorgeous 2 Bedroom Apartment Close to Disney 305 3191

Gorgeous 2 Bedroom Apartment Close to Disney 305 3191
5.0 star property
Kissimmee
9.2 out of 10, Wonderful, (7 reviews)
"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...
United States
Anonymous traveller
Gorgeous 2 Bedroom Apartment Close to Disney 305 3191
Front of property

The Bear's Den Resort Orlando

The Bear's Den Resort Orlando
5.0 star property
Reunion
7.8 out of 10, Good, (24 reviews)
"Great place , I recommend it to everyone."
United States
Jacqueline
The Bear's Den Resort Orlando
Outdoor pool

Family Vacation Home, Water Park+Endless Amenities

Family Vacation Home, Water Park+Endless Amenities
5.0 star property
Kissimmee
7.6 out of 10, Good, (25 reviews)
"Falsely advertised. Waterpark was CLOSED and reopens in a month . The pictures of the condo did not reflect actual state. (broken handle on freezer door wall outlet cover that screwed in; blender doesn’t work,…) Also, floor was dirty.(white strip socks, turned black and bottom when walking around.) "
United States
Sara
Family Vacation Home, Water Park+Endless Amenities
Outdoor pool

2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms

2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
5.0 star property
Kissimmee
8.2 out of 10, Very good, (20 reviews)
"Pool was great kids loved it. Came with blender and coffe maker. "
United States
casey paul
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
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
8.4 out of 10, Very good, (5 reviews)
"Nice location "
United States
Jianzhuang
Charming 3Bd Close to Disney @ Festival 1026
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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.
Avanti International Resort

Avanti International Resort

8738 International Dr Orlando FL
The price is €89 per night from 27 Apr to 28 Apr
€89
27 Apr - 28 Apr
includes taxes & fees
7.8/10 Good! (4,474 reviews)
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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
ARM53A Historic Downtown Area and Clock of Winter Garden Florida

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 €89

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.