Kissimmee Lakefront Park Grassy waterfront park with walking paths, a fishing pier, picnic pavilions, and a shaded playground. children's playgrounds, splash pad

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Check prices for these dates

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Jun 19 - Jun 21
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Jun 26 - Jun 28
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Jul 10 - Jul 12
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Aug 7 - Aug 9

Our top choices for Winter Garden resorts

Aerial view

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.0 out of 10, Very good, (10,193 reviews)
"Great place to stay"
Canada
Jessica Judy Ann
The price is CA $278
CA $390 total
includes taxes & fees
Jun 15 - Jun 16
The Grove Resort & Water Park Orlando
Lobby

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,651 reviews)
"Such a beautiful resort to be at."
United States
tammy
The price is CA $201
CA $304 total
includes taxes & fees
Jul 7 - Jul 8
Margaritaville Resort Orlando with H2O Waterpark
2 outdoor pools, pool umbrellas, sun loungers

Disney's All-Star Movies Resort

Disney's All-Star Movies Resort
3.5 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1,005 reviews)
"Beautiful and friendly place"
United States
Denise
Disney's All-Star Movies Resort
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, (1,004 reviews)
"Our stay was perfect for my family and I. Location was convenient to stores, food, and of course Disney. This is our 2nd time staying here we will definitely be back for a 3rd visit."
United States
Ebony
The price is CA $314
CA $1,006 total
includes taxes & fees
Jun 14 - Jun 15
Encore Resort and Water Park at Reunion by Rentyl
Reception

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (4,384 reviews)
"Great stay highly recommend"
United States
Rebeca
The price is CA $59
CA $128 total
includes taxes & fees
Jun 18 - Jun 19
Kompose Boutique Resort at Theme Parks
Exterior

Walt Disney World Swan

Walt Disney World Swan
4.0 star property
Bay Lake
9.2 out of 10, Wonderful, (2,153 reviews)
"Great place to stay with the family!"
United States
Christine
The price is CA $288
CA $402 total
includes taxes & fees
Jun 21 - Jun 22
Walt Disney World Swan
Front of property - evening/night

Arnold Palmer's Bay Hill Club & Lodge

Arnold Palmer's Bay Hill Club & Lodge
4.0 star property
Bay Hill
9.2 out of 10, Wonderful, (1,000 reviews)
"Wonderful, quiet resort. The staff were all very friendly and helpful. The food was delicious- especially the amazing brunch they offered for Mother’s Day. The room was clean, quiet, and comfortable."
United States
Margaret
The price is CA $348
CA $405 total
includes taxes & fees
Jun 14 - Jun 15
Arnold Palmer's Bay Hill Club & Lodge
Suite, 2 Bedrooms | Living area

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (826 reviews)
"Excellent location to the parks and spacious and clean rooms specially for families with kids"
United States
dalia
The price is CA $166
CA $259 total
includes taxes & fees
Jun 23 - Jun 24
Embassy Suites By Hilton Orlando Sunset Walk
Exterior

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG
4.0 star property
Orange Lake
8.8 out of 10, Excellent, (2,996 reviews)
"Wonderful place"
United States
Melissa
The price is CA $169
CA $244 total
includes taxes & fees
Jun 14 - Jun 15
Holiday Inn Club Vacations at Orange Lake Resort by IHG
2 outdoor pools, open 6:00 AM to 10:00 PM, cabanas (surcharge)

DoubleTree by Hilton Orlando Theme Park Resort

DoubleTree by Hilton Orlando Theme Park Resort
4.0 star property
International Drive District
7.6 out of 10, Good, (6,791 reviews)
"Would definitely stay here again"
United States
Rebecca
The price is CA $102
CA $154 total
includes taxes & fees
Jul 11 - Jul 12
DoubleTree by Hilton Orlando Theme Park Resort
Aerial view

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
Kissimmee
8.2 out of 10, Very good, (1,984 reviews)
"Loved this property, would stay again,"
United States
Brandy
The price is CA $124
CA $188 total
includes taxes & fees
Jun 14 - Jun 15
Westgate Vacation Villas Resort
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, (709 reviews)
"The resort was clean and beautiful ... staff was friendly"
United States
Robert
Disney's Beach Club Resort
2 outdoor pools, pool umbrellas, sun loungers

Disney's All-Star Music Resort

Disney's All-Star Music Resort
3.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1,002 reviews)
"it was a wonderful place to stay and my family enjoyed it"
United States
Skyla
Disney's All-Star Music Resort
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, (910 reviews)
"Best place"
United States
Waell
The price is CA $1,299
CA $1,547 total
includes taxes & fees
Jun 28 - Jun 29
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
3 outdoor pools, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers

Hilton Grand Vacations Club SeaWorld® Orlando

Hilton Grand Vacations Club SeaWorld® Orlando
4.0 star property
Orlando
9.0 out of 10, Wonderful, (2,285 reviews)
"Staff was fantastic, nice chill place to relax for a few days."
United States
Mike
The price is CA $173
CA $250 total
includes taxes & fees
Jun 15 - Jun 16
Hilton Grand Vacations Club SeaWorld® Orlando
Aerial view

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area
3.5 star property
Lake Buena Vista
8.2 out of 10, Very good, (4,130 reviews)
"It’s an all around great place at a great location"
United States
Robert
The price is CA $111
CA $181 total
includes taxes & fees
Jun 21 - Jun 22
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Exterior

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
8.8 out of 10, Excellent, (2,989 reviews)
"Great stay"
United States
Janice Albertina
The price is CA $209
CA $301 total
includes taxes & fees
Jun 21 - Jun 22
Wyndham Grand Orlando Resort Bonnet Creek
Exterior

SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2767

SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2767
Kissimmee
9.4 out of 10, Exceptional, (32 reviews)
"Loved the house! Good location "
United States
Walt H.
The price is CA $124
CA $337 total
includes taxes & fees
Jun 17 - Jun 18
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2767
Exterior

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377
Kissimmee
6.0 out of 10, (2 reviews)
"Al great."
United States
Mike
The price is CA $105
CA $310 total
includes taxes & fees
Jun 27 - Jun 28
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377
View from room

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area
4.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (1,883 reviews)
"Excellent place to stay"
United States
Gary
The price is CA $216
CA $308 total
includes taxes & fees
Jun 21 - Jun 22
Hilton Orlando Buena Vista Palace - Disney Springs® Area
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.
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Top Winter Garden Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8/10 Good
"Nice suite, great pools. Make sure you don't need a late checkout or to stay another night, you'll need to switch rooms. Otherwise it was a great stay."
Dina 3-night trip
Posted less than an hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Find out more about Winter Garden

Winter Garden Resorts information

Number of reviews
48,924
Accommodation
1055 Resorts
Lowest Price
CA $128
Highest Price
CA $1,547

Frequently asked questions

What can I expect from a resort vacation in Winter Garden?
Longing for a relaxing escape? Treat yourself to all the comforts of a resort, where you can find everything you need for your stay from convenient dining options to entertainment and shopping. Browse the resorts in the area and discover the right one for you, whether you envision yourself sipping drinks by a sprawling pool or hitting the golf course for an afternoon game.
What's a favorite resort for my stay in Winter Garden?
Here are our top-rated resorts around Winter Garden: The Grove Resort & Water Park Orlando - Family-friendly resort. 14.6 mi (23.5 km) from Winter Garden. Features 6 outdoor pools, 3 restaurants, and 3 poolside bars. Guests love the pool. Kompose Boutique Resort at Theme Parks - 15.9 mi (25.7 km) from Winter Garden. Has 2 hot tubs, a 24-hour fitness center, and a snack bar/deli. Waldorf Astoria Orlando - An Official Walt Disney World® Hotel - Luxury resort. 14.9 mi (24 km) from Winter Garden. Enjoy the 2 outdoor pools, 6 restaurants, and 4 bars. Margaritaville Resort Orlando with H2O Waterpark - Family-friendly resort, 5-minute walk from Island H2O Live!. 15.5 mi (25 km) from Winter Garden. Amenities include 3 outdoor pools, 3 restaurants, and 3 bars. Highly rated for its pool. DoubleTree by Hilton Orlando Theme Park Resort - Family-friendly resort, 10-minute walk from Aquatica. 12.7 mi (20.5 km) from Winter Garden. Popular for its pool. Access to 2 outdoor pools, 2 restaurants, and 3 bars.
How many resorts will I be able to find in Winter Garden?
Choose from Expedia's 6 resort hotels in Winter Garden where you can enjoy top-notch bars, fantastic guest rooms, and more.
What can I do in Winter Garden?
Travelers come to Winter Garden for shopping, golfing, and other popular activities. Check out the interesting exhibits at Central Florida Railroad Museum and Winter Garden Heritage Museum, or head to Flamingo Crossings Town Center or Plant Street Market for some retail therapy. You'll also find top attractions like Universal Studios Florida and Universal Orlando Resort in the area.
What's the seasonal weather like in Winter Garden?
The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Garden are August, July, September, and June, with each month seeing an average of 9 inches of rainfall.
What's the best way to get to and around Winter Garden?
Fly into Orlando Intl. Airport (MCO), which is located 19.3 mi (31 km) from the city center. Otherwise, look for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 20.8 mi (33.5 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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