Search Resorts in Winter Garden

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

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, (8788)
"Everything about it was excellent The staff , the rooms , the resort , very convenient location .We were very very pleased with everything very beautiful area "
United States
Ruben
The price is SAR 559
SAR 836 total
includes taxes & fees
15 Dec - 16 Dec
The Grove Resort & Water Park Orlando
Pool
2 bedroom villa, sleeps 8. 5 minutes to the theme parks.

2 bedroom villa, sleeps 8. 5 minutes to the theme parks.

Orange Lake
The price is SAR 713
SAR 881 total
includes taxes & fees
31 Dec - 1 January 2026
2 bedroom villa, sleeps 8. 5 minutes to the theme parks.
Exterior
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4.0 star property
International Drive District
7.6 out of 10, Good, (6266)
"Friendly and helpful staff; proximity to attractions. "
United States
Kristy
The price is SAR 274
SAR 414 total
includes taxes & fees
22 Dec - 23 Dec
DoubleTree by Hilton Hotel Orlando at SeaWorld
Lobby
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3653)
"Great location, close to Disney, heated pool it was a big plus, Nice breakfast and service! "
United States
Eleni
The price is SAR 451
SAR 716 total
includes taxes & fees
15 Dec - 16 Dec
Margaritaville Resort Orlando
7 outdoor pools, cabanas (surcharge), pool umbrellas
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, (2516)
"Had everything we could have ask for, space, great pools, room was great."
United States
Barbra
The price is SAR 421
SAR 639 total
includes taxes & fees
11 Dec - 12 Dec
Holiday Inn Club Vacations at Orange Lake Resort by IHG
2 outdoor pools, cabanas (surcharge), sun loungers
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, (3891)
"We always love staying here. "
United States
Amber Michelle
The price is SAR 315
SAR 507 total
includes taxes & fees
14 Dec - 15 Dec
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, (2812)
"Great hotel"
United States
Hai
The price is SAR 555
SAR 802 total
includes taxes & fees
15 Dec - 16 Dec
Wyndham Grand Orlando Resort Bonnet Creek
Lobby
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

3.5 star property
Orlando
8.4 out of 10, Very Good, (3556)
"Love staying here friendly staff and well kept property. "
United States
Carlos
The price is SAR 263
SAR 422 total
includes taxes & fees
5 Jan - 6 January 2026
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
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, (1001)
"Was great"
United States
Terry
Disney's All-Star Music 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, (1973)
"Amazing room and kind staff"
United States
Ashley
The price is SAR 380
SAR 575 total
includes taxes & fees
19 Dec - 20 Dec
Hilton Grand Vacations Club SeaWorld® Orlando
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, (1000)
"Great staff, very nice newly remodeled room and great breakfast. And then there is the golf, and how can you go wrong with Arnold palmers bay hill!!!"
United States
Matthew
The price is SAR 1,257
SAR 1,457 total
includes taxes & fees
4 Jan - 5 January 2026
Arnold Palmer's Bay Hill Club & Lodge
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, (696)
"Location location location!! Best pool!!"
United States
Seung Hoon
Disney's Beach Club Resort
Water park
Westgate Town Center Resort

Westgate Town Center Resort

4.0 star property
Kissimmee
8.0 out of 10, Very Good, (1380)
"from the staff to the clean rooms and all the fun things in the resort... WAS GREAT!!!!"
United States
Volne
The price is SAR 334
SAR 507 total
includes taxes & fees
10 Dec - 11 Dec
Westgate Town Center Resort
2 outdoor pools, sun loungers
Hilton Orlando Lake Buena Vista - Disney Springs® Area

Hilton Orlando Lake Buena Vista - Disney Springs® Area

4.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (1446)
"Nice stay"
United States
Megha
The price is SAR 507
SAR 736 total
includes taxes & fees
15 Dec - 16 Dec
Hilton Orlando Lake Buena Vista - Disney Springs® Area
Outdoor pool, pool umbrellas, sun loungers
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1942)
"Beautiful resort with very friendly staff. "
United States
kristie
The price is SAR 171
SAR 343 total
includes taxes & fees
10 Dec - 11 Dec
Kompose Boutique Resort at Theme Parks
Outdoor pool, open 6:00 AM to 11:00 PM, cabanas (surcharge)
Walt Disney World Swan

Walt Disney World Swan

4.0 star property
Bay Lake
9.2 out of 10, Wonderful, (1953)
"A nice way to stay at Disney! "
United States
Lisa
The price is SAR 1,066
SAR 1,387 total
includes taxes & fees
23 Dec - 24 Dec
Walt Disney World Swan
2 outdoor pools, a heated pool, cabanas (surcharge), pool umbrellas
Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area

4.0 star property
Lake Buena Vista
8.4 out of 10, Very Good, (1652)
"great outdoor amenities and friendly and helpful staff "
Canada
Maritess
The price is SAR 582
SAR 819 total
includes taxes & fees
15 Dec - 16 Dec
Hilton Orlando Buena Vista Palace - Disney Springs® Area
Executive lounge
DoubleTree Suites by Hilton Orlando - Disney Springs® Area

DoubleTree Suites by Hilton Orlando - Disney Springs® Area

4.0 star property
Lake Buena Vista
8.2 out of 10, Very Good, (1002)
"Great place "
United States
Suhaill
The price is SAR 323
SAR 469 total
includes taxes & fees
4 Jan - 5 January 2026
DoubleTree Suites by Hilton Orlando - Disney Springs® Area
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, (1002)
"Everything was great. Even the showers in the rooms had great water pressure, and soft water. The food was excellent."
United States
Ralph
Disney's All-Star Movies Resort
2 outdoor pools, sun loungers
Hilton Grand Vacations Club Tuscany Village Orlando

Hilton Grand Vacations Club Tuscany Village Orlando

4.0 star property
International Drive District
9.0 out of 10, Wonderful, (1742)
"Wife and I love it here. This is our go-to hotel. Great staff, clean rooms, and close proximity to the outlets."
United States
Philip
The price is SAR 296
SAR 460 total
includes taxes & fees
10 Dec - 11 Dec
Hilton Grand Vacations Club Tuscany Village Orlando
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Garden Hotel Reviews

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Very nice hotel. Beautiful and convenient."
Pamella 1-night trip
Posted 17 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando

Frequently asked questions

What can I expect from a resort vacation in Winter Garden?
Longing for a relaxing getaway? Treat yourself to the comforts and luxuries of a resort, where you can find everything you need for your stay from convenient dining options to entertainment and shopping. Check out the 6 resorts in Winter Garden and discover the right one for you, whether you picture yourself kicking back in a luxury suite or checking out the on-site boutiques.
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. 14.7 mi (23.7 km) from Winter Garden. Features 6 outdoor pools, 3 restaurants, and 3 poolside bars. Guests love the pool. DoubleTree by Hilton Hotel Orlando at SeaWorld - Family-friendly resort less than 10 minutes from Aquatica. 12.7 mi (20.5 km) from Winter Garden. Has 2 outdoor pools, 2 restaurants, and 3 bars. Highly rated for its pool. Hilton Orlando Lake Buena Vista - Disney Springs® Area - Family-friendly resort. 14.1 mi (22.7 km) from Winter Garden. Highly rated for its great location. Enjoy the 2 outdoor pools, 6 restaurants, and 2 bars. Walt Disney World Swan - Beach resort, 5-minute walk from Walt Disney World® Resort. 14 mi (22.5 km) from Winter Garden. Amenities include a private beach, a children's pool, and 3 hot tubs. Highly rated for its pool. Holiday Inn Resort Orlando - Lake Buena Vista by IHG - Family-friendly resort. 14.3 mi (23 km) from Winter Garden. Popular for its pool. Access to 2 hot tubs, a fitness center, and a snack bar/deli.
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.

Explore a world of travel with Expedia