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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 1176 Resorts in Winter Garden with updated reviews, rates, and availability.

The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very Good, (7346)
"It was a very fun but also relaxing vacation. Highly recommend!"
The price is AED 694
AED 988 total
includes taxes & fees
27 Apr - 28 Apr
The Grove Resort & Water Park Orlando
Home2 Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.4 out of 10, Exceptional, (3981)
"I loved the close proximity to stores, restaurants and theme parks. There were less food options (breakfast buffet) than I remembered from bedoee ."
The price is AED 449
AED 505 total
includes taxes & fees
27 Apr - 28 Apr
Home2 Suites by Hilton Orlando at Flamingo Crossings
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Lobby

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

2.5 star property
9.4 out of 10, Exceptional, (2803)
"The breakfast selection is minimal and repetitive. I'm glad there are waffles to keep the children busy, but I would prefer more choices of eggs, bacon, sausage, ham, fruit, tomatoes, avocados, grapefruit, and oranges (it is Florida, after all). Please serve coffee in real mugs like your sister-property next door. I've stayed at every Marriott within a mile. Marriott's Residence Inn is still the best."
The price is AED 426
AED 479 total
includes taxes & fees
20 Apr - 21 Apr
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Hilton Vacation Club Aqua Sol Orlando West
Exterior

Hilton Vacation Club Aqua Sol Orlando West

4.0 star property
8.8 out of 10, Excellent, (3713)
"So much fun will definitely stay again!"
The price is AED 390
AED 542 total
includes taxes & fees
28 Apr - 29 Apr
Hilton Vacation Club Aqua Sol Orlando West
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, a heated pool

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
9.0 out of 10, Wonderful, (2055)
"A bit of confusion at check in, but all sorted quickly and property was nice."
The price is AED 347
AED 391 total
includes taxes & fees
21 Apr - 22 Apr
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Homewood Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Homewood Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.4 out of 10, Exceptional, (1649)
"The pool here is amazing. Our kids did not want to leave! Our room (1 bedroom suite) was excellent, comfortable for a family with two young children. Breakfast was easy with good variety. Definitely would stay again."
The price is AED 482
AED 542 total
includes taxes & fees
27 Apr - 28 Apr
Homewood Suites by Hilton Orlando at Flamingo Crossings
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, a heated pool

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
9.0 out of 10, Wonderful, (1531)
"Great would definitely come back again. Easy drive to Disney about 15-17 minutes away."
The price is AED 408
AED 459 total
includes taxes & fees
27 Apr - 28 Apr
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

3.0 star property
9.6 out of 10, Exceptional, (1450)
"Very well maintained and managed property. The pool was great, the fitness center is good, breakfast is a good spread that you expect."
The price is AED 492
AED 554 total
includes taxes & fees
22 Apr - 23 Apr
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Home2 Suites By Hilton Winter Garden
Exterior

Home2 Suites By Hilton Winter Garden

3.0 star property
9.4 out of 10, Exceptional, (225)
"I like that it is easily accessed, good prices and spacious rooms. They have a nice kitchenette and good size bathrooms "
The price is AED 465
AED 523 total
includes taxes & fees
10 Apr - 11 Apr
Home2 Suites By Hilton Winter Garden
Orange County National Lodge
BBQ/picnic area

Orange County National Lodge

3.0 star property
7.4 out of 10, Good, (254)
"A GREAT golf vacation experience!!"
The price is AED 518
AED 583 total
includes taxes & fees
18 Apr - 19 Apr
Orange County National Lodge
Edgewater Hotel
City view from property

Edgewater Hotel

2.5 star property
9.6 out of 10, Exceptional, (302)
"Very unique property. Old 1920's hotel in downtown Winter Garden that's been renovated. Staff was very nice and helpful. Cooked to order breakfast is outstanding. The breakfast area is open throughout the rest of the day for self-serve snacks at no extra charge. Easy parking."
The price is AED 523
AED 588 total
includes taxes & fees
15 Apr - 16 Apr
Edgewater Hotel
Oakland Manor House
Porch

Oakland Manor House

2.0 star property
The price is AED 2,296
AED 2,583 total
includes taxes & fees
14 Apr - 15 Apr
Oakland Manor House
Family Resort 5 minutes from Disney and other major attractions
Pool

Family Resort 5 minutes from Disney and other major attractions

9.6 out of 10, Exceptional, (4)
"Nice but a bit too busy"
Family Resort 5 minutes from Disney and other major attractions
Holiday Inn Club Vacations At Orange Lake Resort - North Village - 1BR
Pool

Holiday Inn Club Vacations At Orange Lake Resort - North Village - 1BR

Holiday Inn Club Vacations At Orange Lake Resort - North Village - 1BR
The Palisades Resort Orlando
Outdoor pool

The Palisades Resort Orlando

2.0 star property
7.6 out of 10, Good, (999)
"Check your notes I've called and I'm very upset thinking about taking legal action against you and them"
The Palisades Resort Orlando
2200 sq ft villa, 3BD+3BA, right next to the Magic Kingdom June 13-17
Pool

2200 sq ft villa, 3BD+3BA, right next to the Magic Kingdom June 13-17

2200 sq ft villa, 3BD+3BA, right next to the Magic Kingdom June 13-17
Stay near magic! 2-bedroom resort room, just a 12-min drive away from from parks
Pool

Stay near magic! 2-bedroom resort room, just a 12-min drive away from from parks

Stay near magic! 2-bedroom resort room, just a 12-min drive away from from parks
3-bedroom resort in brilliant Kissimmee with fitness room, WiFi, AC
Private kitchen

3-bedroom resort in brilliant Kissimmee with fitness room, WiFi, AC

3-bedroom resort in brilliant Kissimmee with fitness room, WiFi, AC
Just minutes from Walt Disney World
Lobby

Just minutes from Walt Disney World

Just minutes from Walt Disney World
7 NIGHT STAY IN ORLANDO & 2 DAY FAMILY PASS TO DISNEY FOR UP TO 4
Outdoor pool, a heated pool

7 NIGHT STAY IN ORLANDO & 2 DAY FAMILY PASS TO DISNEY FOR UP TO 4

7 NIGHT STAY IN ORLANDO & 2 DAY FAMILY PASS TO DISNEY FOR UP TO 4
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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Other property types in Winter Garden

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1898)
"Perfect spot and location for my son and I to take a quick weekend trip. "
The price is AED 403
AED 520 total
includes taxes & fees
5 May - 6 May
Vacation Village at Parkway
Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8528)
"Overall nice place "
Lake Buena Vista Resort Village & Spa
Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5309)
"We had a blast staying at SummerBay for a week with 3 teenagers. The property is well landscaped and has beautiful pools. They have basketball and pickleball courts, pool table, and mini golf. The food was reasonably priced and the staff friendly. Anytime we needed something for our room, they quickly helped. Lots of local food nearby. We loved the food trucks across the street. We will definitely be back! "
The price is AED 477
AED 652 total
includes taxes & fees
6 Apr - 7 Apr
Summer Bay Orlando by Exploria Resorts
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.

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 17 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 5 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. Holiday Inn Club Vacations at Orange Lake Resort by IHG - Family-friendly resort. 14.8 mi (23.8 km) from Winter Garden. Highly rated for its pool. Enjoy the 7 outdoor pools, 8 restaurants, and 2 poolside bars. Margaritaville Resort Orlando with H2O Waterpark - Family-friendly resort. 15.5 mi (24.9 km) from Winter Garden. Amenities include 3 outdoor pools, 3 restaurants, and 3 bars. Highly rated for its pool. Wyndham Grand Orlando Resort Bonnet Creek - Family-friendly resort. 14.7 mi (23.7 km) from Winter Garden. Guests love the pool. Access to 5 outdoor pools, 4 restaurants, and a lazy river.
How many resorts will I be able to find in Winter Garden?
Choose from Expedia’s 17 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 grab your golf clubs for a game at Orange County National Golf Club or Disney’s Magnolia Golf Course. 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.