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Check prices for these dates

Next weekend
15 May - 17 May
In two weeks
22 May - 24 May
In one month
5 Jun - 7 Jun
In two months
3 Jul - 5 Jul

Our top choices for Winter Park resorts

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 AED 327
AED 877 total
includes taxes & fees
21 May - 22 May
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2767
Smart TV

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2752

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2752
Kissimmee
9.6 out of 10, Exceptional, (5 reviews)
"Good stsy"
Canada
Kim V.
The price is AED 294
AED 835 total
includes taxes & fees
21 May - 22 May
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2752
6 outdoor pools

Disney's Caribbean Beach Resort

Disney's Caribbean Beach Resort
3.0 star property
Bay Lake
8.0 out of 10, Very Good, (1,000 reviews)
"Clean room, helpful and friendly staff"
United States
Garrett
Disney's Caribbean Beach Resort
Exterior

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
9.0 out of 10, Wonderful, (2,927 reviews)
"Great Hotel!!"
United States
Eric
The price is AED 544
AED 785 total
includes taxes & fees
3 Jun - 4 Jun
Wyndham Grand Orlando Resort Bonnet Creek
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 AED 304
AED 842 total
includes taxes & fees
21 May - 22 May
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377
Pool

Escape to Paradise: Your Family Adventure Awaits- Marriott's Grande Vista- 2 Bd

Escape to Paradise: Your Family Adventure Awaits- Marriott's Grande Vista- 2 Bd
Orlando
10.0 out of 10, Exceptional, (1 review)
"Great few days. "
United States
Heather C.
The price is AED 492
AED 980 total
includes taxes & fees
25 May - 26 May
Escape to Paradise: Your Family Adventure Awaits- Marriott's Grande Vista- 2 Bd
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, (4,076 reviews)
"Had a wonderful stay!"
United States
Khristi
The price is AED 309
AED 496 total
includes taxes & fees
17 May - 18 May
Wyndham Garden Lake Buena Vista – Disney Springs® Area
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
9.2 out of 10, Wonderful, (1,881 reviews)
"The whole place was beautifull, i will definately book a stay there again :)"
United States
Brian
The price is AED 434
AED 612 total
includes taxes & fees
21 May - 22 May
Hilton Grand Vacations Club Tuscany Village Orlando
Outdoor pool, a heated pool, pool umbrellas, sun loungers

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
Orlando
8.6 out of 10, Excellent, (3,974 reviews)
"Great stay, would definitely come again"
United States
Hannah
The price is AED 279
AED 438 total
includes taxes & fees
8 Jun - 9 Jun
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Fridge, microwave, oven, stovetop

New and Amazing Tiny House in Kissimmee, FL only 20 minutes to Disney/Universal

New and Amazing Tiny House in Kissimmee, FL only 20 minutes to Disney/Universal
Kissimmee
The price is AED 422
AED 937 total
includes taxes & fees
21 May - 22 May
New and Amazing Tiny House in Kissimmee, FL only 20 minutes to Disney/Universal
Pool

The Magic Getaway • 3BR Vista Cay Resort • Pools • Gym • Games

The Magic Getaway • 3BR Vista Cay Resort • Pools • Gym • Games
Orlando
9.6 out of 10, Exceptional, (49 reviews)
"Everything was great!"
United States
Kathleen M.
The price is AED 536
AED 1,223 total
includes taxes & fees
9 May - 10 May
The Magic Getaway • 3BR Vista Cay Resort • Pools • Gym • Games
Lobby

Cozy Condo 4Mi from Disney with Resort Amenities

Cozy Condo 4Mi from Disney with Resort Amenities
International Drive District
10.0 out of 10, Exceptional, (8 reviews)
"Great Location to all the activities. Very nice unit with everything you need. Would stay again."
United States
Terry H.
The price is AED 562
AED 2,572 total
includes taxes & fees
21 May - 22 May
Cozy Condo 4Mi from Disney with Resort Amenities
Outdoor pool, cabanas (surcharge), pool umbrellas

Signia by Hilton Orlando - An Official Walt Disney World® Hotel

Signia by Hilton Orlando - An Official Walt Disney World® Hotel
4.0 star property
Orlando
9.0 out of 10, Wonderful, (1,003 reviews)
"Clean, good sized rooms, comfortable beds, friendly staff, great pool for the young ones"
United States
steven
The price is AED 539
AED 813 total
includes taxes & fees
25 May - 26 May
Signia by Hilton Orlando - An Official Walt Disney World® Hotel
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, (1,599 reviews)
"Great location and nice property. Have stayed here many times and always enjoyed the stay."
United States
Stephanie
The price is AED 509
AED 742 total
includes taxes & fees
25 May - 26 May
Hilton Orlando Lake Buena Vista - Disney Springs® Area
Outdoor pool, open 6:00 AM to midnight, pool umbrellas, sun loungers

Rosen Centre Hotel

Rosen Centre Hotel
4.0 star property
International Drive District
9.0 out of 10, Wonderful, (4,527 reviews)
"Great place to stay."
United States
Francisco
The price is AED 393
AED 446 total
includes taxes & fees
1 Jun - 2 Jun
Rosen Centre Hotel
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, (1,834 reviews)
"great stay! "
United States
Priyanka
The price is AED 569
AED 810 total
includes taxes & fees
27 May - 28 May
Hilton Orlando Buena Vista Palace - Disney Springs® Area
Outdoor pool

Disney's Port Orleans Resort French Quarter

Disney's Port Orleans Resort French Quarter
3.5 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1,000 reviews)
"Love this resort. Nice rooms, beautiful setting, just a pleasant stay all around."
United States
Sherri
Disney's Port Orleans Resort French Quarter
Exterior

Hilton Grand Vacations Club Parc Soleil Orlando

Hilton Grand Vacations Club Parc Soleil Orlando
4.0 star property
Orlando
9.4 out of 10, Exceptional, (1,009 reviews)
"Hotel was aamzing"
United States
andres
The price is AED 434
AED 592 total
includes taxes & fees
16 May - 17 May
Hilton Grand Vacations Club Parc Soleil Orlando
Exterior

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, (6,737 reviews)
"Enjoyed our stay."
United States
Scott
The price is AED 239
AED 372 total
includes taxes & fees
2 Jun - 3 Jun
DoubleTree by Hilton Orlando Theme Park Resort
2 restaurants, lunch, dinner served; American cuisine

Embassy Suites by Hilton Orlando Lake Buena Vista Resort

Embassy Suites by Hilton Orlando Lake Buena Vista Resort
4.0 star property
Orlando
8.0 out of 10, Very Good, (1,316 reviews)
"Great stay"
United States
dulcenea
The price is AED 358
AED 506 total
includes taxes & fees
25 May - 26 May
Embassy Suites by Hilton Orlando Lake Buena Vista Resort
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 Park Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Best bang for buck. Clean rooms, amazing staff and 100 percent family oriented. "
Hazar 2-night trip
Posted 3 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Frequently asked questions

What can I expect from a resort vacation in Winter Park?
Longing for a relaxing getaway? Indulge in all the comforts of a resort, where you can find everything you need for your vacation from tasty dining options to activities and shopping. One of the 118 comfortable resorts in the area might be just what you're looking for, whether you're hoping for great restaurants on site, shopping possibilities, or activities for the kids.
What's the best resort for my stay in Winter Park?
Our top-rated resorts around Winter Park: DoubleTree by Hilton Orlando Theme Park Resort - Family-friendly resort, 10-minute walk from Aquatica. 14.6 mi (23.4 km) from Winter Park. Features 2 outdoor pools, 2 restaurants, and 3 bars. Popular for its pool. Waldorf Astoria Orlando - An Official Walt Disney World® Hotel - Luxury resort. 20.7 mi (33.4 km) from Winter Park. Has 2 outdoor pools, 12 restaurants, and 4 bars. Holiday Inn Resort Orlando - Lake Buena Vista by IHG - Family-friendly resort. 18.6 mi (30 km) from Winter Park. Guests love the pool. Enjoy the 2 hot tubs, fitness center, and snack bar/deli. Hilton Orlando Lake Buena Vista - Disney Springs® Area - Family-friendly resort. 18.8 mi (30.3 km) from Winter Park. Amenities include 2 outdoor pools, 6 restaurants, and 2 bars. Guests love the great location. Wyndham Grand Orlando Resort Bonnet Creek - Family-friendly resort. 20.6 mi (33.1 km) from Winter Park. Guests love the pool. Access to 5 outdoor pools, 4 restaurants, and a lazy river.
What can I do in Winter Park?
Travelers enjoy the shopping and other activities in Winter Park, and also have good things to say about the dining options here. Check out the interesting exhibits at Casa Feliz Historic Home Museum and Winter Park History Museum, or grab your golf clubs for a game at Winter Park Country Club or Winter Pines Golf Club. Other top attractions in the area include Universal Studios Florida and Universal Orlando Resort.
What's the seasonal weather like in Winter Park?
The hottest months are usually July and August 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 Park are August, September, July, and June, with each month seeing an average of 7 inches of rainfall.
What's the best way to get to and around Winter Park?
Fly into Orlando Intl. Airport (MCO), which is located 11.8 mi (19 km) from the city center. Otherwise, look for flights into Orlando Sanford Intl. Airport (SFB), which is 13.4 mi (21.6 km) away. To venture out into the surrounding area, hop aboard a train at Winter Park Station.