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Featured Resort in Winter Park

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

The price is AU$378
includes taxes & fees
2 Nov - 3 Nov
New and Amazing Tiny House in Kissimmee, FL only 20 minutes to Disney/Universal

SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763

9.8 out of 10, Exceptional, (6)
"Cozy and perfect for what we needed. Great location."
The price is AU$330
includes taxes & fees
5 Oct - 6 Oct
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763

Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748

9.8 out of 10, Exceptional, (12)
"The place was clean and we even extended our stay one extra day because it was in a convenient location "
The price is AU$330
includes taxes & fees
4 Oct - 5 Oct
Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748

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

9.4 out of 10, Exceptional, (27)
"We loved staying here. It was quiet and quaint. My boys loved the Pickle Ball court and swimming pool. The host was great! Would stay here again!"
The price is AU$330
includes taxes & fees
4 Oct - 5 Oct
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2767

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2764

10.0 out of 10, Exceptional, (3)
"Our stay was perfect! Clean unit and cozy. We were in town for a Volleyball tournament and just needed a place for me and my daughter. Would definitely stay here again if we have to come back next year."
The price is AU$329
includes taxes & fees
5 Oct - 6 Oct
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2764

DoubleTree by Hilton Hotel Orlando at SeaWorld

4.0 star property
7.4 out of 10, Good, (6143)
"Great staff and a nice place to stay "
The price is AU$158
includes taxes & fees
10 Oct - 11 Oct
DoubleTree by Hilton Hotel Orlando at SeaWorld

Universal's Stella Nova Resort

3.0 star property
9.0 out of 10, Wonderful, (226)
"Beauriful place wurh a great breakfast"
The price is AU$273
includes taxes & fees
5 Oct - 6 Oct
Universal's Stella Nova Resort

Arnold Palmer's Bay Hill Club & Lodge

4.0 star property
9.2 out of 10, Wonderful, (1002)
"thank you for an enjoyable stay"
The price is AU$615
includes taxes & fees
19 Oct - 20 Oct
Arnold Palmer's Bay Hill Club & Lodge

Wyndham Garden Lake Buena Vista – Disney Springs® Area

3.5 star property
8.2 out of 10, Very good, (3753)
"Great place to stay "
The price is AU$179
includes taxes & fees
5 Oct - 6 Oct
Wyndham Garden Lake Buena Vista – Disney Springs® Area

Westgate Palace

2.5 star property
The price is AU$282
includes taxes & fees
5 Oct - 6 Oct
Westgate Palace

Rosen Centre Hotel

4.0 star property
9.0 out of 10, Wonderful, (3963)
"Great stay there "
The price is AU$131
includes taxes & fees
29 Oct - 30 Oct
Rosen Centre Hotel

Hilton Grand Vacations Club SeaWorld® Orlando

4.0 star property
8.8 out of 10, Excellent, (1897)
"Great place!"
The price is AU$232
includes taxes & fees
20 Oct - 21 Oct
Hilton Grand Vacations Club SeaWorld® Orlando

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

The price is AU$311
includes taxes & fees
5 Oct - 6 Oct
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377

Hilton Grand Vacations Club Tuscany Village Orlando

4.0 star property
9.0 out of 10, Wonderful, (1642)
"Very pleasant stay , great location , pool areas were great ,very clean accommodation ."
The price is AU$231
includes taxes & fees
12 Oct - 13 Oct
Hilton Grand Vacations Club Tuscany Village Orlando

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

3.5 star property
8.4 out of 10, Very good, (3411)
"Friendly staff, comfortable beds ease of access to the parks "
The price is AU$168
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Hilton Grand Vacations Club Parc Soleil Orlando

4.0 star property
9.2 out of 10, Wonderful, (1003)
"Short stay but exceeded my expectations and more. Awesome room, clean, courteous staff and great location. We will definitely be back!"
The price is AU$259
includes taxes & fees
19 Oct - 20 Oct
Hilton Grand Vacations Club Parc Soleil Orlando

Hilton Grand Vacations Club Las Palmeras Orlando

4.0 star property
9.0 out of 10, Wonderful, (1000)
"Very nice and family friendly"
The price is AU$287
includes taxes & fees
12 Oct - 13 Oct
Hilton Grand Vacations Club Las Palmeras Orlando

Hilton Orlando Lake Buena Vista - Disney Springs® Area

4.0 star property
8.6 out of 10, Excellent, (1403)
"Awesome place to stay"
The price is AU$313
includes taxes & fees
5 Oct - 6 Oct
Hilton Orlando Lake Buena Vista - Disney Springs® Area

DoubleTree Suites by Hilton Orlando - Disney Springs® Area

4.0 star property
8.2 out of 10, Very good, (1000)
"Clean Room spacious Staff friendly Dining/breakfast Conveniently located "
The price is AU$212
includes taxes & fees
14 Oct - 15 Oct
DoubleTree Suites by Hilton Orlando - Disney Springs® Area

Hilton Orlando

4.0 star property
8.4 out of 10, Very good, (1000)
"Beautiful property and pool area was amazing "
The price is AU$328
includes taxes & fees
30 Oct - 31 Oct
Hilton 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.
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Top Winter Park Hotel Reviews

Find out more about Winter Park

Find out more about Winter Park

Winter Park Resort information

Number of reviews
27,585
Accommodation
813 Resort
Lowest Price
AU$131
Highest Price
AU$615

Frequently asked questions

What can I expect from a resort holiday in Winter Park?
Longing for a relaxing getaway? You deserve the comforts and luxuries of a resort, where you can find everything you need for your trip—from tasty dining options to entertainment and shopping. One of the 1645 comfortable resorts in the area could be just what you're looking for, whether you're hoping for an amazing pool, shopping possibilities or fun activities to try.
What's a favourite resort for my stay in Winter Park?
Here are our top-rated resorts around Winter Park: DoubleTree by Hilton Hotel Orlando at SeaWorld - 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. Holiday Inn Resort Orlando - Lake Buena Vista by IHG - Family-friendly resort. 18.6 mi (30 km) from Winter Park. Has 2 hot tubs, a fitness centre and a snack bar/deli. Popular for its pool. Wyndham Grand Orlando Resort Bonnet Creek - Family-friendly resort. 20.6 mi (33.1 km) from Winter Park. Popular for its pool. Enjoy the 5 outdoor pools, 4 restaurants and lazy river. Waldorf Astoria Orlando - An Official Walt Disney World® Hotel - Luxury resort. 20.7 mi (33.4 km) from Winter Park. Amenities include 2 outdoor pools, 12 restaurants and 4 bars. Hilton Grand Vacations Club Tuscany Village Orlando - Family-friendly resort, 5-minute walk from Orlando Vineland Premium Outlets. 17.4 mi (28 km) from Winter Park. Highly rated for its pool. Access to 2 outdoor pools, 3 hot tubs and a children's club.
What can I do in Winter Park?
Travellers enjoy the shopping and other activities in Winter Park, and also have good things to say about the dining options here. Explore the interesting exhibits at Casa Feliz Historic Home Museum and Albin Polasek Museum and Sculpture Gardens, or grab your golf clubs for a round 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 in Winter Park?
The hottest months are usually July and August, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Park are August, September, July and June, with each month seeing an average of 185 mm of rainfall.
What's the best way to get to and around Winter Park?
Fly into Orlando International Airport (MCO), which is located 11.8 mi (19 km) away from the city centre. You can also search for flights into Orlando, FL (SFB-Orlando Sanford Intl.), which is 13.4 mi (21.6 km) away. If you want to venture outside the area, take a train from Winter Park Station.

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