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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Winter Park holiday rentals

Restaurant

Fairfield Inn & Suites Orlando Int'l Drive/Convention Center

Fairfield Inn & Suites Orlando Int'l Drive/Convention Center
2.5 star property
International Drive District
8.6 out of 10, Excellent, (1,006 reviews)
"Excelent location, clean room and the staff is great"
United States
Maite
The price is 2.290.886 ₫
2.576.988 ₫ total
includes taxes & fees
24 Feb - 25 Feb
Fairfield Inn & Suites Orlando Int'l Drive/Convention Center
Outdoor spa tub

Hawthorn Extended Stay by Wyndham Orlando

Hawthorn Extended Stay by Wyndham Orlando
3.0 star property
Orlando
7.8 out of 10, Good, (1,003 reviews)
"The room was nice and clean. Plenty of parking on-site. The hotel itself is a short drive away from restaurants and a gas station."
United States
Jason
The price is 4.650.511 ₫
5.231.826 ₫ total
includes taxes & fees
15 Feb - 16 Feb
Hawthorn Extended Stay by Wyndham Orlando
Terrace/patio

The Point by Edge

The Point by Edge
4.0 star property
Florida Center
8.4 out of 10, Very good, (880 reviews)
"Great view, pleasant staff."
United States
Crystal
The price is 1.679.292 ₫
2.209.901 ₫ total
includes taxes & fees
11 Mar - 12 Mar
The Point by Edge
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services

Boho Nights

Boho Nights
3.0 star property
Sanford
9.2 out of 10, Wonderful, (10 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights
2 bedrooms, desk, free WiFi

The Front Porch

The Front Porch
3.0 star property
Sanford
9.4 out of 10, Exceptional, (3 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The Front Porch
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

Sonesta Essential Orlando Airport

Sonesta Essential Orlando Airport

10/10 Excellent
"How clean the room and surroundings area were."
Glenn 2-night trip
Posted 14 hours ago
Sonesta Essential Orlando Airport

Frequently asked questions

Can I find holiday rentals in Winter Park?

Yes, there are holiday rentals in Winter Park close to Kraft Azalea Gardens, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Winter Park. Make sure you have time to check out the university setting and gardens during your trip.

How many holiday rentals are there in Winter Park?

Expedia has 44 holiday rentals for your stay in Winter Park.

What can I see and do in Winter Park?

Cultural attractions include Casa Feliz Historic Home Museum and Morse Museum of American Art, whereas Kraft Azalea Gardens and Lake Virginia are a couple of picturesque spots to enjoy the outdoors. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area.

What are holiday rentals like in Winter Park?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winter Park. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for families.