
Winter Park Holiday Rentals
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Winter Park holiday rentals

Apartment in Orlando
1-bedroom vacation room just 12 minutes from University of Central Florida9.4 out of 10, Exceptional, (3 reviews)

Apartment in Orlando
Quiet and safe neighborhood come to this great place with lots of room for relax10.0 out of 10, Exceptional, (2 reviews)

Holiday Home in Fairview Shores
Sleek, Spacious & Central – Your Ideal Getaway10.0 out of 10, Exceptional, (1 review)
The price is HK$946
HK$1,705 total
includes taxes & fees
29 Mar - 30 Mar

Holiday Home in College Park
Cozy home w/full kitchen & workspace8.0 out of 10, Very good, (2 reviews)
The price is HK$614
HK$2,044 total
includes taxes & fees
4 Mar - 5 Mar

Apartment in Fairview Shores
Virbo Host Website is not working for me. Do not book this property. Thank youThe price is HK$422
HK$852 total
includes taxes & fees
27 Feb - 28 Feb
The price is HK$1,080
HK$2,031 total
includes taxes & fees
4 Mar - 5 Mar
The price is HK$1,525
HK$3,406 total
includes taxes & fees
4 Mar - 5 Mar
The price is HK$1,178
HK$2,142 total
includes taxes & fees
9 Mar - 10 Mar
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.
Find holiday rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Winter Park Hotel Reviews

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
10/10 Excellent
Find out more about Winter Park
Search for holiday rentals in Winter Park on Expedia! You can easily find your home rentals, villas, holiday apartments in Winter Park using one of the methods below:
- View our selection of featured holiday rentals in Winter Park
- Use the map to find apartments and other holiday homes in the Winter Park neighbourhood you prefer
- Enter your travel dates to view the best deals on holiday rentals in Winter Park while they last
Look no further and take a look at our great range of rental properties in Winter Park!



















































































