1,789 Winter Park Holiday Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Winter Park holiday rentals from 12 rental sites including HomeAway, Booking.com, PerfectPlaces and more, ranging from $36 to $16420 a night.

Information about Winter Park

Vacation Rentals in Winter Park

Looking for a vacation rental in Winter Park? Tripping.com has 2356 rental homes available in Winter Park. Potential renters will find 14 studios, 614 1-bedroom, 795 2-bedroom and 933 rentals with 3 or more bedrooms ranging from $36 a night to $16420 a night. Many of these properties are instantly bookable.

The average price of a nightly rental in Winter Park is $295 while the average price of a weekly rental is $1891. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Winter Park home is $3666.

Wondering if you can bring your favorite dog or cat with you? We have 156 pet friendly vacation rentals available for you. In addition to accommodating pets, Winter Park rentals offer a variety of amenities. In particular, 1795 rentals have internet and wifi, 1361 have TV and/or cable and 691 have a pool or hot tub.

Search properties from 12 rental sites in Winter Park where the top providers in that area are HomeAway, Booking.com, and PerfectPlaces. There are 1139 HomeAway rentals, 415 Booking.com short term rentals and 373 PerfectPlaces vacation rentals.
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