COVID-19 alert: Travel requirements are changing rapidly, including need for pre-travel COVID-19 testing and quarantine on arrival.

Winter Park Vacation Homes

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Vacation Homes in Winter Park

Don't see what you're looking for?
See all available properties in Winter Park
View all properties
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.

Hotel Options in Winter Park

    The Alfond Inn

    The Alfond Inn

    300 East New England Avenue, Winter Park, FL
    The price is $197 per night from May 31 to May 31
    4.7/5Exceptional! (23 reviews)
    The Alfond Inn
    Park Plaza Hotel

    Park Plaza Hotel

    307 South Park Avenue , Winter Park, FL
    The price is $129 per night from Jun 1 to Jun 1
    4.3/5Excellent! (21 reviews)
    Park Plaza Hotel
    Hilton Garden Inn Winter Park

    Hilton Garden Inn Winter Park

    1275 Lee Road, Winter Park, FL
    The price is $179 per night from May 17 to May 17
    5/5Exceptional! (3 reviews)
    Hilton Garden Inn Winter Park