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Compare Winter Park Vacation Rentals

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Winter Park Rentals

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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.

Winter Park Large Group Rentals

    Vista Cay Resort by Casiola Vacation Homes

    Vista Cay Resort by Casiola Vacation Homes

    4874 Cayview Ave, Orlando, FL
    The price is $168 per night from May 13 to May 13
    4.7/5Exceptional! (3 reviews)
    Vista Cay Resort by Casiola Vacation Homes
    TS Vacation Homes

    TS Vacation Homes

    1426 Simpson Rd, Kissimmee, FL
    4/5Very Good! (4 reviews)
    TS Vacation Homes
    Laguna Villas

    Laguna Villas

    5209 Broken Arrow Drive, Kissimmee, FL
    3.6/5Good! (11 reviews)
    Laguna Villas
    Lucaya Vacation Homes

    Lucaya Vacation Homes

    3040 Polynesian Isle Blvd, Kissimmee, FL
    3.3/5 (4 reviews)
    Lucaya Vacation Homes
    Runaway Beach Club Resort

    Runaway Beach Club Resort

    3000 Bonfire Beach Dr, Kissimmee, FL
    2.5/5 (8 reviews)
    Runaway Beach Club Resort
    Vacation USA LTD

    Vacation USA LTD

    US-192 & N Poinciana Blvd, Kissimmee, FL
    The price is $145 per night from Jun 1 to Jun 1
    2.3/5 (3 reviews)
    Vacation USA LTD