Winter Park holiday homes

We found 66 holiday rentals — enter your dates for availability

Discover a selection of 12 homes and other holiday rentals in Winter Park that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the best amenities for spending time at your holiday home, which might include a garden and hot tub. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Can I find a holiday rental in Winter Park?
Yes, there are holiday rentals close to the most popular sights in Winter Park, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals are there in Winter Park?
Expedia has 12 holiday rentals for your stay in Winter Park.
What's there to see and do in Winter Park?
Explore the area and family-friendly sights such as Carolina Beach Boardwalk, or get out into nature at a spot like Airlie Gardens. In the wider area, you'll find University of North Carolina at Wilmington and Screen Gems Studios.
What's a holiday rental in Winter Park like?
Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winter Park. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family gatherings.

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