Plan for peace of mind

Some properties allow cancellations up to 14 days before arrival. Check the policy before booking.


Where to stay near Winter Park?

Our 2020 accommodation listings offer a large selection of 1,870 holiday rentals near Winter Park. From 426 Houses to 86 Cabins, find unique holiday homes for you to enjoy a memorable stay with your family and friends. The best place to stay near Winter Park for a long holiday or a weekend break is on HomeAway.

What is the best area to stay when travelling to Winter Park?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday rentals for a long holiday or just a weekend break in Winter Park:

  • The Highlands: 3,439 holiday homes
  • Willow Grove: 54 holiday homes
  • Mountain House: 640 holiday homes
  • Corinthian Hills: 66 holiday homes
  • The Reserve: 348 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday homes available.

What are the most popular points of interest and landmarks to stay near when travelling to Winter Park?

HomeAway offers a large selection of holiday homes near great places in Winter Park. From HomeAway travellers, the most popular points of interest to stay near are:

  • Lily Pad Lake Trailhead: 8,146 holiday rentals
  • Outback Express: 6,527 holiday rentals
  • Corona: 2,193 holiday rentals
  • Granby Ranch: 2,113 holiday rentals
  • Bowman-White House Museum: 2,559 holiday rentals

But there are many other points of interest around Winter Park listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Winter Park?

Yes, of course. HomeAway offers 426 Houses in Winter Park. Our other popular types of Winter Park holiday rentals include:

  • Cabins: 86 holiday houses
  • Condos/Apartments: 968 holiday houses
  • Cottages: 86 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Chalets and more.

Can I find a holiday accommodation with pool in Winter Park?

Yes, you can select your preferred holiday accommodation with pool among our 784 holiday homes with pool available in Winter Park. Please use our search bar to access the selection of holiday rentals available.

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