Where to stay near Winter Park?

Our 2020 accommodation listings offer a large selection of 587 holiday rentals near Winter Park. From 249 Houses to 198 Condos/Apartments, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Winter Park 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:

  • Crystal Cove: 918 holiday homes
  • Lindfields: 2,696 holiday homes
  • Sunset Lakes: 5,074 holiday homes
  • Southwest Orlando: 12,233 holiday homes
  • Bahama Bay: 658 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? offers a large selection of holiday homes near great places in Winter Park. From travellers, the most popular points of interest to stay near are:

  • Casa Feliz Historic Home Museum: 2,547 holiday rentals
  • Winter Park Station: 2,952 holiday rentals
  • Winter Park Corner Shopping Center: 2,407 holiday rentals
  • Mead Garden: 5,570 holiday rentals
  • Winter Pines Golf Club: 2,530 holiday rentals

But there are many other points of interest around Winter Park listed on 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. offers 249 Houses in Winter Park. Our other popular types of Winter Park holiday rentals include:

  • Condos/Apartments: 198 holiday houses
  • Villas: 12 holiday houses
  • Townhouses: 10 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Studios 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 258 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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