How many holiday homes are available around Winter Park, FL, US?

Our 2020 holiday accommodation listings offer a large selection of 566 holiday rentals around Winter Park. From 263 holiday houses to 183 apartments, find unique holiday house for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Winter Park is on Bookabach.

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 accommodations for a long holiday or just a weekend break in Winter Park:

  • Northeast Orlando: 143 holiday homes
  • Indian Wells: 700 holiday homes
  • The Hamlets: 471 holiday homes
  • Florida Center: 188 holiday homes
  • Downtown Orlando: 77 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals 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 accommodations near great places in Winter Park. From travellers, the most popular points of interest to stay near are:

  • Cahall Sandspur Field: 3,474 holiday houses
  • Winter Park Station: 2,851 holiday houses
  • Mead Garden: 5,379 holiday houses
  • Winter Pines Golf Club: 2,360 holiday houses
  • Cornell Fine Arts Museum: 3,380 holiday houses

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 263 Houses in Winter Park. Our other popular types of Winter Park holiday rentals include:

  • Condos/Apartments: 183 self catering accommodations
  • Villas: 16 self catering accommodations
  • Townhouses: 9 self catering accommodations

But you can also enjoy a great stay in one of our other holiday homes 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 284 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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