Winter Park, FL, USA

Winter Park, FL, USA

We found 419 vacation rentals — enter your dates for availability

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Find the best place to stay — Winter Park

Where to stay around Winter Park, FL?

Our 2018 property listings offer a large selection of 419 vacation rentals near Winter Park. From 171 houses to 96 condos, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Winter Park for a holiday or a weekend are on VRBO.

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

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Winter Park:

  • Orwin Manor: 17 vacation rentals
  • Hamilton's Reserve: 151 vacation rentals
  • Southeast Orlando: 190 vacation rentals
  • Deltona Lakes: 16 vacation rentals
  • Northeast Orlando: 84 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Winter Park?

VRBO offers a large selection of vacation rentals near lovely places in Winter Park. From VRBO travelers, the top 5 most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Orlando Winter Park Amtrak Station: 3,093 vacation rentals
  • Rollins College: 3,711 vacation rentals
  • Winter Park Village: 3,108 vacation rentals
  • Winter Park Station: 3,108 vacation rentals
  • Aloma Bowl: 2,463 vacation rentals

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

Can I rent houses in Winter Park?

Yes, of course. VRBO has 171 houses in Winter Park. Our other popular types of vacation rentals in Winter Park include:

  • Condos: 96 rentals available
  • Apartments: 57 rentals available
  • Villas: 29 rentals available

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

Can I rent golf rental rentals in Winter Park?

Absolutely, VRBO has 124 golf rental rentals in Winter Park. You have also many other possibilities in Winter Park area, including:

  • Lake view rentals: 42 rentals
  • Lakefront rentals: 31 rentals
  • Beachfront rentals: 23 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with online bookable in Winter Park?

Yes, you can select your prefered vacation rental with online bookable among our 418 vacation rentals with online bookable available in Winter Park. Please use our search bar to access the selection of vacation rentals available.