The best rentals from the top sites, all in one place

We believe finding a beachfront vacation rental in Winter Park should be easy and not take hours of searching and scrolling. We’ve designed VacationRenter from the ground up to help travelers find the perfect rental faster and easier.

Where to stay in Winter Park

Beachfront vacation rentals in Winter Park

There are 176 beachfront rentals near Winter Park for all manner or mood of traveling to the shoreline, availability of time off, and size of budget. So, if you are hoping for an affordable Winter Park Beach vacation, you can find 10% of the available rentals under $40/night. Or if you are willing to splurge on a luxury vacation in Winter Park, there are 18 between $251 and $870/night. Whether you are sleeping by yourself or with a significant other, or are travelling with a group of 21 there are short term home and apartment rentals in Winter Park near the beach to fit your Florida vacation needs. The most popular types of beachfront rentals in Winter Park are houses, private rooms and apartments. Winter Park has been a frequently searched travel destination this year and continues to grow in popularity because of its beaches and other water activities. VacationRenter offers a wide selection of available beach vacation rentals from leading travel sites like VRBO (Vacation Rentals By Owner), Homeaway,, and many more. Search your travel dates to find available Winter Park vacation homes for your beach trip.

More Home-types in Winter Park

Winter Park has a variety of property types for you to consider when booking a trip. Here are the most popular property types in Winter Park:
- Beach176 vacation rentals
- House92 vacation rentals
- Private Room45 vacation rentals
- Condo32 vacation rentals
- Apartment32 vacation rentals

Points of interests in Winter Park

Winter Park has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Winter Park:
- Winter Park History Museum: 176 vacation rentals
- Community Playground: 176 vacation rentals
- Central Park: 176 vacation rentals
- Kraft Azalea Garden: 176 vacation rentals
- Downtown Winter Park: 15 vacation rentals
- Scenic Boat Tour: 12 vacation rentals