Downtown Winter Park is a great hub of restaurants, shops and year-round activities that you can explore. You can stay right on Main Street or within 1 block for easy access to all that is happening! Stay Winter Park offers a large variety of rentals ranging from condos to luxury townhomes.
During the summer months, enjoy the music festivals at Rendezvous Event Center, art festivals and outdoor dining with live free music and easy access to a number of hiking and mountain biking trails. For the winter months, you can still enjoy the local dining, sledding hill and the free town shuttle can provide transportation to the ski resort or the town of Fraser.
Can't wait to book your getaway? Browse our inventory of downtown Winter Park vacation rentals below and book online with our easy reservation system. Please contact our sales team with any questions or for special requests to help make your vacation unforgettable!