Photo by Kayla Templin
Old Town Winter Park vacation rentals
We found 536 vacation rentals — enter your dates for availability
Select from 29 houses, 26 condos, and other vacation rentals to find the perfect place for your stay in Old Town Winter Park. Vacation rentals offer the amenities you expect for you and your friends, family, or even pets, such as WiFi and a hot tub. What you'll find is a rental that has what everyone needs, including places that are non-smoking or accessible.
Find spaces that suit your style
Find the best place to stay - Old Town Winter Park
Large Main Area, 6BD 5BA, Large Deck, Hot Tub, on Shuttle Route. Great Views!
Sleeps 16 · 6 bedrooms · 3+ bathrooms
Top rated rentals - Old Town Winter Park
Photo gallery for Fantastic front corner 2BD/2BA Condo At Base Of Winter Park
Convenient location
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value