Winter Park house rentals

Book one of our 1,055 vacation home rentals in Winter Park and you’ll have the ideal base for your next adventure. Aloma, Orwin Manor and Rose Isle are some of the city’s most sought-after areas.

Whether you’re booking a budget-friendly getaway or an upscale retreat, we have a range of vacation home rentals in Winter Park for you to choose from. Use our filters to narrow down your options and find the right stay to suit your needs.

Consider visiting Winter Park in July, when the average temperature ranges between 77ºF (25ºC) and 91ºF (33ºC). This is the most popular month for guests to get a vacation home rental in this well-known destination, which is located in North Orlando.

When looking for your vacation home rental in Winter Park, take advantage of our “Location” filter. This will help you choose the types of areas you prefer to stay in, whether that’s far from the hustle and bustle or somewhere close to the action.

Browse our weekend rentals and get packing for a fun-filled few days away. Our tips for booking your ideal house in Winter Park? Be flexible when searching and change your dates until you find the vacation home rental that suits your style.

Yes, you’ll find nine vacation home rentals that welcome pets in Winter Park, so your four-legged companion won’t miss out on the excitement! Use our filter tool to search for pet-friendly houses that come with perks like dog beds and complimentary treats for them, and lots of comforts for you.

Universal Studios Florida, Florida Mall and Universal’s Islands of Adventure are terrific attractions that’ll keep the whole crew occupied in Winter Park. There’s nothing like travel to bring everyone together, so browse our vacation home rentals in this vibrant destination.

When you choose a Vrbo vacation home rental, the only people you’ll share your space with are the people you bring along. It will only be you, your nearest and dearest and the whole property to yourselves. Plus, when you’re a member of our One Key™ rewards program, you can earn and spend OneKeyCash™* on eligible bookings on Vrbo, Expedia and Hotels.com. Also, our flexible cancellation policies also mean you can book your rental house with peace of mind if you have to change your plans. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.