Winter Garden house rentals

We found 25,152 house rentals — enter your dates for availability

Find spaces that suit your style

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    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday home rentals in Winter Garden?
Check out our 25,152 holiday home rentals and start planning your Winter Garden trip. Whether you want to stay in Paradise Heights, Reavills Corner, Metro West or another well-known neighbourhood, you'll find the perfect house on Stayz.
How much does it cost to stay in a holiday rental house in Winter Garden?
A range of factors will influence the price of a holiday home rental in Winter Garden, such as the size of the property and how long and when you're staying. All you have to do is key in your holiday dates and preferences to find a house that works with your style and budget.
When is the best time to rent a holiday house in Winter Garden?
The majority of Stayz guests enjoy staying in a holiday home rental in Winter Garden during February. At this time of year, temperatures range between 14ºC and 23ºC in this part of Orange County.
Where can I rent a Winter Garden holiday house with great views?
Stayz has some awesome holiday home rentals in Winter Garden, including houses with views of historic areas. In between touring the sights, chill out and enjoy vistas that are their own attraction.
Does Winter Garden have any weekend house rentals?
Explore our weekend rentals and get ready for an unforgettable couple of days away. Our tips for booking your ideal house in Winter Garden? Be flexible when searching and modify your dates until you find the holiday home rental that suits your needs.
Are there any pet-friendly house rentals in Winter Garden?
Share your next adventure with your four-legged companion at one of our four pet-friendly holiday home rentals in Winter Garden. These stays feature perks that'll make your dog feel at home, such as their own comfortable bed. Just check the "Pets allowed" filter to book a house that has space for every cherished member of your family.
What are the top things to do in Winter Garden?
Get your Winter Garden escape off to a flying start with a visit to top attractions like Universal Studios Florida, Magic Kingdom® Park and Orange County Convention Centre. Stay in a Stayz holiday home rental with the family and then explore the best of this destination together.
Why should I book my holiday rental house with Stayz?
From houses high up in the mountains to those that'll put you in the centre of the action, Stayz has a wide range of holiday home rentals to select from. One of the best things about us? You won't have to share your place with the owner or anyone else. And with flexible cancellation policies and excellent customer support throughout your trip, we'll ensure everything goes smoothly.