Winter Garden villas

We found 5,458 villas — enter your dates for availability

your current months are September, 2024 and October, 2024.
September 2024
October 2024

Find spaces that suit your style

  • Peace of mind
    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, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to stay in a villa rental in Winter Garden?
Vrbo’s filters make it a cinch to find a villa rental in Winter Garden that works with your budget. Fine-tune your search by entering your maximum nightly or total price. Also think about when you go. Prices can vary based on major holidays or special festivals or events. Villas may be cheaper when it’s less busy.
When is the best time to rent a villa in Winter Garden?
February is when the majority of Vrbo guests stay in a villa rental in Winter Garden, which is in Orange County. The average temperature ranges from 14 ºC (57 ºF) to 23 ºC (73 ºF) during this month.
Where can I rent a Winter Garden villa with great views?
Villa rentals with views of historic areas are just one of the types of stays you can book in Winter Garden. If you’re searching for character-filled villas that come with vistas worth bragging about, you’ll find them on Vrbo.
Can I book a luxury villa in Winter Garden?
Take your vacation to the next level when you book one of our villa rentals in Winter Garden. Often featuring premium conveniences like gourmet kitchens, advanced in-home entertainment systems and quality furnishings, you and your guests will enjoy a VIP experience. Use our filter tool to display the properties with first-rate perks like hot tubs and swimming pools for an added layer of indulgence and luxury.
What are the top things to do in Winter Garden?
Get your Winter Garden escape off to an awesome start by heading to popular attractions like Universal Studios Florida, Magic Kingdom® Park and Orange County Convention Center. Stay in a Vrbo villa rental with the family and then discover the best of this destination together.
Why should I book my villa vacation with Vrbo?
Whether you prefer a roomy villa rental by the sea, in the mountains or elsewhere, Vrbo has accommodations in gorgeous locations. Just use our filter tool to browse for a place that matches your needs and preferences. Whatever you pick, one thing remains the same — you’ll always have the entire villa to yourself. Toss in our Book with Confidence Guarantee and flexible cancellation policies and you’ve got a getaway that’s hassle-free from beginning to end.