Photo by Shannon Maya

Downtown Winter Garden holiday rentals

We found 33 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Downtown Winter Garden to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, including parking and a TV. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
  • 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, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Can I find holiday rentals in Downtown Winter Garden?
Yes, there are holiday rentals in Downtown Winter Garden close to Central Florida Railroad Museum, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals will I find in Downtown Winter Garden?
Choose from 3 Expedia holiday rentals in Downtown Winter Garden for a memorable holiday.
What can I see and do in Downtown Winter Garden?
Cultural attractions include Central Florida Railroad Museum and Garden Theatre, whereas West Orange Trail is one spot to enjoy nature. Other popular places to visit in the area include Universal Studios Florida and Universal Orlando Resort.
What are holiday rentals like in Downtown Winter Garden?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Downtown Winter Garden. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family gatherings.