Photo by Shannon Maya
Downtown Winter Garden holiday rentals
We found 25 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.
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Find the best place to stay - Downtown Winter Garden
Showing deals for: 13 Oct - 16 Oct
WATERFRONTWntrGdnHSE VIEWS Dock Wildlife 13mi Disn
Sleeps 8 · 4 bedrooms · 3 bathrooms
10 out of 10
exceptional
(27 reviews)
The current price is AU$2,485
for 3 nights, 1 home
AU$828 per night
includes taxes & fees
Top rated rentals - Downtown Winter Garden

Weekend Trip
9.8 out of 10
exceptional
(41 reviews)
My husband and myself booked this vacation home due to its location of our kids and grandson. We really enjoyed Winter Garden. It's a beautiful area and Downtown is alive and fun. The house was only a few blocks from Downtown and a beautiful park we took our grandson too. Also made a trip to Magic Kingdom and Disney Springs - both where easy commutes. The home was clean and well kept. The neighborhood was very quiet. If I had any complaint, it was that the master bedroom didn't have a TV, which I understand because the room didn't really have the space based on how it was set up. The house was very well stocked with "extras" such as spices, shampoo, etc.
Leslie C.
Stayed Feb 2024
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value