
Vacation rentals in Winter Garden
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Winter Garden
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Garden vacation rentals
Other great vacation rentals in Winter Garden

15 min to Parks King Bed Apt with Pool and Gym

Downtown Apartment - Walk to Lake, Shops & Dining

Blue Heron Bungalow

Emerald Grove - Close to Disney

Entire clean comfortable house

Winter Garden Cottage w\fence

1921 Winter Garden home 22 min from Magic Kingdom

NEW 1BRM Guesthouse | King Bed | Central Florida
Quick stats about vacation rentals in Winter Garden
Total rentals
140 properties
Total number of reviews
4.5K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Frequently Asked Questions
Where should I stay in Winter Garden?
Make yourself at home in Winter Garden by choosing from our most frequently booked neighborhoods. We have over 230 vacation rentals in Tildenville, over 70 vacation rentals in Johns Lake Point, and over 70 vacation rentals in Oakland.
Are there vacation rentals with a dedicated workspace in Winter Garden?
Yes! Work meets play with ease at over 40 vacation rentals in Winter Garden featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Winter Garden?
Four-legged friends are welcome in Winter Garden. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there Winter Garden vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Winter Garden, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Winter Garden have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Winter Garden. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winter Garden have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Winter Garden. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Winter Garden have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Winter Garden. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Winter Garden?
Winter Garden has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Pet-friendly rentals Winter Garden
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- Walt Disney World Resort Golf
- Island H2O Water Park
- Disney's Hollywood Studios
- Universal CityWalk
- ICON Park
- ChampionsGate Golf Club
- Southern Dunes Golf and Country Club
- Kissimmee Lakefront Park
- Universal's Islands of Adventure