Winter Garden vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Winter Garden

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Superhost

Guest suite in Winter Garden

Private In-Law Suite Near Disney/Universal/DT

This newly renovated, modern, and clean Mother-in-Law Suite is freshly designed with bright colors and all new furnishings. Everything is thoughtfully selected to create the perfect Airbnb stay. You'll have coffee, decaf, tea, 200mbps Wi-Fi, and high-end mattresses for the perfect night's sleep. You'll stay in the Orlando area, 20min from Disney/Universal/DT Orlando, and minutes from DT Winter Garden, shopping center, & famous 22mile West Orange Bike trail

$60 per night

Superhost

Home in Winter Garden

Downtown Winter Garden, Florida

Charming two bedroom, one bathroom home just three blocks from downtown Winter Garden Florida. Across the street from the West Orange Bike Trail and walking distance to restaurants, Splash pond, shopping and Farmers Market. The fenced in back yard is shaded by a 100 year old live oak tree. There is a “no pet policy” at the house. We do not accept guests under the age of 12. There are NO cameras on or around the property. I respect the privacy of my guests.

$136 per night

Superhost

Guest suite in Orlando

The Groves (2)

This private guest suite is connected to our home but completely exclusive with a separate entrance and no access to the main house. It's conveniently located 20 minutes from Universal Studios and 30 minutes from Disney World Theme Parks. Guests will have a gated entrance separate from the main home.

$48 per night