
House holiday rentals in Winter Garden
Find and book unique houses on Airbnb
Top-rated house rentals in Winter Garden
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Garden house rentals
House rentals with a pool

Private pool home near Downtown

The Shire -Private Pool & Hot Tub, Close to parks!

Gated community XL pool Home 2500sq/f

Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney

Stylish Villa Private Pool-SPA Near Parks Disney!

Country Pool home on 2 acres-30 minutes to Disney

Pool House in Kissimmee

Retreat Race
Weekly house rentals

Pet-Friendly Bungalow Near Downtown Orlando

969T-Single Storey House 20 min from Disney 4 bed

9001-WW 5 Bedroom ALL Suites Pool Home

5BD Windsor Westside Private Pool (WW 9025)

3/2 Family Home, climatized Pool and Sunset Views

BRAND NEW 10Bedrms/Sleeps22 At Windsor Island

Spacious 4 bedroom single story home

Spacious 4BR Near All Florida Attractions!
Private house rentals

Lake Whistler Beach House with lakefront pool

Jas Vacation Home

Private luxury home w additional Suite on 0.6 acre

Private Haven: Free Pool Heat & BBQ/5Bedroom/4.5Ba

Pelican House

Sleeps 10 * House + Apt *Pool*Near Disney*GolfView

Sunset Cove at Champions! Book this very private

Quiet Home Near the Springs
Quick stats about house rentals in Winter Garden
Total rentals
70 properties
Total number of reviews
2.8K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Orlando Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Central Florida Holiday rentals
- Saint Johns River Holiday rentals
- Tampa Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Family-friendly rentals Winter Garden
- Rentals with outdoor seating Winter Garden
- Apartment rentals Winter Garden
- Rentals with a washing machine and dryer Winter Garden
- Rentals with pools Winter Garden
- Rentals with a patio Winter Garden
- Pet-friendly rentals Winter Garden
- Villa rentals Winter Garden
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Universal Studios Florida
- Orange County Convention Center
- Old Town Kissimmee
- Universal's Volcano Bay
- Reunion Resort Golf Courses - Palmer & Watson
- Disney's Animal Kingdom Theme Park
- Discovery Cove
- Disney Springs
- SeaWorld Orlando
- ESPN Wide World of Sports
- Reunion West
- Amway Center
- ChampionsGate Golf Club
- Universal Orlando Resort
- Kissimmee Lakefront Park
- Universal's Islands of Adventure
- Epcot
- Ventura Country Club
- Disney's Hollywood Studios
- Blue Spring State Park
- Magic Kingdom Park
- Harry Potter and the Escape from Gringotts™
- ICON Park
- Universal CityWalk