
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 house rentals in Winter Garden
House rentals with a pool

3 Bd/ 2 Ba Sleeps 7! Calabria (9013 MC)

Gorgeous Island Estate- 10 BR in 2 Guest Houses

Spacious Bungalow with Private Pool and Courtyard

Waterfront Wizarding Near Universal's Harry Potter

Modern Tropical House Heated Salt Pool

*Luxurious Paradise Mansion: Pool, Spa & Cinema

"Vista Lago"Hotel Amenities/lake view,private pool

Disney Luxury Townhouse 2bedroom 3 bath Hot Tub
Weekly house rentals

Luxurious 5,778 Sq Ft Estate · Helipad · 3+ Acres

Light-filled, Cozy Home in the Heart of Town 211

Clermont Bikers Bungalow Close to Downtown

Clermont Casa Citrus - near Downtown, NTC, Disney

Mickey’s Lakeside Villa w/ pool near Disney!

Turtle Lake House

Key West Lakefront Villa close to Universal/Disney

Sugarloaf Mountain Ranch House
Private house rentals

Beautifully Renovated, Centrally Located Pool Home

SEEN ON TV! Private Resort, Nintendo-theme Game Rm

Fun Getaway Ranch Lake Pool Soccer 6 Bed 3 Bath

Spacious Lakefront 2 Bed Home-Close to Everything!

Heated Pool l Games | Disney Paradise Summer Vacay

Peaceful retreat near Clermont lakes. Relax\Unwind

Lakefront Pool Oasis DT Orlando

Colonialtown Bungalow
Quick stats about house rentals in Winter Garden
Total rentals
60 properties
Total number of reviews
2.8K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 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
- Rentals with a washing machine and dryer Winter Garden
- Rentals with a fireplace Winter Garden
- Family-friendly rentals Winter Garden
- Flat rentals Winter Garden
- Villa rentals Winter Garden
- Pet-friendly rentals Winter Garden
- Rentals with a patio Winter Garden
- Rentals with pools Winter Garden
- Rentals with outdoor seating Winter Garden
- House rentals Orange County
- House rentals Florida
- House rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Universal Orlando Resort
- Discovery Cove
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- ESPN Wide World of Sports
- Amway Center
- Epcot
- Magic Kingdom Park
- Aquatica
- Reunion West
- Walt Disney World Resort Golf
- ChampionsGate Golf Club
- Island H2O Water Park
- Kissimmee Lakefront Park
- Disney's Hollywood Studios
- Blue Spring State Park
- ICON Park
- Universal CityWalk
- Universal's Islands of Adventure