
Family-friendly holiday rentals in Winter Garden
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winter Garden
Guests agree: these family-friendly homes 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 family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Disney Vacation Home on Reunion Golf Resort

Close to Convention, Epic Universal, Disney, Icon

Cozy Townhouse in Kissimmee, near Orlando!

King Bed Small Studio Disney World Universal

4 Bd/3 Ba Sleeps 10! Lucaya Village (13-105)

VISTA CAY RESORT, 3 BEDROOM TOWNHOUSE

Roomy 2br w/ jacuzzi close to Disney

5BD Windsor Westside Private Pool (WW 8920)
Family- and pet-friendly home rentals

Lake Whistler Beach House with lakefront pool

Private Pool & Spa, Close Disney, Disney Playhouse

OMG! Disney Area, Movie Theater, Game Room & Pool!

Family Home near Orlando amusement parks!

Family friendly/Pet friendly Orlando paradise

Modern home with heated pool 15 min. to Disney

View the Disney fireworks from your pool!

Lake 1BR Villa-near Universal,Convention & Disney!
Family-friendly home rentals with a pool

"Sunset Hideaway" - Enchanted Lakeside Retreat

Vista Cay Orlando Lakeview Condo

Great Full Apartment. Just 5' from Disney Orlando

Mickey Mouse Themed Getaway next to Disney 1

Incredible FantasyWorld Club Renovated Near Disney

Amazing, luxe 3BD/2BA home mins to Parks! 5 Stars!

5 miles to Disney- Private Pool - Arcade Games

VC7 306 - Lake and Pool view by Universal Studios
Quick stats about holiday rentals that are family-friendly in Winter Garden
Total rentals
40 properties
Total number of reviews
1.9K reviews
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
Wifi availability
30 properties include access to wifi
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
- Flat rentals Winter Garden
- Villa rentals Winter Garden
- Pet-friendly rentals Winter Garden
- Rentals with a patio Winter Garden
- Rentals with pools Winter Garden
- House rentals Winter Garden
- Rentals with outdoor seating Winter Garden
- Family-friendly rentals Orange County
- Family-friendly rentals Florida
- Family-friendly 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