
Family-friendly holiday rentals in Kissimmee
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Kissimmee
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 Kissimmee family-friendly rentals
Family-friendly home rentals with a hot tub

Meriggiare! Perfect for Disney Vacation! FREE WiFi

Private Pool & Spa, Close Disney, Disney Playhouse

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!

Stunning Newly Renovated Condo 10 min to Disney

Luxurious Private Retreat w/Spa & Saltwater Pool

Family Resort by Disney, Roomy 2BR+Loft & 5 Pools*

Amazing, luxe 3BD/2BA home mins to Parks! 5 Stars!
Family- and pet-friendly home rentals

Vista Cay Luxury Vision, Walk to EPIC and OCCC

5 Stars Vacation Home with Private Pool/Jacuzzi

Close to Convention, Epic Universal, Disney, Icon

Remy's Refuge: Stylish 4BR - 10 min to Disney!

Family Home near Orlando amusement parks!

Highgate Palace-near Disney World. 20min Drive

Modern home with heated pool 15 min. to Disney

View the Disney fireworks from your pool!
Family-friendly home rentals with a pool

The Groves Florida Villa near Disney World

Mickey's Lakefront Villa at Sunset Lakes

Luxury LakeView HUGE Pool 2.7mi Disney w/4 Masters

Luxury 4 Bedroom Home - Resort Access! Disney!

Bungalow cottage close to Disney Universal, for 4!

Home near Disney 4br with pool

Near Disney 2 Story Penthouse w/ Private Elevator

NeW! Storey Lake 4/3 10 min to DiSnEy-OrLaNdo
Quick stats about holiday rentals that are family-friendly in Kissimmee
Total rentals
6.1K properties
Total number of reviews
218K reviews
Pet-friendly rentals
1K properties allow pets
Rentals with a pool
5.8K properties have a pool
Rentals with dedicated workspaces
3.4K properties have a dedicated workspace
Wifi availability
6K properties include access to wifi
Destinations to explore
- Four Corners Holiday rentals
- Orlando 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
- Miami Holiday rentals
- Private suite rentals Kissimmee
- Beachfront rentals Kissimmee
- Apartment rentals Kissimmee
- Villa rentals Kissimmee
- Hotel rentals Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with breakfast Kissimmee
- Waterfront rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Mansion rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with beach access Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Resort rentals Kissimmee
- Rentals with lake access Kissimmee
- Cabin rentals Kissimmee
- Lakehouse rentals Kissimmee
- Rentals with a cinema Kissimmee
- Rentals with outdoor seating Kissimmee
- Cottage rentals Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Rentals with a hot tub Kissimmee
- House rentals Kissimmee
- Flat rentals Kissimmee
- Rentals with a sauna Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Serviced apartment rentals Kissimmee
- Guest house rentals Kissimmee
- Tiny house rentals Kissimmee
- Family-friendly rentals Osceola 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
- Reunion West
- Aquatica
- Walt Disney World Resort Golf
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Island H2O Water Park
- Blue Spring State Park
- ICON Park
- Universal CityWalk
- Universal's Islands of Adventure