
Family-friendly holiday rentals in Osceola County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Osceola County
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Osceola County family-friendly rentals
Family-friendly home rentals with a hot tub

Mickey's House vacation/kissimmee4

Villa Sol Peaceful Pool/Hot tub Home

Game & Theater Room, Castle Bunks, Pool & Spa

Lake View - 5 Miles to Disney!

Themed Resort Condo | Pool | Spa | Mins to Disney

Free Waterpark, Fantasy World, Monsters Inc Villa

Elegant 4bdrs lakefront w/private pool

3B3B ThemedHome/5milesDisney/HotTub/withNetflix
Family- and pet-friendly home rentals

Beautiful home. Private pool. Close to Disney!

Cozy Townhouse in Kissimmee, near Orlando!

King Bed Small Studio Disney World Universal

Orlando Home with Private Pool & Game Room !

4BD Deluxe nxt to Mickey

Modern House. Great location in Kissimmee/Orlando.

*Brand New!* Minutes to Disney + Free Resort!

Freshly Renovated Home
Family-friendly home rentals with a pool

Disney Experience w/Pool, Game Rm, "Magic" Portal

Amazing Water View and Theme rooms Storey Lake

Disney Dream Home | Sleeps 22!

Private 2BR Guesthouse + Pool-Heart of Kissimmee!

2025 NEW 04BDR/Solara Resort /Near Disney

Amazing townhouse near Orlando theme parks

8BD Storey Lake Themed Lakeside Villa (SL 2904)

Modern Luxury Kissimmee Retreat
Destinations to explore
- Rentals with lake access Osceola County
- Rentals with a fire pit Osceola County
- Rentals with outdoor seating Osceola County
- Rentals with an EV charger Osceola County
- Rentals with a hot tub Osceola County
- Boutique hotel rentals Osceola County
- Rentals with beach access Osceola County
- Rentals with breakfast Osceola County
- Pet-friendly rentals Osceola County
- Rentals with a fireplace Osceola County
- Rentals with an accessible height bed Osceola County
- Ski-in/ski-out rentals Osceola County
- Rentals with a patio Osceola County
- Loft rentals Osceola County
- Cabin rentals Osceola County
- Smoking-friendly rentals Osceola County
- House rentals Osceola County
- Rentals with a sauna Osceola County
- Townhouse rentals Osceola County
- Villa rentals Osceola County
- Tiny house rentals Osceola County
- Private suite rentals Osceola County
- Cottage rentals Osceola County
- Condo rentals Osceola County
- Campsite rentals Osceola County
- Serviced apartment rentals Osceola County
- Luxury rentals Osceola County
- Hotel rentals Osceola County
- Apartment rentals Osceola County
- Rentals with a washing machine and dryer Osceola County
- Rentals with a home theatre Osceola County
- Rentals with a kayak Osceola County
- Waterfront rentals Osceola County
- Fitness-friendly rentals Osceola County
- Rentals with pools Osceola County
- Resort rentals Osceola County
- Rentals with an accessible height toilet Osceola County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- Old Town Kissimmee
- SeaWorld Orlando
- Discovery Cove
- Disney Springs
- Disney's Animal Kingdom Theme Park
- Sebastian Inlet
- ESPN Wide World of Sports
- Playalinda Beach
- Magic Kingdom Park
- Epcot
- Amway Center
- Aquatica
- Titusville Beach
- Island H2O Water Park
- Disney's Hollywood Studios
- ChampionsGate Golf Club
- ICON Park
- Walt Disney World Resort Golf
- Universal CityWalk
- Kissimmee Lakefront Park