
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
Get the amount of space that is right for you
Popular amenities for Osceola County family-friendly rentals
Family-friendly home rentals with a hot tub

Villa Sol Peaceful Pool/Hot tub Home

Game & Theater Room, Castle Bunks, Pool & Spa

Lake View - 5 Miles to Disney!

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

4BD Deluxe nxt to Mickey

4M Disney! Private spa, Wi-Fi, Coffee/Tea

Themed Resort Condo | Pool | Spa | Mins to Disney

6BR Disney Oasis w/ Pool, Game Room + Resort
Family- and pet-friendly home rentals

Pet friendly Orlando area near ESPN Center

Cozy Townhouse in Kissimmee, near Orlando!

Orlando Home with Private Pool & Game Room !

Modern House. Great location in Kissimmee/Orlando.

Arcade Garage | King Bed | 15 Min to MCO & Disney

Nearby Legoland,Disney,Universal,Seaworld and more

King Bed First Floor Disney Universal Family Condo

Fully equipped house 5 beds, 7 people, near parks
Family-friendly home rentals with a pool

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

3mi to Disney Star Wars Galaxy Edge 7BDRM Villa

Private 2BR Guesthouse + Pool-Heart of Kissimmee!

Amazing townhouse near Orlando theme parks

Dream Vacation w/Avengers, Star Wars, & Mario Kart

Enchanted Disney Themed Retreat!

Modern Luxury Kissimmee Retreat

Spacious King Bed, Pet-Friendly, 15 Min from Parks
Destinations to explore
- Rentals with pools Osceola County
- Flat rentals Osceola County
- Rentals with a washing machine and dryer Osceola County
- Rentals with a sauna Osceola County
- Townhouse rentals Osceola County
- Tiny house rentals Osceola County
- Rentals with a kayak Osceola County
- Private suite rentals Osceola County
- Villa rentals Osceola County
- Loft rentals Osceola County
- Hotel rentals Osceola County
- Rentals with a cinema Osceola County
- Rentals with a fireplace Osceola County
- Rentals with an EV charger Osceola County
- Resort rentals Osceola County
- Boutique hotel rentals Osceola County
- House rentals Osceola County
- Luxury rentals Osceola County
- Waterfront rentals Osceola County
- Rentals with a firepit Osceola County
- Rentals with a hot tub Osceola County
- Rentals with lake access Osceola County
- Ski-in/ski-out rentals Osceola County
- Cottage rentals Osceola County
- Rentals with a patio Osceola County
- Fitness-friendly rentals Osceola County
- Campsite rentals Osceola County
- Rentals with breakfast Osceola County
- Pet-friendly rentals Osceola County
- Smoking-friendly rentals Osceola County
- Rentals with beach access Osceola County
- Apartment rentals Osceola County
- Rentals with an accessible-height toilet Osceola County
- Cabin rentals Osceola County
- Rentals with an accessible-height bed Osceola County
- Serviced apartment rentals Osceola County
- Rentals with outdoor seating 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
- Magic Kingdom Park
- Playalinda Beach
- Epcot
- Amway Center
- Aquatica
- Titusville Beach
- Island H2O Water Park
- Walt Disney World Resort Golf
- Disney's Hollywood Studios
- ChampionsGate Golf Club
- ICON Park
- Universal CityWalk
- Kissimmee Lakefront Park