
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

Magical Hideaway - 15 min to Disney - Storey Lake

No Airbnb Fees! Themed Home/Game Room/Resort 28911

Lake View - 5 Miles to Disney!

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

4BD Deluxe nxt to Mickey

Themed Resort Condo | Pool | Spa | Mins to Disney

O-Gated Resort-5 miles to Disney-2 FREE Water Park

Elegant 4bdrs lakefront w/private pool
Family- and pet-friendly home rentals

Beautiful home. Private pool. Close to Disney!

Cozy Townhouse in Kissimmee, near Orlando!

Orlando Home with Private Pool & Game Room !

Magical Family Escape | Disney | Epic Universe

Modern House. Great location in Kissimmee/Orlando.

King Bed First Floor Disney Universal Family Condo

Freshly Renovated Home

temple & A/C glamping under a 120 y/o oak tree
Family-friendly home rentals with a pool

DLuxx Gorgeous Home close to Club At Solara 1608

Private 2BR Guesthouse + Pool-Heart of Kissimmee!

Comfy King Bed, Pets Allowed, 15 Min to Parks

Amazing townhouse near Orlando theme parks

8BD Storey Lake Themed Lakeside Villa (SL 2904)

*NEW* Rosé Dreams • 2BR Near Disney & Old Town

Modern Luxury Kissimmee Retreat

Brand New - 12br - Sleeps 30 - Theatre/Arcade/Pool
Destinations to explore
- Boutique hotel rentals Osceola County
- Rentals with a hot tub Osceola County
- Rentals with a sauna Osceola County
- Townhouse rentals Osceola County
- Rentals with an accessible-height toilet Osceola County
- Rentals with beach access Osceola County
- House rentals Osceola County
- Hotel rentals Osceola County
- Rentals with an accessible-height bed Osceola County
- Loft rentals Osceola County
- Rentals with pools Osceola County
- Smoking-friendly rentals Osceola County
- Flat rentals Osceola County
- Rentals with a washing machine and dryer Osceola County
- Rentals with outdoor seating Osceola County
- Rentals with breakfast Osceola County
- Pet-friendly rentals Osceola County
- Apartment rentals Osceola County
- Rentals with lake access Osceola County
- Tiny house rentals Osceola County
- Rentals with a firepit Osceola County
- Rentals with a kayak Osceola County
- Fitness-friendly rentals Osceola County
- Private suite rentals Osceola County
- Waterfront rentals Osceola County
- Cabin rentals Osceola County
- Villa rentals Osceola County
- Resort rentals Osceola County
- Serviced apartment rentals Osceola County
- Rentals with an EV charger Osceola County
- Ski-in/ski-out rentals Osceola County
- Luxury rentals Osceola County
- Rentals with a cinema Osceola County
- Campsite rentals Osceola County
- Rentals with a fireplace Osceola County
- Cottage rentals Osceola County
- Rentals with a patio 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