
Family-friendly holiday rentals in Osceola County
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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

Beautiful Pool and Lake View Condo Near Disney.

Private Pool, Spa, Game Room & Pets Welcome!

6BD Windsor Westside Near Parks (WW 2467)

5 acres of Nature - Private Retreat/Well Water

Watersedge of Indian Wells Private Pool & Spa

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

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

Family Resort by Disney, Roomy 2BR+Loft & 5 Pools!
Family- and pet-friendly home rentals

Magical Champions Gate 3/2 Tuscan Penthouse

5 Stars Vacation Home with Private Pool/Jacuzzi

The "Little ‘Toa" Ideal for short & long stays!

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

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

Family friendly/Pet friendly Orlando paradise

Luxury 4 Bedroom Home - Resort Access! Disney!

Modern home with heated pool 15 min. to Disney
Family-friendly home rentals with a pool

4BD/3BA Family Townhome near Disney

PROMO Modern 9 BR Villa, Pool/Spa, Resort - by Bl

Mediterranean Elegance in Reunion Resort Luxury!

Beautiful Lake View Home, pets considered, 2680

6BD/6 Baths Lake View! Storey Lake (2875 SC)

Amazing Home-Pool-Great Location-nr Disney & more

Home near Disney 4br with pool

Modest Hotel Villa Near Disney#736
Destinations to explore
- Rentals with outdoor seating Osceola County
- Rentals with beach access Osceola County
- Hotel rentals Osceola County
- Condo rentals Osceola County
- Waterfront rentals Osceola County
- Smoking-friendly rentals Osceola County
- Ski-in/ski-out rentals Osceola County
- Rentals with a home theatre Osceola County
- House rentals Osceola County
- Luxury rentals Osceola County
- Rentals with breakfast Osceola County
- Pet-friendly rentals Osceola County
- Cabin rentals Osceola County
- Rentals with a hot tub Osceola County
- Rentals with a kayak Osceola County
- Kid-friendly rentals Osceola County
- Rentals with a fireplace Osceola County
- Cottage rentals Osceola County
- Serviced apartment rentals Osceola County
- Rentals with an EV charger Osceola County
- Rentals with pools Osceola County
- Villa rentals Osceola County
- Resort rentals Osceola County
- Rentals with lake access Osceola County
- Rentals with an accessible height toilet Osceola County
- Apartment rentals Osceola County
- Rentals with a washing machine and dryer Osceola County
- Rentals with a sauna Osceola County
- Townhouse rentals Osceola County
- Private suite rentals Osceola County
- Rentals with a patio Osceola County
- Rentals with a fire pit Osceola County
- Boutique hotel rentals Osceola County
- Tiny house rentals Osceola County
- Fitness-friendly rentals Osceola County
- Rentals with an accessible height bed Osceola County
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Universal Orlando Resort
- Old Town Kissimmee
- Discovery Cove
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Sebastian Inlet
- Disney Springs
- ESPN Wide World of Sports
- Playalinda Beach
- Amway Center
- Magic Kingdom Park
- Epcot
- Titusville Beach
- Aquatica
- Reunion West
- Island H2O Water Park
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- ICON Park
- Universal CityWalk