Family-friendly vacation 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.
Vacation 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
Condo in Kissimmee
4.83 out of 5 average rating, 170 reviewsDisney Adorable Condo in the heart of it ALL! 1/1
Townhouse in Kissimmee
4.85 out of 5 average rating, 140 reviewsPeaceful & Clean Family Home near Disney & Airport
Condo in Kissimmee
4.94 out of 5 average rating, 301 reviewsDisney World Condo w/ Full Kitchen, Balcony & Pool
Townhouse in Kissimmee
4.94 out of 5 average rating, 183 reviewsNew Resort near Orlando Disney Private Hot Tub
Townhouse in Kissimmee
4.97 out of 5 average rating, 283 reviewsFind a Little Magic in a Townhouse near Disney and Universal
Townhouse in Kissimmee
4.95 out of 5 average rating, 253 reviewsDisney/Universal Home Away from Home!
Condo in Kissimmee
4.92 out of 5 average rating, 191 reviewsResort Condo near Disney* 2BR+Loft* 5 pools! Fun!
Home in Kissimmee
4.89 out of 5 average rating, 179 reviewsPrivateJacuzzi-BBQ-ResortPool-Gym-7mlsDisney
Family- and pet-friendly home rentals
Condo in Kissimmee
4.74 out of 5 average rating, 198 reviewsOrlando's Affordable Luxury
Apartment in CHAMPIONS GT
4.91 out of 5 average rating, 162 reviewsMagical Newly Renovated 10 minutes to Disney 2+2
Condo in Champions Gate
4.85 out of 5 average rating, 263 reviewsMagical Champions Gate 3/2 Tuscan Penthouse
Villa in Kissimmee
4.85 out of 5 average rating, 373 reviewsAmazing Cozy 4Bed/3Bath, Disney Area, Private Pool
Home in Kissimmee
4.91 out of 5 average rating, 116 reviewsClose to Disney , Disney Playhouse
Home in Kissimmee
4.89 out of 5 average rating, 146 reviewsLuxury Disney Vacation Home on Reunion Golf Resort
Home in Kissimmee
4.82 out of 5 average rating, 461 reviewsWelcome to your house in Orlando and Disney Area!
Home in Kissimmee
4.81 out of 5 average rating, 162 reviews*Magical Ears Villa* Dog friendly w/Pool by Disney
Family-friendly home rentals with a pool
Cottage in Kissimmee
4.86 out of 5 average rating, 398 reviewsYay! Cool Tiny Home Near All the Parks (98)
Apartment in Kissimmee
4.9 out of 5 average rating, 145 reviewsYour cozy spot
Cottage in Kissimmee
4.9 out of 5 average rating, 215 reviewsBe Our Guest Sandcastle Cottage 81
Condo in Kissimmee
4.91 out of 5 average rating, 266 reviewsBeautiful Beach Style Condo minutes from Disney
Apartment in Kissimmee
4.92 out of 5 average rating, 120 reviews14-206 Modern, Lake View, heated Pool near Disney
Townhouse in Kissimmee
4.8 out of 5 average rating, 215 reviewsBeautiful Hollywood Style home next to Disney
Apartment in Kissimmee
4.93 out of 5 average rating, 322 reviewsGreat Full Apartment. Just 5' from Disney Orlando
Townhouse in Kissimmee
4.87 out of 5 average rating, 319 reviewsSplendid house 5 min from Disney
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Orlando
- Family-friendly rentals Florida
- Family-friendly rentals Florida
- Family-friendly rentals Kissimmee
- Rentals with outdoor seating Osceola County
- Boutique hotel rentals Osceola County
- Apartment rentals Osceola County
- Rentals with a washer and dryer Osceola County
- Rentals with lake access Osceola County
- Rentals with a fire pit Osceola County
- Rentals with a home theater Osceola County
- Cottage rentals Osceola County
- Serviced apartment rentals Osceola County
- Wheelchair accessible rentals Osceola County
- Rentals with a patio Osceola County
- Private suite rentals Osceola County
- Luxury rentals Osceola County
- Resort rentals Osceola County
- Rentals with a kayak Osceola County
- Kid-friendly rentals Osceola County
- Rentals with beach access Osceola County
- Tiny house rentals Osceola County
- Smoking-friendly rentals Osceola County
- Rentals with an accessible height toilet Osceola County
- Rentals with a hot tub Osceola County
- Cabin rentals Osceola County
- House rentals Osceola County
- Rentals with a fireplace Osceola County
- Rentals with an accessible height bed Osceola County
- Rentals with pools Osceola County
- Villa rentals Osceola County
- Fitness-friendly rentals Osceola County
- Monthly Rentals Osceola County
- Waterfront rentals Osceola County
- Rentals with breakfast Osceola County
- Pet-friendly rentals Osceola County
- Condo rentals Osceola County
- Rentals with an EV charger Osceola County
- Hotel rentals Osceola County
- Rentals with a sauna Osceola County
- Townhouse rentals Osceola County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes