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
Apartment in Kissimmee
4.92 out of 5 average rating, 204 reviewsResort Villa near Disney* 2BR+Loft* 5 pools! Fun!
Townhouse in Kissimmee
4.8 out of 5 average rating, 136 reviewsOrlando, Kissimmee, Terra Verde! Perfect stay!
Townhouse in Kissimmee
4.92 out of 5 average rating, 125 reviewsAmazing Location in Regal Oaks close to Disney
Home in Kissimmee
4.89 out of 5 average rating, 192 reviewsPrivate Jacuzzi-Heated ResortPool-BBQ-7 mls Disney
Home in Kissimmee
4.98 out of 5 average rating, 145 reviews5 acres of Nature - Private Retreat
Apartment in Kissimmee
4.79 out of 5 average rating, 199 reviewsCondo near Disney Orlando 3 Bdr
Home in Kissimmee
4.89 out of 5 average rating, 166 reviewsLuxurious Private Retreat w/Spa & Saltwater Pool
Home in Kissimmee
4.79 out of 5 average rating, 119 reviewsStunning Lake View w/Pool -Disney Area -No Carpet
Family- and pet-friendly home rentals
Apartment in Champions Gate
4.85 out of 5 average rating, 271 reviewsMagical Champions Gate 3/2 Tuscan Penthouse
Townhouse in Kissimmee
4.8 out of 5 average rating, 135 reviewsCompass Bay 5164 AD - Beautiful and Near Disney
Home in Kissimmee
4.83 out of 5 average rating, 103 reviews5 Stars Vacation Home with Private Pool/Jacuzzi
Home in Kissimmee
4.91 out of 5 average rating, 122 reviewsDisney Playhouse, Pool, Jacuzzi,Themed Game Room
Townhouse in Kissimmee
4.7 out of 5 average rating, 151 reviewsCozy Townhouse in Kissimmee, near Orlando!
Apartment in Kissimmee
4.75 out of 5 average rating, 204 reviewsOrlando's Affordable Luxury
Villa in Kissimmee
4.85 out of 5 average rating, 390 reviewsDisney Area w/ Movie Theater, Game Room and Pool!
Villa in Kissimmee
4.91 out of 5 average rating, 195 reviewsMad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
Family-friendly home rentals with a pool
Home in Kissimmee
4.93 out of 5 average rating, 111 reviewsMICKEY'S LAKE VILLA 2 Only 3 MILES To DISNEY
Villa in Kissimmee
4.96 out of 5 average rating, 170 reviews4 bed villa w/private pool near Disney, sleeps 6+
Tiny home in Kissimmee
4.86 out of 5 average rating, 253 reviewsSmall World near Disney sleeps 4-5
Apartment in Kissimmee
4.88 out of 5 average rating, 245 reviewsLarge Resort Condo Near Disney.
Townhouse in Kissimmee
4.83 out of 5 average rating, 286 reviewsResort Living 4 Bed 3.5 Bath Townhome
Apartment in Kissimmee
4.9 out of 5 average rating, 115 reviews2-207 Gated Resort, minutes to Disney, Heated Pool
Townhouse in Kissimmee
4.87 out of 5 average rating, 334 reviewsSplendid house 1, 5 miles to Disney
Townhouse in Kissimmee
4.83 out of 5 average rating, 180 reviews4 bedroom townhouse at The Villas at Seven Dwarfs
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