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
Townhouse in Kissimmee
4.85 out of 5 average rating, 139 reviewsPeaceful & Clean Family Home near Disney & Airport
2–9 Oct
Flat in Kissimmee
4.88 out of 5 average rating, 266 reviewsKing Bed Family Condo Orlando Disney Universal
17–24 Sep
Apartment in Kissimmee
4.8 out of 5 average rating, 115 reviewsStunning view, near Disney. 2 pools
19–26 Nov
Apartment in Kissimmee
4.83 out of 5 average rating, 170 reviewsDisney Adorable Condo in the heart of it ALL! 1/1
7–14 Apr
Villa in Kissimmee
4.96 out of 5 average rating, 167 reviews4 bed villa w/private pool near Disney, sleeps 6+
22–29 Aug
Townhouse in Kissimmee
4.95 out of 5 average rating, 251 reviewsDisney/Universal Home Away from Home!
30 Aug – 6 Sep
Flat in Kissimmee
4.92 out of 5 average rating, 205 reviewsDisneyWorld - 10min!Perfect 3brm Family Condo
8–15 Jun
Townhouse in Kissimmee
4.97 out of 5 average rating, 280 reviewsFind a Little Magic in a Townhouse near Disney and Universal
11–18 Apr
Family- and pet-friendly home rentals
Apartment in Champions Gate
4.85 out of 5 average rating, 262 reviewsMagical Champions Gate 3/2 Tuscan Penthouse
10–17 Aug
Flat in Kissimmee
4.88 out of 5 average rating, 334 reviewsSuperb Townhouse Newly Renovated 1 mile to Disney
6–13 Dec
Home in Kissimmee
4.82 out of 5 average rating, 456 reviewsWelcome to your house in Orlando and Disney Area!
25 Jan – 1 Feb
Villa in Kissimmee
4.85 out of 5 average rating, 370 reviewsAmazing Cozy 4Bed/3Bath, Disney Area, Private Pool
6–13 Dec
Home in Kissimmee
4.89 out of 5 average rating, 145 reviewsLuxury Disney Vacation Home on Reunion Golf Resort
14–21 Dec
Villa in Kissimmee
4.92 out of 5 average rating, 181 reviewsMad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
12–19 Jan
Apartment in Kissimmee
4.74 out of 5 average rating, 197 reviewsOrlando's Affordable Luxury
21–28 Jan
Home in Kissimmee
4.82 out of 5 average rating, 159 reviews*Magical Ears Villa* Dog friendly w/Pool by Disney
24–31 Aug
Family-friendly home rentals with a pool
Townhouse in Kissimmee
4.8 out of 5 average rating, 212 reviewsBeautiful Hollywood Style home next to Disney
11–18 Nov
Townhouse in Kissimmee
4.87 out of 5 average rating, 316 reviewsSplendid house 5 min from Disney
19–26 Mar
Tiny home in Kissimmee
4.85 out of 5 average rating, 246 reviewsSmall World near Disney sleeps 4-5
26 Oct – 2 Nov
Flat in Kissimmee
4.89 out of 5 average rating, 122 reviews1-103 Heated Pool, Gated Resort, Gym, free Wi-Fi
21–28 Oct
Flat in Kissimmee
4.92 out of 5 average rating, 319 reviewsGreat Full Apartment. Just 5' from Disney Orlando
17–24 Apr
Flat in Kissimmee
4.9 out of 5 average rating, 145 reviewsYour cozy spot
24–31 Jan
Cottage in Kissimmee
4.86 out of 5 average rating, 395 reviewsYay! Cool Tiny Home Near All the Parks (98)
12–19 Nov
Townhouse in Kissimmee
4.84 out of 5 average rating, 161 reviews4 bedroom townhouse at The Villas at Seven Dwarfs
23–30 Jul
Destinations to explore
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