Kid-friendly holiday rentals in Osceola County
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Top-rated family-friendly rentals in Osceola County
Guests agree: these family-friendly rentals 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
Kid-friendly house rentals
Home in Kissimmee
4.92 out of 5 average rating, 125 reviewsSouth Facing Pool Home! 5 Miles from Disney
10–17 May
Home in St. Cloud
4.97 out of 5 average rating, 157 reviewsCozy and Quiet studio Miles from Major attractions
29 Apr – 6 May
Home in Kissimmee
4.9 out of 5 average rating, 294 reviewsFamily Home minutes from Disney!
21–28 Oct
Home in Kissimmee
4.97 out of 5 average rating, 111 reviewsMagical home! 15 minutes from all parks!
13–20 Sep
Home in Kissimmee
4.79 out of 5 average rating, 256 reviews3 bedroom Orlando Florida pool home
9–16 Dec
Home in Kissimmee
4.82 out of 5 average rating, 119 reviewsNice house, private community, with pool
11–18 Jan
Home in Kissimmee
4.85 out of 5 average rating, 158 reviewsCharming 3-Bedroom Home: 25 Mins from Disney!
6–13 Nov
Home in Kissimmee
4.79 out of 5 average rating, 176 reviewsGreat Home Next To Disney!
6–13 Sep
Family-friendly apartment rentals
Flat in Kissimmee
4.94 out of 5 average rating, 142 reviewsKISSIMMEE VACATION HOME NEAR ALL ATTRACTIONS
11–18 May
Flat in Kissimmee
4.87 out of 5 average rating, 268 reviewsKing Bed Family Condo Orlando Disney Universal
7–14 Sep
Flat in Kissimmee
4.95 out of 5 average rating, 134 reviewsLovely one bedroom apartment.
23–30 Mar
Flat in Kissimmee
4.84 out of 5 average rating, 357 reviewsModern Pool View Villa near Disney & Parks
13–20 Jan
Flat in Kissimmee
4.79 out of 5 average rating, 107 reviewsKing Bed, Great Amenities, and Disney Calling You
30 Oct – 6 Nov
Flat in Kissimmee
4.9 out of 5 average rating, 291 reviews3BR/2Bath Spacious condo 15min Disney
12–19 Dec
Flat in Kissimmee
4.92 out of 5 average rating, 319 reviewsGreat Full Apartment. Just 5' from Disney Orlando
30 Aug – 6 Sep
Flat in Kissimmee
4.9 out of 5 average rating, 145 reviewsYour cozy spot
15–22 Sep
Family-friendly apartment rentals
Apartment in Kissimmee
4.98 out of 5 average rating, 290 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
15–22 Oct
Apartment in Kissimmee
4.9 out of 5 average rating, 180 reviewsPerfect Condo | Pool & Tiki Bar | 15 min. Disney
20–27 Jul
Apartment in Kissimmee
4.96 out of 5 average rating, 155 reviewsWelcome to our Son Shine condo ....
4–11 Nov
Apartment in Kissimmee
4.98 out of 5 average rating, 163 reviewsRemodeled, Stylish and Affordable Close to Disney
17–24 Jan
Apartment in Kissimmee
4.99 out of 5 average rating, 154 reviewsBright, Airy Home near Disney and Attractions
4–11 Nov
Apartment in Kissimmee
4.95 out of 5 average rating, 177 reviewsBRAND NEW CONDO- 2 BR 2 Bath-Great location!
9–16 Feb
Apartment in Kissimmee
4.92 out of 5 average rating, 264 reviewsBeautiful Beach Style Condo minutes from Disney
12–19 Nov
Apartment in Kissimmee
4.94 out of 5 average rating, 161 reviewsLike Home Family Getaway
5–12 Dec
Destinations to explore
- Family-friendly rentals United States
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- Family-friendly rentals Florida
- Family-friendly rentals Kissimmee
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