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
13–20 Aug
Home in Kissimmee
4.79 out of 5 average rating, 256 reviews3 bedroom Orlando Florida pool home
10–17 Dec
Home in Kissimmee
4.9 out of 5 average rating, 294 reviewsFamily Home minutes from Disney!
16–23 Aug
Home in Kissimmee
4.84 out of 5 average rating, 205 reviews3 bedroom Villa in Kissimmee
28 Jun – 5 Jul
Home in Kissimmee
4.81 out of 5 average rating, 125 reviewsBeautiful private home with pool and lake
29 Sep – 6 Oct
Home in Kissimmee
4.97 out of 5 average rating, 111 reviewsMagical home! 15 minutes from all parks!
8–15 Feb
Home in Kissimmee
4.79 out of 5 average rating, 168 reviews4 Bedroom House Heated Pool 20 min From All Parks
2–9 Aug
Family-friendly apartment rentals
Flat in Kissimmee
4.83 out of 5 average rating, 116 reviewsSpacious Apartment near Disney
21–28 Jul
Flat in St. Cloud
4.97 out of 5 average rating, 388 reviewsLake Front Apartment w/ FREE use of Kayaks & Canoe
8–15 Sep
Flat in Kissimmee
4.95 out of 5 average rating, 134 reviewsLovely one bedroom apartment.
29 Dec – 5 Jan
Flat in Kissimmee
4.88 out of 5 average rating, 266 reviewsKing Bed Family Condo Orlando Disney Universal
17–24 Sep
Flat in Kissimmee
4.94 out of 5 average rating, 141 reviewsKISSIMMEE VACATION HOME NEAR ALL ATTRACTIONS
11–18 May
Flat in Kissimmee
4.9 out of 5 average rating, 291 reviews3BR/2Bath Spacious condo 15min Disney
25 Nov – 2 Dec
Flat in Kissimmee
4.89 out of 5 average rating, 188 reviewsFree Water Park luxury 2 Bd Condo near theme parks
11–18 Feb
Flat in Kissimmee
4.92 out of 5 average rating, 319 reviewsGreat Full Apartment. Just 5' from Disney Orlando
17–24 Apr
Family-friendly apartment rentals
Apartment in Kissimmee
4.95 out of 5 average rating, 110 reviewsCheery 2BR Condo w/zero entry pool near Disney
11–18 Oct
Apartment in Kissimmee
4.96 out of 5 average rating, 155 reviewsWelcome to our Son Shine condo ....
25 Mar – 1 Apr
Apartment in Kissimmee
4.98 out of 5 average rating, 163 reviewsRemodeled, Stylish and Affordable Close to Disney
23–30 Jul
Apartment in Kissimmee
4.94 out of 5 average rating, 104 reviewsModern Storey Lake Resort Disney Orlando 3191-106
3–10 Oct
Apartment in Kissimmee
4.92 out of 5 average rating, 263 reviewsBeautiful Beach Style Condo minutes from Disney
13–20 Nov
Apartment in Kissimmee
4.99 out of 5 average rating, 153 reviewsBright, Airy Home near Disney and Attractions
27 Aug – 3 Sep
Apartment in Kissimmee
4.81 out of 5 average rating, 101 reviews2BD/2BA condo close to Disney at Storey Lake #111
27 Sep – 4 Oct
Apartment in Kissimmee
4.94 out of 5 average rating, 160 reviewsLike Home Family Getaway
5–12 Dec
Destinations to explore
- Family-friendly rentals United States
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