Family-friendly holiday rentals in Kissimmee
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Top-rated family-friendly rentals in Kissimmee
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 Kissimmee family-friendly rentals
Family-friendly home rentals with a hot tub
Apartment in Kissimmee
4.83 out of 5 average rating, 170 reviewsDisney Adorable Condo in the heart of it ALL! 1/1
2–9 Feb
Townhouse in Kissimmee
4.85 out of 5 average rating, 140 reviewsPeaceful & Clean Family Home near Disney & Airport
2–9 Oct
Apartment in Kissimmee
4.94 out of 5 average rating, 300 reviewsDisney World Condo w/ Full Kitchen, Balcony & Pool
28 Jul – 4 Aug
Townhouse in Kissimmee
4.94 out of 5 average rating, 181 reviewsNew Resort near Orlando Disney Private Hot Tub
1–8 Jun
Townhouse in Kissimmee
4.82 out of 5 average rating, 264 reviewsResort Living 4 Bed 3.5 Bath Townhome
25 Sep – 2 Oct
Apartment in Kissimmee
4.92 out of 5 average rating, 189 reviewsResort Condo near Disney* 2BR+Loft* 5 pools! Fun*
24–31 Oct
Townhouse in Kissimmee
4.95 out of 5 average rating, 252 reviewsDisney/Universal Home Away from Home!
21–28 Sep
Townhouse in Kissimmee
4.95 out of 5 average rating, 162 reviewsBeautiful family home near all attractions.
13–20 Jul
Family- and pet-friendly home rentals
Apartment in Orlando
4.97 out of 5 average rating, 108 reviewsLakefront Resort Condo near Disney & Universal
16–23 Mar
Apartment in Champions Gate
4.85 out of 5 average rating, 263 reviewsMagical Champions Gate 3/2 Tuscan Penthouse
12–19 Aug
Flat in CHAMPIONS GT
4.91 out of 5 average rating, 161 reviewsMagical Newly Renovated 10 minutes to Disney 2+2
28 Nov – 5 Dec
Home in Kissimmee
4.82 out of 5 average rating, 458 reviewsWelcome to your house in Orlando and Disney Area!
30 Oct – 6 Nov
Villa in Kissimmee
4.85 out of 5 average rating, 371 reviewsAmazing Cozy 4Bed/3Bath, Disney Area, Private Pool
11–18 Apr
Guest house in Windermere
4.94 out of 5 average rating, 240 reviewsSmall Guesthouse near Orlando's Theme Parks
21–28 Mar
Home in Kissimmee
4.89 out of 5 average rating, 178 reviewsPrivateJacuzzi-BBQ-ResortPool-Gym-7mlsDisney
30 Oct – 6 Nov
Home in Kissimmee
4.89 out of 5 average rating, 146 reviewsLuxury Disney Vacation Home on Reunion Golf Resort
29 Apr – 6 May
Family-friendly home rentals with a pool
Guest suite in Kissimmee
4.83 out of 5 average rating, 516 reviewsPrivate 2 bedroom w/bathrm in portion of POOL home
8–15 Aug
Townhouse in Kissimmee
4.8 out of 5 average rating, 213 reviewsBeautiful Hollywood Style home next to Disney
10–17 Dec
Tiny home in Kissimmee
4.85 out of 5 average rating, 246 reviewsSmall World near Disney sleeps 4-5
29 Sep – 6 Oct
Flat in Kissimmee
4.92 out of 5 average rating, 119 reviews14-206 Modern, Lake View, heated Pool near Disney
26 Jul – 2 Aug
Cottage in Kissimmee
4.86 out of 5 average rating, 397 reviewsYay! Cool Tiny Home Near All the Parks (98)
8–15 Jan
Townhouse in Kissimmee
4.83 out of 5 average rating, 162 reviews4 bedroom townhouse at The Villas at Seven Dwarfs
14–21 Jan
Townhouse in Kissimmee
4.92 out of 5 average rating, 165 reviewsStorey Lake 4b/3b town home with private pool
31 Aug – 7 Sep
Villa in Kissimmee
4.87 out of 5 average rating, 143 reviewsMinutes from Disney Gated LakeView Pvt Heated Pool
20–27 Nov
Quick stats about holiday rentals that are family-friendly in Kissimmee
Total rentals
6.3K properties
Wifi availability
6.2K properties include access to wifi
Rentals with dedicated workspaces
3.1K properties have a dedicated workspace
Rentals with a pool
5.9K properties have a pool
Pet-friendly rentals
920 properties allow pets
Total number of reviews
186K reviews
Destinations to explore
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