Family-friendly vacation rentals in Osceola County
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Top-rated family-friendly rentals in Osceola County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation 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, 138 reviewsPeaceful & Clean Family Home near Disney & Airport
Oct 25 – Nov 1
Condo in Kissimmee
4.83 out of 5 average rating, 170 reviewsDisney Adorable Condo in the heart of it ALL! 1/1
Apr 7 – 14
Townhouse in Kissimmee
4.95 out of 5 average rating, 161 reviewsBeautiful family home near all attractions.
Jun 20 – 27
Condo in Kissimmee
4.8 out of 5 average rating, 115 reviewsStunning view, near Disney. 2 pools
Nov 2 – 9
Villa in Kissimmee
4.96 out of 5 average rating, 167 reviews4 bed villa w/private pool near Disney, sleeps 6+
Aug 22 – 29
Townhouse in Kissimmee
4.95 out of 5 average rating, 251 reviewsDisney/Universal Home Away from Home!
Aug 7 – 14
Townhouse in Kissimmee
4.97 out of 5 average rating, 279 reviewsFind a Little Magic in a Townhouse near Disney and Universal
Aug 24 – 31
Home in Kissimmee
4.89 out of 5 average rating, 176 reviewsPrivateJacuzzi-BBQ-ResortPool-Gym-7mlsDisney
Oct 28 – Nov 4
Family- and pet-friendly home rentals
Villa in Kissimmee
4.87 out of 5 average rating, 142 reviewsMinutes from Disney Gated LakeView Pvt Heated Pool
Dec 13 – 20
Condo in Champions Gate
4.85 out of 5 average rating, 262 reviewsMagical Champions Gate 3/2 Tuscan Penthouse
Aug 10 – 17
Home in Kissimmee
4.89 out of 5 average rating, 145 reviewsLuxury Disney Vacation Home on Reunion Golf Resort
Dec 8 – 15
Apartment in Kissimmee
4.88 out of 5 average rating, 334 reviewsSuperb Townhouse Newly Renovated 1 mile to Disney
Oct 15 – 22
Home in Kissimmee
4.82 out of 5 average rating, 456 reviewsWelcome to your house in Orlando and Disney Area!
Jan 25 – Feb 1
Villa in Kissimmee
4.85 out of 5 average rating, 370 reviewsAmazing Cozy 4Bed/3Bath, Disney Area, Private Pool
Mar 31 – Apr 7
Villa in Kissimmee
4.92 out of 5 average rating, 179 reviewsMad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
Mar 28 – Apr 4
Condo in Kissimmee
4.71 out of 5 average rating, 290 reviewsModern Villa
Oct 24 – 31
Family-friendly home rentals with a pool
Townhouse in Kissimmee
4.78 out of 5 average rating, 273 reviewsDisney on a Budget Townhome
Aug 31 – Sep 7
Townhouse in Kissimmee
4.8 out of 5 average rating, 211 reviewsBeautiful Hollywood Style home next to Disney
Nov 13 – 20
Tiny home in Kissimmee
4.85 out of 5 average rating, 246 reviewsSmall World near Disney sleeps 4-5
Oct 26 – Nov 2
Townhouse in Kissimmee
4.87 out of 5 average rating, 316 reviewsSplendid house 5 min from Disney
Feb 1 – 8
Apartment in Kissimmee
4.9 out of 5 average rating, 145 reviewsYour cozy spot
Sep 17 – 24
Apartment in Kissimmee
4.92 out of 5 average rating, 319 reviewsGreat Full Apartment. Just 5' from Disney Orlando
Oct 8 – 15
Cottage in Kissimmee
4.86 out of 5 average rating, 391 reviewsYay! Cool Tiny Home Near All the Parks (98)
Feb 5 – 12
Townhouse in Kissimmee
4.84 out of 5 average rating, 161 reviews4 bedroom townhouse at The Villas at Seven Dwarfs
Nov 23 – 30
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