Family-friendly holiday 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.
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
Apartment in Kissimmee
4.83 out of 5 average rating, 170 reviewsDisney Adorable Condo in the heart of it ALL! 1/1
Townhouse in Kissimmee
4.94 out of 5 average rating, 184 reviewsNew Resort near Orlando Disney Private Hot Tub
Apartment in Kissimmee
4.94 out of 5 average rating, 303 reviewsDisney World Condo w/ Full Kitchen, Balcony & Pool
Townhouse in Kissimmee
4.95 out of 5 average rating, 165 reviewsBeautiful family home near all attractions.
Home in Kissimmee
4.9 out of 5 average rating, 159 reviewsLuxurious Private Retreat w/Spa & Saltwater Pool
Townhouse in Kissimmee
4.95 out of 5 average rating, 254 reviewsDisney/Universal Home Away from Home!
Townhouse in Kissimmee
4.96 out of 5 average rating, 157 reviewsAmazing, luxe 3BD/2BA home mins to Parks! 5 Stars!
Townhouse in Kissimmee
4.85 out of 5 average rating, 140 reviewsPeaceful & Clean Family Home near Disney & Airport
Family- and pet-friendly home rentals
Apartment in Kissimmee
4.74 out of 5 average rating, 198 reviewsOrlando's Affordable Luxury
Townhouse in Kissimmee
4.88 out of 5 average rating, 249 reviewsDisney fireworks new house - 5 minutes to Disney
Villa in Kissimmee
4.92 out of 5 average rating, 184 reviewsMad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
Home in Kissimmee
4.89 out of 5 average rating, 147 reviewsLuxury Disney Vacation Home on Reunion Golf Resort
Villa in Kissimmee
4.85 out of 5 average rating, 373 reviewsAmazing Cozy 4Bed/3Bath, Disney Area, Private Pool
Villa in Kissimmee
4.79 out of 5 average rating, 416 reviews7BD with Movie Theater Pool & Jacuzzi near Disney!
Home in Kissimmee
4.82 out of 5 average rating, 163 reviews*Magical Ears Villa* Dog friendly w/Pool by Disney
Home in Kissimmee
4.84 out of 5 average rating, 152 reviewsOpen dates for June- Walking distance clubhouse
Family-friendly home rentals with a pool
Home in Kissimmee
4.79 out of 5 average rating, 258 reviews3 bedroom Orlando Florida pool home
Flat in Kissimmee
4.93 out of 5 average rating, 324 reviewsGreat Full Apartment. Just 5' from Disney Orlando
Cottage in Kissimmee
4.89 out of 5 average rating, 216 reviewsBe Our Guest Sandcastle Cottage 81
Cottage in Kissimmee
4.86 out of 5 average rating, 399 reviewsYay! Cool Tiny Home Near All the Parks (98)
Apartment in Kissimmee
4.91 out of 5 average rating, 267 reviewsBeautiful Beach Style Condo minutes from Disney
Flat in Kissimmee
4.9 out of 5 average rating, 146 reviewsYour cozy spot
Townhouse in Kissimmee
4.81 out of 5 average rating, 217 reviewsBeautiful Hollywood Style home next to Disney
Townhouse in Kissimmee
4.95 out of 5 average rating, 148 reviewsStorey Lake 4/3 Private Pool minutes from Disney
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