Family-friendly vacation rentals in Kissimmee

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Kissimmee

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Kissimmee

4.95 out of 5 average rating, 186 reviews

DISNEY 🎉 Game rm, heated Pool, Spa, Lazy rvr, BBQ

House for rent next to DISNEY Windsor at Westside features a grand 10,000 square foot resort clubhouse FREE FOR GUEST USE filled with amenities for active families that include multiple sports courts, children's playgrounds as well as a resort-style swimming pool and lazy river with splash water park. Tu Casa is an onsite restaurant and bar and there's even an ice cream shop to refresh yourself with some sweet treats. GAME ROOM- air hockey, basketball, themed rooms, billiards, designer bedrooms!

Guest favorite

Home in Davenport

4.91 out of 5 average rating, 125 reviews

No Airbnb Fees! Theater/Pool/ Spa/Game Room 278491

Unable to book this house? Don't worry! Check my profile for similar homes that might suit your needs WE HAVE 24/7 CUSTOMER SERVICE! Tired of visiting the parks every day? Step inside of this beautiful 3117 sqft house and discover private pool, BBQ, cinema and a game room specially designed to entertain your family and keep the fun going. Enjoy the resort's clubhouse with a restaurant, pool with water slide, lazy river, gym, playground and a tennis court. Experience the vacation of a lifetime!

Guest favorite

Townhouse in Four Corners

4.96 out of 5 average rating, 159 reviews

Near Disney/Baby Friendly/Water Park/Mini-Golf/Gym

Welcome to your stylish, themed vacation home in one of the most popular resort communities in the Four Corners/Championsgate area just 15 minutes away from Disney World and close to other local theme parks. The home is crafted with love for your enjoyment & comfort. This beautiful townhome has 3 bedrooms, 2.5 bathrooms, all new furniture, and super fast 1 Gbps internet speed. You will have free access to a large beach-entry pool, kids water park, beach volleyball, mini-golf, arcade, and gym.

Top guest favorite

Villa in Kissimmee

4.98 out of 5 average rating, 124 reviews

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub

Make memories to last a lifetime in our luxurious seven-bedroom home (sleeps 21) at Orlando's premier vacation community. Enjoy your own Batman cave game room, private pool (heated at no extra charge*), and hot tub. Our 100% Five-Star rating from previous guests and our generous cancellation policy means you can book with confidence. Only 15 minutes to Disney and a short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

Guest favorite

Home in Kissimmee

4.86 out of 5 average rating, 130 reviews

PoolHome!MinstoDisney

Welcome to our amazing house in Orlando Florida! The perfect place to stay during your vacation. Enjoy the incredible Mario's Bross Brothers room, a modern touch with all the amenities you could ever need for an unforgettable stay. The pool table is perfect for some friendly competition, while the pool is the ultimate spot to relax and soak up the sun. A short drive from Disney and Universal. Whether you're a family with kids or a group of friends, our house is the perfect home away from home.

Top guest favorite

Home in Championsgate Village

4.97 out of 5 average rating, 102 reviews

Magical Family Fun House Near Disney Luxury Villa

Experience the Magic of Disney in our Luxury Villa! BBQ Included! Tesla / EV Charging Station! Free Pool Heat! Our private 8 bedroom, 5 bathroom one of a kind pool home is meticulously clean & newly renovated. Newly remodeled kitchen and themed rooms, and richly-appointed spaces include large gathering areas, a bright, professional-grade kitchen, spectacular dining room, 2 walk-out master suites, a home theater & Tesla / EV Charging Station! Sparkling pool and spa. Only 15 miles from Disney

Top guest favorite

Home in Davenport

4.99 out of 5 average rating, 129 reviews

Spectacular! Disney/Universal Themed Home

Welcome to a truly unforgettable, one-of-a-kind Luxury themed home!! Inside, discover a custom-built pool table made from real car parts, two professional Mario Kart arcade machines, and 14 strategically placed TVs—guaranteeing nonstop entertainment in every room. Step outside into your private oasis, complete with a fully equipped summer kitchen, immersive surround sound, and outdoor TVs perfectly positioned so you can enjoy your favorite movies from the hot tub or pool.

Top guest favorite

Home in Four Corners

4.97 out of 5 average rating, 118 reviews

Dream Family Experience w/Star Wars & Lightyear Rm

Experience the magic of Disney World and the very best of Orlando from the comfort of this luxury private resort! Conveniently located in ChampionGate Resort Phase III, enjoy the the resort style amenities or explore the world class attractions in Orlando and Kissimmee. Minutes from Disney World, Universal Studios, Sea World, Premium Outlet Malls, and beyond! This modern retreat is focused on providing an unforgettable and exceptional family centric vacation experience!

Superhost

Townhouse in Kissimmee

4.94 out of 5 average rating, 115 reviews

Magical Hideaway - 15 min to Disney - Storey Lake

Welcome to The Magical Hideaway! Bring your family an immersive experience into our Disney-themed vacation home in Storey Lake community. Our home includes a specially themed Princess and Superhero rooms. Dive into fun at the resort pool with a lazy river and water slides. Enjoy your own plunge pool and our photo-op green wall. Entertainment includes 4 Roku TVs, Disney board games, and puzzles. We've also got you covered with a stroller, crib, and highchair provided.

Top guest favorite

Home in Davenport

4.97 out of 5 average rating, 103 reviews

Magical 2 themed pool villa near “Disney”

Looking for stay away from the crowd but yet close to Disney ? This private pool themed home is perfect to complete your Dream Disney family vacation you always wanted. 15 miles /Magic kingdom -13 miles from Disney springs -15 miles from Epcot center -25 miles / 30 Universal Studios Make your stay Magical with our custom made themed rooms Star Wars play area and kitchen Romantic master Arabian night Avatar pandora Moana bedroom Just less than 2 miles from I4 hw

Top guest favorite

Home in Kissimmee

5 out of 5 average rating, 232 reviews

Windsor Orlando Private Arcades,Theater,Pool-Spa

Orlando, Disney, Arcade, Movie Theater, Massage Chair, Pool, Hot Tub, 2 King Beds, Kids Bunk Bed, Kissimmee. Upgraded games room IN the private home, theater for evenings home and your private lanai with pool and hot tub. Choose from including Pump It Up dance, Sponge Bob Racing, NASCAR racing, Legends 3, Pac-Man's Arcade Party, an 80-inch TV, and an Xbox 360. Watch your favorite movies on the 92-Inch projection screen, surround sound, and stadium style seating.

Top guest favorite

Villa in Four Corners

4.99 out of 5 average rating, 127 reviews

Mickey Fantasia Family Friendly w/accessibility

This home was designed with the idea of imagination in mind. Imagination can take you to places you otherwise could have only dreamt of being in; Walt Disney himself said, "If you can dream it, you can do it". The vibrancy and life that fills this house represents imagination. When you set foot in this house, the real world fades away. Here, life can be a rainbow. People of all abilities are welcome to sing, dance, and have fun here.