Family-friendly vacation 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.

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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

Townhouse in Four Corners

4.96 out of 5 average rating, 158 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

Home in Kissimmee

4.99 out of 5 average rating, 127 reviews

Epcot Themed Home: Private Sunset Near Disney

LOCATION! LOCATION! LOCATION! Hello all my globetrotters! Our fun home features a diverse international culture in each room. Experience Italy in the kitchen, America in the living room, Japan in the game room, and sleep in Paris, China or Morocco bedrooms. In the backyard, Mexico awaits with amazing private pool and a glow party at sunset each night. Depend on traffic, between 10-20 min to Disney, fast WiFi, ample natural light, tons of nearby grocery stores, restaurants, and shopping

Guest favorite

Villa in Kissimmee

4.86 out of 5 average rating, 421 reviews

OMG! Disney Area, Movie Theater, Game Room & Pool!

Comfort and Space in an Elegant home with a lot of amenities, 4Bed/3Bath. Private Movie Theater, Game Room, Pool and Themed Rooms. Here the Fun never ends! A well equipped Kitchen, Laundry, 3 parking spaces, WiFi and Smart TVs. The house is located at Crystal Cove Resort, a gated community, close to Disney. Perfect Location! Few minutes to Walmart, Target, Sams Club, Publix, Outlets, Restaurants, Disney, Sea World, OCCC, EPIC and Universal. Magic Kingdom is Only 20 minutes driving!

Top guest favorite

Townhouse in Kissimmee

5 out of 5 average rating, 100 reviews

New Near Disney Lake View Pool Frozen Sleeps 10

Disney Lakeview Haven is a newly updated 5 bedroom townhome featuring a relaxing modern BOHO design, 3 themed rooms (Mario, Frozen, and Star Wars) with amazing murals and play features for kids, 2 King bed master suites, and a private rear patio and splash pool with colored string lights. Located in Storey Lake resort which is known for quick access to Disney outside of the Disney resorts on Osceola Parkway which has little to no traffic and is a relaxing ride to the parks.

Superhost

Townhouse in Kissimmee

4.94 out of 5 average rating, 113 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 Home 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, 126 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.

Guest favorite

Condo in Kissimmee

4.79 out of 5 average rating, 314 reviews

Mickey Mouse Themed Getaway next to Disney 2

Perfect location! Calling out all Mickey lovers! Ground level Mickey mouse getaway in celebration with pool view! 5 min to Disney. 2 min drive to restaurants, supermarkets, souvenir shops, hwys! Gorgeous newly renovated suite with fully equipped kitchen & all the essentials sitting in a cozy condominium with pool, hot tub, kids pool, basketball court, & Free parking right behind the unit! Coin Laundry is open 24 hours and $3 a load.

Top guest favorite

Townhouse in Kissimmee

4.99 out of 5 average rating, 117 reviews

Lake View - 5 Miles to Disney!

This family friendly lakeside home is just five miles from your favorite theme parks and surrounded by a multitude of dining options, retail shopping, grocery stores and entertainment right outside the resort. This smart home offers high-speed internet/wifi and endless entertainment is just a voice command away. This home is located within the popular gated Encantada resort (staffed by security personnel 24 hours a day).

Top guest favorite

Townhouse in Kissimmee

4.95 out of 5 average rating, 159 reviews

3B3B ThemedHome/5milesDisney/HotTub/withNetflix

Step into this cozy peaceful yet fun family getaway! A dedication to Disney classic tales captured in WALL MURALS, paintings and printed artwork. Get ready for selfies!! * Two-story townhouse corner unit * 50in Flat-Screen TV * 13 miles to SeaWorld * 15 miles Universal Studios * 24hr gated community * 2 Clubhouse pool * 24hr gym * Children's playground *Longer your stay, the bigger the discount.