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Family-friendly vacation rentals in Kissimmee

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Kissimmee

  • Total vacation rentals

    Explore 5,840 vacation rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

  • Verified guest reviews

    Over 241,480 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 1,040 rentals that welcome pets

  • Vacation rentals with a pool

    5,500 properties feature pools

  • Rentals with dedicated workspaces

    3,330 properties have a dedicated workspace

  • Wi-Fi availability

    5,820 of Kissimmee vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kissimmee rentals

  • 4.7 Average rating

    Kissimmee stays receive an average rating of 4.7 out of 5 from guests

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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Guest favorite
An inviting game room features arcade machines and a plush futon, while a private pool area is visible through large screens. The colorful bedrooms showcase themed decor, and lounge chairs surround the sparkling pool, providing a relaxing spot for guests to unwind.
Home in Davenport
4.92 out of 5 average rating, 128 reviews

No Airbnb fee! Home with Game Room &Pvt Pool 29811

Unable to book this house? Don't worry! Check my profile for similar homes that might suit your needs WE HAVE A 24/7 CUSTOMER SERVICE! Take a breather from the parks! Step inside of this beautiful 5 bedrooms (2,270 sqft) house and discover a private pool, BBQ and a game room specially designed to entertain your family and keep the fun going. Enjoy the resort that offers a bar, pool, water slides, spa, lazy river, hot tub, kids splash pad, a game room, gym, sports court or rest on the hammocks!

Guest favorite
Home in Kissimmee
4.88 out of 5 average rating, 112 reviews

Encanto at Emerald Island-Pool House by Disney

POOL HEATER OPTION!! Make some memories at this unique and family-friendly place. A guarded Resort- neighborhood awaits! As you enter this magical place you will fall in love with the unique landscaping full of palm trees surrounding the neighborhood. This secluded place has everything you need! 5 star location, security, private pool, and also a clubhouse with many activities for the young ones. You will be next to restaurants, shopping and more. Only 3 miles aways from Disney's exit & parks!

Top guest favorite
Home in Davenport
5 out of 5 average rating, 131 reviews

Themed Disney Villa | Pool | Arcade | Resort ºoº

Stay in a luxury Disney-themed home just minutes from the parks. Perfect for large families and groups, this spacious retreat features a private heated pool and spa, outdoor kitchen with free propane, Mario Kart arcade game room, themed bedrooms, gourmet coffee, fast WiFi, smart TVs, and premium streaming. Enjoy full Windsor Island Resort access with a water park, lazy river, slides, and clubhouse. Loved by guests with over 100 5-star reviews. Let us give you a vacation within your vacation.

Guest favorite
A home theater room is equipped with red stadium seating for eight, positioned toward a large screen displaying vibrant visuals. An arcade game machine is set beside the screen, with ambient blue lighting accentuating the dark walls, creating an engaging entertainment space.
Home in Kissimmee
4.86 out of 5 average rating, 147 reviews

Resort Home 3.5 miles to Disney with home theater

We welcome you to stay in our home located in the Windsor Hills community with a water park, slides, theatre and so much more! The house is just 3.5 miles from Disney’s Animal Kingdom. Our home has 6 large bedrooms including laundry in the home, an 8 seat home theatre, TVs in every room, a large swimming pool & spa with a large patio cover, plus a large kitchen fully equipped with everything you need for your stay. Please message us if you have any questions, we look forward to hosting you!

Superhost
A vibrant outdoor area features a sparkling saltwater pool with fountain jets and colorful LED lighting. A large screen displays a movie, surrounded by lounge chairs. The area is enhanced by string lights and a cozy seating arrangement, creating an inviting space for relaxation and entertainment.
Villa in Kissimmee
4.88 out of 5 average rating, 248 reviews

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

AMAZING Pool Deck Extension cira 2023! Its the BIGGEST pool deck at the resort! Plus JAW DROPPING, Fancy, Fun, Fountain Jets w/ LED lighting, high-end glass tile & a Mickey Mosaic giving you an ULTIMATE luxury pool experience. This SALT WATER POOL/SPA will leave your skin feeling soft w/ no eye-sting & it has botanical qualities for your muscles after long days at the parks! Enjoy all this plus our unique OUTDOOR MOVIE EXPERIENCE & FIRE-PIT for the BEST vacay ever only 6 miles to Disney!

Top guest favorite
An outdoor dining area features a large blue farmhouse table surrounded by matching turquoise chairs. The setting includes tableware arranged neatly, with the private pool visible in the background. A grill and greenery are also present, providing a relaxed atmosphere for outdoor meals.
Villa in Kissimmee
4.94 out of 5 average rating, 155 reviews

*Brand New*! Minutes to Disney! + Free Resort!

Closest FREE resort to Disney Parks! We've named it "Coral Cove" - a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in Dec 22! * Kitchen is loaded, & all baby gear provided. * Custom game room with A/C, LED panel lighting & ROCK CLIMBING WALL! *Outdoor space includes your own private pool, hot tub, overhead lighting, NEW BBQ grill & 10' custom-built farmhouse table to seat the whole family! *New Roku smart TVs & NEST tech! *Every detail has been thought of!

Top guest favorite
Home in Kissimmee
4.98 out of 5 average rating, 123 reviews

Dream Vacation | Sleeps 18 | Themed Arcade & Rooms

Experience the magic of Disney World, Universal Studios, and the very best of Orlando from the comfort of this luxury private resort! Conveniently located in Storey Lake Resort, 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 property is focused on providing an unforgettable and exceptional family centric vacation experience!

Guest favorite
Home in Davenport
4.96 out of 5 average rating, 131 reviews

Magical 2 pool-Spa & Game Room 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, 10 reviews

4BR Disney & Universal Themed Villa Reunion Resort

Welcome to our newly remodeled 4BR/4BA luxury villa in Reunion, designed for families and groups seeking comfort, style, and a magical Orlando escape. Enjoy brand-new furnishings, modern finishes, Toy Story and Mickey themed bedrooms, a spacious open living area with massage chair, and a fully equipped game room featuring air hockey, arcade basketball, and PlayStation. Relax in your private screened pool with optional heating after unforgettable park days.

Top guest favorite
A unique sleeping area features a round bed designed to resemble a giant clam shell. Vibrant murals depicting underwater scenes adorn the walls, complementing the ocean-themed decor. Soft curtains in shades of green flow down from the ceiling, adding color to the tranquil space.
Home in Davenport
4.95 out of 5 average rating, 103 reviews

Royal Retreat Disney Themed Pool Home, Arcade, Theater

Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

Top guest favorite
A vibrant hallway is adorned with deep blue walls, featuring golden stars and a playful Mickey Mouse theme. A picture of Mickey Mouse in a wizard hat is displayed on the wall, complementing the themed decor. A stylish side table is positioned against the wall.
Villa in Four Corners
4.99 out of 5 average rating, 141 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.

Top guest favorite
Home in Kissimmee
4.98 out of 5 average rating, 129 reviews

Lux Disney Villa | Pool, Theater/games | Sleeps 22

Epic 10-bedroom themed luxury villa near Disney — sleeps 22 — with private pool & hot tub, movie theater with reclining seats, and a Marvel/LEGO arcade featuring racing simulators, air hockey, foosball & pinball. Includes elegant king suites and magical kids’ rooms (Toy Story, Star Wars, Minions, Beauty & the Beast). Perfect for multi-family getaways — just 20 minutes from Magic Kingdom.

Popular amenities for Kissimmee family-friendly rentals

When is the best time to visit Kissimmee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 580ﺩ.ﺇ 610ﺩ.ﺇ 646ﺩ.ﺇ 573ﺩ.ﺇ 503ﺩ.ﺇ 547ﺩ.ﺇ 580ﺩ.ﺇ 510ﺩ.ﺇ 459ﺩ.ﺇ 481ﺩ.ﺇ 540ﺩ.ﺇ 646
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