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
Townhouse in Kissimmee
4.95 out of 5 average rating, 99 reviews

4BRThemed/Pool/Near Disney/PetsOk/Free BBQ&Resort

Discover luxury and convenience at our 4-bedroom townhome in Paradise Palms Resort. Enjoy a private pool, lakeview sunsets, and themed rooms featuring Moana, Avatar, Mario Bros, and Roblox. With two elegant king suites, world-class resort amenities, and only 9 miles from Walt Disney World, it's the perfect Orlando getaway. 9 miles to Walt Disney World 🎢 16 miles to Sea World 19 miles to Universal 27 miles to MCO (Orlando International Airport) Join Us for a Disney Adventure! Learn More Below!

Guest favorite
Home in Kissimmee
4.77 out of 5 average rating, 147 reviews

No Airbnb fees! Home Theater! Pvt Pool/ Spa 278291

Unable to book this house? Don't worry! Feel free to check my profile for similar homes that might suit your needs WE HAVE 24/7 CUSTOMER SERVICE Disney is just a short 8-mile drive away Tired of visiting the parks every day? Step inside this beautiful thematic 2,169 sqft house with a private pool, spa, BBQ, Star Wars themed movie theater, and a Mario Kart game room complete with arcades, pool table and foosball table all designed for family enjoyment! Make your vacation truly unforgettable!

Guest favorite
Home in Kissimmee
5 out of 5 average rating, 29 reviews

New! Epic Dream House with Pool

Enjoy epic opening rates! Make some memories at this uniquefamily-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 away from Disney's exit & parks.

Top guest favorite
Home in Four Corners
4.97 out of 5 average rating, 117 reviews

Magical Moments Luxury Disney Villa, Pool & Arcade

Magical Moments Villa Our 8 bedroom, 5 bathroom themed pool home offers luxurious and spacious living for families visiting the Orlando area theme parks - it's only a short, 12 mile drive away from Mickey and all his friends, located in the fabulous Champions Gate Resort. EIGHT themed bedrooms, including two impressive themed King Suites, six additional themed bedrooms, themed bathrooms, a themed home theater, themed game room, lanai & heated pool await the fun seeking members of your family!

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
4.87 out of 5 average rating, 149 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!

Guest favorite
A private pool area is illuminated in a soft green hue, surrounded by a screened enclosure. Comfortable lounge chairs are positioned nearby, with a table set under an umbrella. String lights create a warm ambiance as the evening sky darkens.
Villa in Davenport
4.99 out of 5 average rating, 152 reviews

Magical Disney House-Pool & Hot Tub,Free Waterpark

Also own the house across the street for renting two homes at same time. ask about that home. Ask about our early check in/out options Mickey Mouse & Star Wars bedrooms, gameroom, pool & hot tub with bbq, loungers,cozy couch and plenty of fun to be had under the sun or under the stars with outdoor lights over pool. 1st and 2nd floor master suites -great for two families. Our gated resort community at Solterra gives you access to FREE pool/lazy river/water slide/playground and much more

Top guest favorite
Villa in Kissimmee
4.99 out of 5 average rating, 105 reviews

Cozy Themed Villa 6 BR | Close to Disney

🏖️☀️🏄‍♀️Stay just minutes from Disney in this spacious 6-bedroom home, perfect for a family getaway. It comfortably sleeps up to 14 guests and is designed for both kids and adults to enjoy. Located in Windsor Hills Resort — one of the closest communities to Disney World — you’ll have quick and easy access to the parks. Enjoy themed bedrooms, a game room, and your own private patio and pool — great for relaxing after a fun day at Disney.🌴👙🩳🥽🩴 ❤️❤️We'd love to welcome you here!

Guest favorite
A game room features various entertainment options, including a treadmill, exercise bike, and classic arcade machines. The decor showcases a 'Star Wars' theme with vibrant blue lighting and dark walls, creating an inviting atmosphere for guests to enjoy recreational activities.
Villa in Kissimmee
4.93 out of 5 average rating, 111 reviews

Luxury Villa! /Game Room/ Pool Heater

Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

Top guest favorite
Home in Osceola County
5 out of 5 average rating, 64 reviews

Your Dream Vacation—Disney Magic Brought to You!

Welcome to Your Custom-Crafted Dream Vacation! Among countless vacation rentals, our uniquely designed home offers an unparalleled experience perfect for your family's ultimate getaway. Every detail is thoughtfully curated to create a relaxing haven for you, while your kids discover excitement around every corner, keeping them entertained throughout your stay. We've brought the magic of Disney to you, ensuring unforgettable family memories that will last a lifetime!

Top guest favorite
Apartment in Kissimmee
4.96 out of 5 average rating, 206 reviews

Top1% *La Piu Belle* Retreat at Storey Lake View

Welcome to **La Piu Belle Retreat** – a stylish, sunny, and serene escape at Storey Lake Resort. This 2-bedroom condo features boho-chic decor, a fully equipped kitchen, a bright balcony, and cozy vibes throughout. Enjoy access to a water park, gym, and more. Perfectly located just minutes from Disney, premium outlets, and top restaurants. Excellent Reviews: Our guests rave about their experiences, highlighting our cleanliness, location, and exceptional service.

Guest favorite
Home in Kissimmee
5 out of 5 average rating, 27 reviews

6BR Disney Villa | Pool, Spa & Theater | Sleeps 14

Spacious 6BR home in Windsor Hills Resort—just 5 mins to Disney! Enjoy a private screened pool & spa, home theater, themed rooms, full kitchen, and smart TVs throughout. Resort perks include a water park, arcade, gym, and more. Sleeps 14 with plenty of room for the whole family. Gated community, free Wi-Fi, and 24/7 guest support. The ultimate Orlando getaway starts here!

Top guest favorite
Home in Kissimmee
4.92 out of 5 average rating, 167 reviews

Disney-Themed & Arcade Rooms • Summerville Resort

Welcome to our enchanting 5-bedroom, 5-bathroom haven designed with your family's delight in mind! Immerse yourselves in themed suites, including Harry Potter, Alice in Wonderland, and Mickey Mouse. With a total capacity of 16 guests, your Disney adventure begins here! The following extra services include additional costs: Grill Early Check-in Late Check-out

Popular amenities for Kissimmee family-friendly rentals

When is the best time to visit Kissimmee?

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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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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

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