
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.

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!

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!

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.

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!

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!

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

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!

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.

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!

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.

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!

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
Family-friendly home rentals with a pool

Free Arcade! All Rooms Themed! South Facing Pool!

Themed Rooms, Pool, Theater & Arcade | Sleeps 22

~15 mins to Disney - Resort Townhouse

Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ

Toy Story Villa | Arcade | Pool | Resort Access

10BR StarWars Theater + Games – 4413

Dazzling 9 BR+Brand New MARIO KART @ Champion Gate

Rotating VR Machine, Arcade, Slide | 3mi to Disney
Family-friendly home rentals with a hot tub

Magical Disney Family Escape with Pool & Game Room

Magical Hideaway - 15 min to Disney - Storey Lake

Magical Luxury Townhouse/CG Resort/Close to Disney

Free Waterpark, Fantasy World, The Mickey House

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool

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

RU Incredible Parents? Themed-7bed, 4mi. to Disney

Dream Retreat | Sleeps 18 | Star Wars & Rooms
Family-friendly home rentals with air conditioning

Arcade + Pool Villa • 2.5 Miles to Disney

Power Up Palace | Disney, River & Slides

Disney 5mi * NEW Themed Rooms! WALK to Clubhouse

Epic Home | Water Park | Disney | Pool

Prvt Family Home:Game Rm 5mi to Disney+Heated Pool

6/6 Magical Kid Friendly Pool Villa @Luxury Resort

Near Disney/Private Pool/Steps to Resort Amenities

Brand New - 12br - Sleeps 34 - Theatre/Arcade/Pool
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 580 | ﺩ.ﺇ 610 | ﺩ.ﺇ 646 | ﺩ.ﺇ 573 | ﺩ.ﺇ 503 | ﺩ.ﺇ 547 | ﺩ.ﺇ 580 | ﺩ.ﺇ 510 | ﺩ.ﺇ 459 | ﺩ.ﺇ 481 | ﺩ.ﺇ 540 | ﺩ.ﺇ 646 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
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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- Family-friendly rentals Osceola County
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- Family-friendly rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
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