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
Home in Kissimmee
4.77 out of 5 average rating, 149 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, 30 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.

Superhost
Home in Davenport
5 out of 5 average rating, 3 reviews

3 Epic Theme Rooms • Sleeps 19 • Pool/Spa • Disney

🏰 Your kids won’t just sleep here—they’ll have their own adventure! ✨ This home will create memories your family will never forget. Sleeps 19 near Disney! Enjoy 3 incredible themed bedrooms, including a Frozen Ice Princess Castle Room with slide, an Avatar Adventure Room, and a Toy Story Room. Spacious 7BR and 5.5 bath home with a private heated pool & spa, fully stocked kitchen, fast WiFi, Smart TVs, and plenty of space for large groups. Perfect for your next unforgettable Orlando vacation!

Top guest favorite
The game room features a vibrant blacklight theme with neon accents. There are various arcade games, including a basketball game and air hockey table. The floor is decorated with playful, glowing images. This space is designed for family entertainment.
Home in Davenport
4.98 out of 5 average rating, 131 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

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 overflow 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.

Guest favorite
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, 250 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 inviting outdoor area showcases a private pool and spa, surrounded by lounge chairs and colorful beach balls. A dining table and large gas grill offer options for outdoor meals. Lush greenery lines the fence, providing privacy and a vibrant backdrop against a sunny sky.
Home in Four Corners
5 out of 5 average rating, 63 reviews

Gorgeous 5BR at Encore Resort next to Disney - 305

Modern 3,000sf luxury home, with 5 bedrooms, at world's renowned Encore Resort at Reunion. Featuring 5 bedrooms, 5 1/2 bathrooms, a game room, a beautiful backyard, a private pool and spa. 6 Minutes away from Super Walmart and Publix supermarket 15 Minutes away from Disney Parks 15 minutes away from Disney Springs 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Drive attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

Top guest favorite
A well-maintained exterior showcases a single-story house with a blue garage door and driveway, framed by a lush lawn and shaded trees. Inside, a bright living area is highlighted by modern decor and a large smart TV. A private screened pool is visible, surrounded by seating.
Home in Kissimmee
4.98 out of 5 average rating, 100 reviews

10 Min to Disney | Kings | Heated Pool | Games

✨ Perfect family getaway just minutes from Disney magic! ✨ This spacious 4-bedroom home sleeps 9 and features 2 king beds, 4 full beds, and 1 twin, plus fun Mickey Mouse & Minion themed rooms kids love. Unwind in your private screened pool, enjoy the game room with arcade games, ping pong, foosball & pool table, or relax with cozy board-game nights. 🏰 Animal Kingdom 10 mins Epcot & Hollywood Studios 15 mins Book now and start making unforgettable family memories!

Top guest favorite
Home in Kissimmee
5 out of 5 average rating, 28 reviews

Themed Rooms, Pool, Theater & Arcade | Sleeps 22

Pool, fire pit, and nine themed bedrooms, from the Dragon Cave and Avatar Forest to Moana Island, bring the whole group together under one roof. Kids can dive into the Jurassic theater, Cars game room, and resort access, while adults enjoy a stay that feels easy and relaxing. Perfectly set up for days at the theme parks and evenings everyone will actually enjoy, this home makes every moment count. Book your stay and turn Disney days into lasting family memories.

Top guest favorite
A private pool area is surrounded by a screened enclosure, featuring a jacuzzi spa and lounge chairs. The pool is inviting, with light blue water reflecting the sky's pink and purple hues. A serene lake is visible beyond the pool, adding to the tranquil setting.
Villa in Kissimmee
4.92 out of 5 average rating, 266 reviews

House by the Mouse: Something for Everyone!

Welcome to our completely remodeled solar four bedroom, three bath villa, less then four miles to Disney World, and only a short drive to Universal, Sea World, Lego Land, and other local attractions. Designed themed bedrooms include Harry Potter, Mickey and Minnie Mouse, Star Wars, and a romantic master bedroom that allows you to relax in comfort. The pool, spa, and the entire villa is just for you, no need to share with anyone else, so kick back and enjoy!

Guest favorite
The Star Wars game room is designed with immersive decor, showcasing space-themed murals and high-tech gaming stations. Sleek black seating is provided around a central table, enhancing the interactive atmosphere. Multiple monitors are visible, offering a gaming experience surrounded by themed elements.
Home in Davenport
4.91 out of 5 average rating, 65 reviews

Themed 10-Bedroom | Sleeps 26 w/ Pool & Game Room!

Luxury 10-Bedroom Retreat Near Disney Stay in this stunning 10-bedroom home in Windsor Island Resort, just minutes from Disney World! Perfect for families or groups, it features themed bedrooms, a private movie theater, a Star Wars game room, and a resort-style pool with access to world-class amenities like a lazy river and water slides. Spacious, luxurious, and designed for fun—book now for the ultimate family vacation!

Superhost
Home in Kissimmee
5 out of 5 average rating, 3 reviews

2026 Themed NEW 08 Bedrooms At Solara Resort

Our vacation homes will bring you to experience beyond a simple stay. You will be near the most famous themed parks in the world while feeling the comfort of your home, plus having the highest standard of luxury and modernity, with everything a vacation home in Orlando can offer you.

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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