Family-friendly holiday rentals in Kissimmee
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Kissimmee
Total holiday rentals
Explore 5,830 holiday rentals in Kissimmee
Nightly prices starting at
Kissimmee holiday rentals start at $42 AUD per night before taxes and fees
Verified guest reviews
Over 251,460 verified reviews to help you choose
Pet-friendly accommodation
Find 1,020 rentals that welcome pets
Holiday rentals with a pool
5,450 properties feature pools
Rentals with dedicated workspaces
3,340 properties have a dedicated workspace
Wi-Fi availability
5,800 of Kissimmee holiday 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.
WaterPark+Arcade+KingBed+Hot Tub+NearDisney
Family-Friendly Orlando Vacation Home Near Disney & Universal ✨ Welcome to your dream getaway! This spacious 4-bedroom, 3-bathroom villa is perfectly located just 25 minutes from top attractions. With themed bedrooms, first floor bedroom and bathroom and access to resort-style amenities, our home is designed for unforgettable family vacations.🌟 Why Guests Love It: •Themed Bedrooms: Lion King mu •Resort-Style Amenities: Relax in the tropical pool, hot tub, fitness center, clubhouse, and arcade.
4.94 out of 5 average rating, 139 reviews
OMG! Disney Area, Movie Theater, Game Room & Pool!
"Guest favorite" - This home is in the top 5% of eligible listings based on ratings, reviews, and reliability. Comfort and Space in an Elegant home with a lot of amenities, 4Bed/3Bath. Private Movie Theater, Game Room, Pool and Themed Rooms. A well equipped Kitchen, Laundry, 3 parking spaces, WiFi, Smart TVs. Located at Crystal Cove Resort, a gated community, close to Disney. Few minutes to Walmart, Target, Sams Club, Publix, Outlets, Restaurants, Disney, Sea World, OCCC, EPIC and Universal.
4.87 out of 5 average rating, 456 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!
4.85 out of 5 average rating, 157 reviews
Near Disney | Heated Pool, King Bed, Arcade
✨ Family-Friendly Retreat Near Disney in a gated, safe & quiet community 🏰 Loved by guests for its cleanliness, comfort, and fast communication. 🏊♂️ Unwind after park days in your private HEATED pool 🍔 Enjoy the outdoor BBQ for easy family meals 🎮 Have fun in the upgraded game room with pool table, ping pong, foosball, and a retro arcade ⭐ Hosted by 3 experienced Superhosts known for quick, reliable replies. A perfect balance of fun and relaxation. Book now as dates fill fast!
4.97 out of 5 average rating, 184 reviews
Mickey and Donald
The Mickey and Donald house was decorated with joy and friendship in mind, mainly featuring Mickey, Minnie, Donald, and Daisy. Each area of the house is cute, stylish, and fun; Some of the highlights include the adorable Donald and Daisy bedroom, and the gorgeous Mickey Mouse mural in the dining area.There’s something for everyone in the family in this vibrant house that is sure to make for many happy vacation memories, also a equipped kitchen, laundry and free access to 2 clubhouses.
4.93 out of 5 average rating, 121 reviews
Apartment in Four Corners
Escape to this stylish 2-bedroom, 2-bathroom condo, perfect for families or friends seeking a memorable getaway. Enjoy spacious living area, complete with a comfortable sofa bed, and a fully-equipped kitchen. Relax in luxury with a king-size bed and en-suite bathroom. Access at NO ADDITIONAL cost to world-class pools, a lazy river, and a fitness center . Enjoy complimentary Wi-Fi and parking Located in the heart of Champions Gate, Aprox. 15 mins to Disney Parks & 30mins to Universal
4.9 out of 5 average rating, 107 reviews
Super Mario's Sky Suite - Epic Universe 3 BD SUITE
Welcome to your ultimate Nintendo getaway where every room is artfully and thoughtfully designed with a unique Super Mario theme. From custom decor to playful details, every corner is a tribute to the beloved world of Mario and friends. With classic Nintendo consoles at your fingertips, you’ll have everything you need to relive your favorite gaming memories in style. Unwind, play, and immerse yourself in the colorful world of Nintendo - TRUE SUPER MARIO ENTHUSIASTS ONLY :)
4.95 out of 5 average rating, 190 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
4.97 out of 5 average rating, 144 reviews
10 Minutes to Disney King Bed, Heated Pool, Arcade
✨ 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!
4.98 out of 5 average rating, 112 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.
4.99 out of 5 average rating, 254 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!
4.96 out of 5 average rating, 116 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.
4.99 out of 5 average rating, 137 reviewsPopular amenities for Kissimmee family-friendly rentals
Family-friendly home rentals with a hot tub
No Cleaning Fee | Villa Near Parks | Pool & Arcade
4.95 out of 5 average rating, 117 reviews
Andy's Toy Chest at Resort Minutes from Disney!
4.94 out of 5 average rating, 247 reviews
Free Waterpark, Fantasy World, The Mickey House
4.83 out of 5 average rating, 133 reviews
No Airbnb fee! Home Pvt Pool&Spa /Game Room 243361
4.84 out of 5 average rating, 134 reviews
Storey Lake 10BR Villa Near Disney, Pool Waterpark
4.95 out of 5 average rating, 133 reviews
150 Inch 4K Movie Theater Pool & Spa sleeps 16
4.83 out of 5 average rating, 318 reviews
Magical Disney Family Escape with Pool & Game Room
4.92 out of 5 average rating, 128 reviews
Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub
4.96 out of 5 average rating, 166 reviewsFamily- and pet-friendly home rentals
4m Disney, Pool Spa, Sundeck, Mini Golf• Games
4.87 out of 5 average rating, 113 reviews
Villa Resort Club
4.88 out of 5 average rating, 171 reviews
Disney-Inspired Suites • Game Room • Summerville
4.95 out of 5 average rating, 183 reviews
Collect moments not things/enjoy DISNEY and more
4.81 out of 5 average rating, 187 reviews
5BR Mario& Princess Peach•Pool•Theater•Free Resort
4.99 out of 5 average rating, 123 reviews
EPIC 8BD Theme Villa, Sleeps 19, 15 min to Disney
4.88 out of 5 average rating, 109 reviews
LazyRiver+WaterPark+KingBd+Arcade+HotTub
4.94 out of 5 average rating, 143 reviews
Access to Amazing Water Park!
4.86 out of 5 average rating, 100 reviewsFamily-friendly home rentals with a pool
Disney Theme Rooms | Private Pool | Storey Lake
5.0 out of 5 average rating, 41 reviews
Amazing Themed 07 Bedrooms at Solara Resort
4.92 out of 5 average rating, 13 reviews
4BR Disney & Universal Themed Villa Reunion Resort
5.0 out of 5 average rating, 21 reviews
9BR Home at Storey Lake - Pool, Game Room, Spa
5.0 out of 5 average rating, 42 reviews
Brand-New Renovated 5BR Home at Storey Lake
4.95 out of 5 average rating, 20 reviews
Sleeps 13·Pvt Pool+Spa·Game Room·Clubhouse
5.0 out of 5 average rating, 9 reviews
Dazzling 9 BR+Brand New MARIO KART @ Champion Gate
4.93 out of 5 average rating, 96 reviews
Regal 15BR 16.5BA, Sleeps 40, Lake View, Theater
4.96 out of 5 average rating, 55 reviewsWhen is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $221 AUD | $232 AUD | $246 AUD | $252 AUD | $217 AUD | $224 AUD | $221 AUD | $195 AUD | $175 AUD | $183 AUD | $206 AUD | $246 AUD |
| 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 |
Destinations to explore
- Miami Holiday rentals
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- Family-friendly rentals Osceola County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orange County Convention Center
- Orlando / Kissimmee KOA
- Epcot
- Universal's Volcano Bay
- Kia Center
- Camping World Stadium
- Disney's Animal Kingdom Theme Park
- University of Central Florida
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Tinker Field
- Old Town
- LEGOLAND Florida Resort
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- ICON Park
- Aquatica
- Southern Dunes Golf and Country Club
- Universal's Islands of Adventure