
Family-friendly holiday 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.

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub
Make memories to last a lifetime in our luxurious seven-bedroom home (sleeps 21) at Orlando's premier vacation community. Enjoy your own Batman cave game room, private pool (heated at no extra charge*), and hot tub. Our 100% Five-Star rating from previous guests and our generous cancellation policy means you can book with confidence. Only 15 minutes to Disney and a short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

5BR Mario& Princess Peach•Pool•Theater•Free Resort
Escape to an unforgettable Disney Adventure, just 9 miles from Walt Disney World! Perfect for Mario Bros, Moana & Princess Peach fans. Enjoy themed rooms, cozy bedding, and a private pool. Indulge in movie nights in our Mario Bros theater! Bring the whole family, including pets, and make magical memories. 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 an Unforgettable Disney Adventure! Learn More Below!

10 Min to Disney | Heated Pool, Games, King Bed
🏡 Tucked inside a gated community near Kissimmee’s top attractions, this bright, themed home is made for memorable family getaways. Enjoy friendly competition in the game room, unwind in the heated private pool (available upon request), or relax on the covered patio beneath the Florida sun. Just 11 minutes to Fun Spot America, 11 minutes to Old Town, and 12 minutes to Disney World, it’s the perfect home base for your Florida adventure. Book now and start creating unforgettable memories!

Mickey's Mansion Luxury Themed Pool Home, Arcade, Theater
Welcome to Mickey's Mansion, your magical vacation rental in the heart of Champions Gate! 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! Pool heat & the 1st tank of propane for the BBQ is included. Booking with us includes full access to the Champions Gate Clubhouse & Oasis Resort

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!

8Bd 4K Movie Theater 155 Inch Screen Pool & Spa
A vacation home that takes your entertainment seriously! That’s our 8-bedroom villa in Emerald Island Resort at 3 miles from Disney… Ready to enjoy themed bedrooms, a premium private movie theater with a 155-inch screen, 4K projector, 5.1 surround sound, and a PS5 for gaming? Relive your favorite films in stunning quality, just like in the best movie theaters. Private Pool and Spa will make your vacation unforgettable! We’re ready for families and groups, to offer fun, comfort, and luxury.

Heated Pool 15 Minutes to Disney PS5 l Switch
Spacious 4BR Home with a Private Heated Pool – 15 Minutes from Disney! Enjoy a large south-facing pool, Propane grill, Smart TVs with Disney+ in every room. Nintendo Switch in Living Room and an 85" screen with a PS5 in a temperature-controlled garage / game room. Fast WiFi, shuffleboard, pool table and plenty of board games. 🌴 Outdoor Fun Patio Seating for 14 + two lounge chairs. Propane Grill: $50 for length of stay Pool heat: $200 per stay (24-hour notice)

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

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.

*NEW* Space Odyssey: Pool, Spa, Cinema, Games+PS5
Stylish Design, Luxurious Comfort & Endless Entertainment, with a sprawling 2200 ft2 southwest facing pool deck & outdoor kitchen, no rear neighbors on a beautiful forest in the stunning 3.5 square mile Reunion Resort. You will have your own private pool with overflow spa, movie room, billiards - game room, 4 theme rooms: OUTER SPACE, MARVEL SUPERHEROES with a TUBE SLIDE, FROZEN II, HARRY POTTER CUPBOARD, PS5, within minutes to Disney.

Disney Area| Private Pool| Resort Waterpark 2956
Minutes from Disney, this spacious 4-bedroom townhome is located in the sought-after Storey Lake Resort. Relax in your private screened pool after a day at the parks and enjoy access to amazing resort amenities including water slides, lazy river, clubhouse, fitness center and kayak rentals. Comfortably sleeps up to 12 guests with a full kitchen, fast WiFi and free parking. Perfect for families visiting Disney and Orlando attractions.

Lake View - 5 Miles to Disney!
This family friendly lakeside home is just five miles from your favorite theme parks and surrounded by a multitude of dining options, retail shopping, grocery stores and entertainment right outside the resort. This smart home offers high-speed internet/wifi and endless entertainment is just a voice command away. This home is located within the popular gated Encantada resort (staffed by security personnel 24 hours a day).
Popular amenities for Kissimmee family-friendly rentals
Family-friendly home rentals with a hot tub

Winter Escape DisneyThemed Home w/Pool & Game Rm

Disney Orlando vacation home with private pool 2

Disney Retreat | Huge Pool with Spa | 2 King beds

Mickey Fantasia Family Friendly w/accessibility

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

★Completely Renovated★ 3 mi to Disney+Free Resort!

Luxury Villa! /Game Room/ Pool Heater

4m Disney Sun, Free Snacks, Golf, Pool• Spa• Games
Family- and pet-friendly home rentals

Cozy House with Private Pool. Kissimmee/Orlando

Villa Resort Club

Magical Disney House-Pool & Hot Tub,Free Waterpark

EPIC 8BR Theme Villa ~ Sleeps 19 ~ Close to Disney

OMG! Disney Area, Movie Theater, Game Room & Pool!

Westgate Vacation Villas - 1 Bedroom

Amazing Villa near DisneyWorld FREE heated-pool

Disney Themed home with Private Pool & Lazy River!
Family-friendly home rentals with a pool

Casita Coco | Private Pool | Foosball | BBQ

Luxory/Championsgate/private Pool/2 gulf courses

House located 10 minutes from the parks.

Townhouse close to Disney!

Pet-Friendly Pool Home Near Orlando

Near Disney 5bed home with pool and game room

Our Hyperspace Hideaway

Disney Luxury Villa | Epic Arcade | LED Night Pool
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £111 | £112 | £118 | £115 | £101 | £110 | £117 | £103 | £92 | £97 | £109 | £130 |
| 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 holiday rentals that are family-friendly in Kissimmee

Total holiday rentals
Explore 5,840 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 241,480 verified reviews to help you choose

Pet-friendly holiday rentals
Find 1,040 rentals that welcome pets

Holiday rentals with a pool
5,500 properties feature pools

Rentals with dedicated workspaces
3,330 properties have a dedicated workspace

Wifi availability
5,820 of Kissimmee holiday rentals include wifi 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
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Key West Holiday rentals
- Tampa Bay Holiday rentals
- Mansion rentals Kissimmee
- Rentals with breakfast Kissimmee
- Cottage rentals Kissimmee
- Waterfront rentals Kissimmee
- Rentals with a sauna Kissimmee
- Lakehouse rentals Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Beachfront rentals Kissimmee
- Rentals with a cinema Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with outdoor seating Kissimmee
- Resort rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with beach access Kissimmee
- Rentals with a kayak Kissimmee
- Serviced apartment rentals Kissimmee
- Beach house rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with pools Kissimmee
- Cabin rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Apartment rentals Kissimmee
- Flat rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Tiny house rentals Kissimmee
- Private suite rentals Kissimmee
- House rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Hotel rooms Kissimmee
- Guest house rentals Kissimmee
- Villa rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Holiday home rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with lake access Kissimmee
- Family-friendly rentals Osceola County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Universal Orlando Resort
- Orange County Convention Center
- Walt Disney World Resort Golf
- Disney Springs
- Magic Kingdom Park
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club






