
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 5,840 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $44 AUD per night before taxes and fees

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

Pet-friendly accommodation
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

Wi-Fi availability
5,820 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.

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!

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!

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!

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

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!

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.

4BR Disney & Universal Themed Villa Reunion Resort
Welcome to our newly remodeled 4BR/4BA luxury villa in Reunion, designed for families and groups seeking comfort, style, and a magical Orlando escape. Enjoy brand-new furnishings, modern finishes, Toy Story and Mickey themed bedrooms, a spacious open living area with massage chair, and a fully equipped game room featuring air hockey, arcade basketball, and PlayStation. Relax in your private screened pool with optional heating after unforgettable park days.

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!

Mickey Fantasia Family Friendly w/accessibility
This home was designed with the idea of imagination in mind. Imagination can take you to places you otherwise could have only dreamt of being in; Walt Disney himself said, "If you can dream it, you can do it". The vibrancy and life that fills this house represents imagination. When you set foot in this house, the real world fades away. Here, life can be a rainbow. People of all abilities are welcome to sing, dance, and have fun here.

Disney-Themed Home w/ Game Room & Private Hot Tub!
Welcome to our beautiful home in Solterra Resort, a new luxury gated community located in Orlando, just 22 minutes from all Disney theme parks! Enjoy a recreation-rich lifestyle with majestic amenities including a Lazy River, open daily with over four rolling acres of tropical recreational space including swimming, tennis, a jacuzzi, a big waterslide, and even a poolside restaurant!

Magical Disney Family Escape with Pool & Game Room
OpenAGetaway Properties invites you to experience an immersive, family-friendly getaway at Mickey House. *Newly remodeled villa *Private villa pool *Superhero-themed arcade room *Desirable Windsor Resort Neighborhood *5 minute walk to the full-service resort & clubhouse

Disney Villa | Arcade + Pool | No Cleaning Fee
• Near Disney • Near Universal • Private Pool • Hand-Painted Murals • Private Arcade • Resort Amenities • Super Fast WiFi • Super Villa • Corner Property • 2 King Beds • Stocked Kitchen • Comfortably Sleeps 11
Popular amenities for Kissimmee family-friendly rentals
Family-friendly home rentals with a hot tub

Themed Rooms, Pool, Theater & Arcade | Sleeps 22

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub

Themed Disney Villa | Pool | Arcade | Resort ºoº

Game & Theater Room, Castle Bunks, Pool & Spa

DisneyTheme Storey Lake Resort Pool/Spa/BBQ6Br/5b

Spectacular! Disney/Universal Themed Home

House by the Mouse: Something for Everyone!

*NEW* Space Odyssey: Pool, Spa, Cinema, Games+PS5
Family- and pet-friendly home rentals

Villa Resort Club

Magical Disney House-Pool & Hot Tub,Free Waterpark

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

8Bd 4K Movie Theater 155 Inch Screen Pool & Spa

Spectacular Lake View - Game Room- Close to Disney

5BR Mario& Princess Peach•Pool•Theater•Free Resort

*Hibiscus Hideaway* Minutes to Disney+Free Resort!

Kid-Approved Stay – Pool, Parks & Themed Rooms!
Family-friendly home rentals with a pool

7 BD/ 7 BA/ Solara Resort (2327 SR)

Stylish Home with Pool Hot Tub and Parking

Luxury 7BR Orlando Villa | Pool, Spa & Game Room

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

Gorgeous 5BR at Encore Resort next to Disney - 305

2787 Storey Lake new Near clubhouse pool & spa

New! Dickie's Dream Reunion

Premium 9BR Pool Home at Solara 87SA
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $229 AUD | $241 AUD | $255 AUD | $226 AUD | $199 AUD | $216 AUD | $229 AUD | $202 AUD | $181 AUD | $190 AUD | $213 AUD | $255 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
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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
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Camping World Stadium
- Epcot
- Universal's Volcano Bay
- Kia Center
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- University of Central Florida
- Old Town
- ESPN Wide World of Sports
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- Tinker Field
- Aquatica
- ICON Park
- ChampionsGate Golf Club







