
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.

No Airbnb Fees! Pvt Pool & SPA / Game Room 272951!
Unable to book this house? Don't worry! Check my profile for similar homes that might suit your needs. WE HAVE 24/7 CUSTOMER SERVICE! Tired of visiting the parks every day? Step inside of this thematic 3117 sqft house and discover a private pool, SPA, BBQ and a game room specially designed to entertain your family and keep the fun going. Enjoy the resort's clubhouse with a restaurant, pool with water slide, lazy river, gym, playground and a tennis court. Experience the vacation of a lifetime!

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!

Themed Disney Villa | Pool | Arcade | Resort ºoº
Stay in a luxury Disney-themed home just minutes from the parks. Perfect for large families and groups, this spacious retreat features a private heated pool and spa, outdoor kitchen with free propane, Mario Kart arcade game room, themed bedrooms, gourmet coffee, fast WiFi, smart TVs, and premium streaming. Enjoy full Windsor Island Resort access with a water park, lazy river, slides, and clubhouse. Loved by guests with over 100 5-star reviews. Let us give you a vacation within your vacation.

Magical Pool Villa-close to Disney Game/movie Room
The magic starts the moment you walk through the door—and the memories will last a lifetime! ✨ Our themed vacation home features Mickey Mouse, Toy Story, Frozen, Star Wars and Minion rooms with motion-activated songs, UV artwork, and LED lighting. Enjoy a private pool with color-changing lights, BBQ area, sun loungers, and a fun-filled game room with air hockey and arcade games. Designed to delight kids and adults alike with immersive sights, sounds, and magical details throughout the home!

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!

Dream Vacation | Sleeps 18 | Themed Arcade & Rooms
Experience the magic of Disney World, Universal Studios, and the very best of Orlando from the comfort of this luxury private resort! Conveniently located in Storey Lake Resort, enjoy the the resort style amenities or explore the world class attractions in Orlando and Kissimmee. Minutes from Disney World, Universal Studios, Sea World, Premium Outlet Malls, and beyond! This modern property is focused on providing an unforgettable and exceptional family centric vacation experience!

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!

Waterfront Wizarding Near Universal's Harry Potter
This spellbound stay, situated in the prestigious Lake Berkley Resort, boasts lake views & private pool. With 6 bedrooms, 3 bathrooms, well equipped kitchen & comfy living spaces, this thematic home is ideal for families & friends seeking an immersive vacation. A 10min drive to Disney, 15min to Sea World & 20min to Universal's Wizarding World of Harry Potter, this magical manor provides a convenient home base for exploring Orlando's famous attractions.

Luxury 7BR Orlando Villa | Pool, Spa & Game Room
Experience the magic in this luxury villa just 10 mins from Disney! Enjoy themed kids' rooms (Moana, Harry Potter, Star Wars), a Donkey Konggame room, private pool & spa, and full access to Windsor at Westside’s resort amenities—lazy river, water park, arcade, and more. Perfect for families or groups looking for fun, comfort, and convenience in the heart of Orlando.
Popular amenities for Kissimmee family-friendly rentals
Family-friendly home rentals with a pool

Fully themed, free arcade, south facing pool & spa

Themed Rooms, Pool, Theater & Arcade | Sleeps 22

4 Bedrooms/ 4.5 Bathrooms/ Solara Resort (2331DS)

Gorgeous 5BR at Encore Resort next to Disney - 305

Your Dream Vacation—Disney Magic Brought to You!

Dazzling 9 BR+Brand New MARIO KART @ Champion Gate

Premium 9BR Pool Home at Solara 87SA

The Eights House by Disney. Themed Island Dream
Family-friendly home rentals with air conditioning

New and Unique Disney Airbnb!

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

10BR Theater Pool Little Mermaid Alice 16295

2787 Storey Lake new Near clubhouse pool & spa

New! Dickie's Dream Reunion

Disney | Lake House | Gameroom | Theater | Pool

4BR/3BA Townhouse w/ Private Pool in Storey Lake

Luxury Home sleeps 28 - Games, Swimming, theatre
Family-friendly home rentals with a hot tub

Mickey Fantasia Family Friendly w/accessibility

Brand New 12br/33 ppl-Pool/Arcade/Theatre

Resort Home 3.5 miles to Disney with home theater

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

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

Spectacular! Disney/Universal Themed Home

House by the Mouse: Something for Everyone!

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







