
Family-friendly vacation 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.

ThemedHome+NearDisney+Arcade+KingBed+WaterPark+Spa
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.

DISNEY 🎉 Game rm, heated Pool, Spa, Lazy rvr, BBQ
House for rent next to DISNEY Windsor at Westside features a grand 10,000 square foot resort clubhouse FREE FOR GUEST USE filled with amenities for active families that include multiple sports courts, children's playgrounds as well as a resort-style swimming pool and lazy river with splash water park. Tu Casa is an onsite restaurant and bar and there's even an ice cream shop to refresh yourself with some sweet treats. GAME ROOM- air hockey, basketball, themed rooms, billiards, designer bedrooms!

No Airbnb Fees! Pvt Pool /Game Room/ Resort.274231
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 beautiful 2,270 sqft house and discover a private BBQ, pool and 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, spa, 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!

*NEW*FREEwtrprk/5mins2disney/3Bdm/freebreakfast
Before exploring your vacation home- please click the heart and save us as a favorite!! This truly does help us be seen and is greatly appreciated. Plus, you can always find us when you are ready to book :) check out our website theprimrosewh and find us on IG MINUTES to DISNEY WORLD & US 192 with lots of restaurants/shops/walmart 1min. NEWLY renovated BRIGHT & VIBRANT 3 bed, 3 bath END UNIT townhome with private pool in the popular WINDSOR HILLS Closest townhome to the CLUBHOUSE steps away

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

Near Disney/Kid-Friendly/Disney-Themed/Water Park
Your magical vacation starts here! Just 15 minutes from Disney World, this beautiful, family-friendly home offers luxury, themed rooms, and fun, perfect for creating unforgettable memories. The home is located in the ChampionsGate area. It has 3 bedrooms, 2.5 bathrooms, modern furniture, and super fast internet. You will have free access to the Enclaves at Festival amenities center which features a large beach-entry pool, kids water park, beach volleyball, mini-golf, restaurant, and gym.

🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun
Welcome to Mickasita @ Windsor Hill's! Our condo is the ideal family vacation spot, conveniently located just minutes away from Disney World and all your desired attractions. During your stay, our whole-condo dehumidifier will maintain a comfortable and healthy level of humidity. Recently upgraded, our condo is sparkling clean and offers many resort amenities with the convenience of a home. You'll find new beds with fresh linens, flat-screen TVs, high-speed internet, a gym, and more.

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 :)

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.

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).

5 stars! waterpark! GameRm! Ariel Buzz StarWars
★ WELCOME TO IMAGINATION STATION★ Located centrally to Disney, SeaWorld, Universal Studios, Legoland & other attractions, this custom Disney-themed 5 bed/4 bath home has everything your family needs for a dream vacation! Enjoy all the free community amenities including resort style pool, spa, lazy river, mini golf, gym, and much more ✴ 9 miles to Disney World ✴ 23 miles to Universal Studios
Popular amenities for Kissimmee family-friendly rentals
Family-friendly home rentals with a pool

Amazing Themed 05 BRD/Pool at Windsor Westside

Top Disney Home, as reviewed by our guests.

Amazing Friends 5BR+Private Pool+Lazy River

Magic 12Bdrms At Paradiso Grande/Poolside LED TV

EPIC Fortress

Luxury Home | Pool, Spa | Game Room | Golf View

Luxe Disney Themed Home | Pool + Spa 8mi to Disney

4BR/3BA Townhouse w/ Private Pool in Storey Lake
Family-friendly home rentals with a hot tub

Getaway Cove Villa

5BR Home w/ Game & Themed Rooms at Champions Gate

Cinderella’s, 4 miles Disney, Pool • Spa • Games

Game & Theater Room, Castle Bunks, Pool & Spa

Dazzling 9 BR+Brand New MARIO KART @ Champion Gate

Adorable 2 bdr lakefront w/jacuzzi 5 min *Disney*

Resort Home 3.5 miles to Disney with home theater

Avenger's Retreat Near Disney
Family-friendly home rentals with Wifi

Family Pool Home w/ Game Room & Themes

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

NEW| Disney Theme | Heated Pool

Disney & Universal Family Fun Themed Villa w/ Pool

Star Wars & Harry Potter Villa with Pool-Hot Tub

Kid-Approved Stay – Pool, Parks & Themed Rooms!

Escape to Magic:Themed Rooms,Private Arcade & Pool

Themed 5BR Retreat w/ Pool, Game Room Near Disney
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,383 GYD | G$31,801 GYD | G$33,475 GYD | G$32,638 GYD | G$28,663 GYD | G$31,174 GYD | G$33,057 GYD | G$29,081 GYD | G$26,152 GYD | G$28,035 GYD | G$29,709 GYD | G$35,358 GYD |
| 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 vacation rentals that are family-friendly in Kissimmee

Total vacation rentals
Explore 6,160 vacation rentals in Kissimmee

Verified guest reviews
Over 230,820 verified reviews to help you choose

Pet-friendly vacation rentals
Find 1,000 rentals that welcome pets

Vacation rentals with a pool
5,770 properties feature pools

Rentals with dedicated workspaces
3,420 properties have a dedicated workspace

Wi-Fi availability
6,010 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
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- Family-friendly rentals Osceola County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town Kissimmee
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Ventura Country Club
- Shingle Creek Golf Club






