
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.

No Airbnb Fees! Home Pvt Pool/SPA in Resort 244381
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! Escape the routine of visiting the parks every day and step inside this themed house with 5 bedrooms, a private pool, a spa, a BBQ grill, and a game room specially designed to entertain your family. You can also have some fun at the clubhouse, which offers a bar/restaurant, a large pool with water slides, a lazy river, a spa, a gym, a playground, and a mini-golf

303_To Infinity & the Ocean Breeze Apartment
Welcome to your ultimate family getaway near Disney! This spacious 3-bedroom apartment is perfectly located just minutes from the magic of Disney. Designed with families in mind, it features two beautifully themed kidsâ bedroomsâa Toy Story adventure and a Moana-inspired tropical escapeâguaranteed to delight the little ones. Enjoy full access to an amazing waterpark, included free of charge, making every day feel like a vacation. Whether you're unwinding after a day at the parks or splashing th

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.

Waterpark, Mini Golf, Batting Cage | Near Disney
**Waterpark closed for maintenance from January 5th to February 5th, 2026** (See photo 7 in album for details) Located minutes from Disney World & steps from restaurants. Your reservation will give you access to the resortâs amenities for up to 6 people without an additional charge! âȘAMENITIESâȘ FantasyWorld amenities include: -Lazy river -Water slides -Heated pools -Pool bar -Splash pad -Jacuzzi -Gym -Picnic & BBQ areas -Playground -Arcade -Batting cage -Sports courts -Mini golf & more

đ Resort Condo | đą 2mi -> Disney | đŠ 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, youâll 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.

Kid-Approved Stay â Pool, Parks & Themed Rooms!
Give your family a stay theyâll never forget! Kids can rule their own Frozen kingdom or battle in a galaxy far, far away, while adults unwind after action-packed park days. â Themed kidsâ rooms â Frozen castle & intergalactic escape â Private splash pool for a refreshing break â Spacious & modern layout for families & groups â Prime location near Disney, dining & top attractions Donât miss outâbook Let It Go Galaxy before itâs gone!

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 pool

Amazing Themed 05 BRD/Pool at Windsor Westside

Getaway Cove Villa

Top Disney Home, as reviewed by our guests.

Amazing Friends 5BR+Private Pool+Lazy River

Mickey Train Bed, Free Waterpark, 10 min to Disney

EPIC Fortress

Brand New Themed House w Pvt GameRoom&Pool 2159871

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

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

Cinderellaâs Castle Pool âą Spa âą Games âą Pets OK

10 min Disney | Lakeview Hot Tub, BBQ | Game Room

Pool Movies|Water Park|Movie Theater|Arcade|Themed

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

It's too much like a elegant mini-hotel (6)

*Brand New!* Minutes to Disney + Free Resort!

Star Wars & Harry Potter Villa with Pool-Hot Tub
Family-friendly home rentals with Wifi

Spacious Villa! Free Arcade, Themed, Pool, Spa

Family Pool Home w/ Game Room & Themes

Luxuria Homes - Pool | Game Room | Themed Rooms

"Independent Golden Suite" Near the Disney Parks

Complete Disney themed home 5bed 3 1/2 bath

Fun Villa w/ Trampoline, Pirate Theme BR & Arcade

Free Waterpark|Game Room|Near Dis!

Escape to Magic:Themed Rooms,Private Arcade & Pool
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ïș©.ïș551 | ïș©.ïș558 | ïș©.ïș588 | ïș©.ïș573 | ïș©.ïș503 | ïș©.ïș547 | ïș©.ïș580 | ïș©.ïș510 | ïș©.ïș459 | ïș©.ïș492 | ïș©.ïș521 | ïș©.ïș621 |
| 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
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- Family-friendly rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town Kissimmee
- Walt Disney World Resort Golf
- 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






