
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.

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 kids’ bedrooms—a Toy Story adventure and a Moana-inspired tropical escape—guaranteed 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

3121-402 Resort Lake View Disney Universal Orlando
Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 7 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES. Gated Resort with Security 24/7 & Self check-in!

Near Disney/Baby Friendly/Water Park/Mini-Golf/Gym
Welcome to your stylish, themed vacation home in one of the most popular resort communities in the Four Corners/Championsgate area just 15 minutes away from Disney World and close to other local theme parks. The home is crafted with love for your enjoyment & comfort. This beautiful townhome has 3 bedrooms, 2.5 bathrooms, all new furniture, and super fast 1 Gbps internet speed. You will have free access to a large beach-entry pool, kids water park, beach volleyball, mini-golf, arcade, and gym.

Heated Waterpark 10 mins to Disney in Windsor Hill
Welcome to Windsor Hills' Gated Vacation Community! Perfect for an adventurous family vacation or a relaxing getaway in the sun. I am excited to host your stay. Your unit is located on the 3rd floor. Get a quick exercise and hike up (39 stairs) to the front door or catch a break and use the elevator located on the ground level. Once inside, enjoy the newly remodeled 2Bdr, 2Bth condo, fully equipped to accommodate your stay. We are a PET and SMOKE-FREE property. Additional cleaning fee applied.

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

Mordern Family Retreat on Championsgate | Disney
Ideally situated at the doorstep of Disney, this beautiful gated community is thoughtfully designed for unforgettable Florida vacations. Perfect for families, friends, or group getaways, the residence boasts a chef-style island kitchen, elegantly appointed dining and living spaces, a private screened lanai, and a serene plunge pool. Just a short stroll away, enjoy exclusive access to resort-style amenities including a sparkling swimming pool and a vibrant splash pad for children.

Magical 2 themed pool 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.

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).

Lazy River & Waterslides | Close to Disney | MT#2
Stay at our Mouse Townhouse #2 just minutes from Disney World & steps from restaurants & stores. Your reservation will give you access to the resort’s amenities for up to 6 people without an additional charge! ✪AMENITIES✪ FantasyWorld amenities include: -Lazy river -Water slides -Heated pools -Pool bar -Splash pad -Jacuzzi -Gym -Picnic & BBQ areas -Playground -Arcade -Batting cages -Sports courts & more

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

3BD/3BA Themed House Near Disney
Welcome to our charming 3-bedroom, 3-bathroom house, thoughtfully created to create magical moments for your entire family! Immerse yourself in our themed rooms, each capturing the magic of beloved stories like Happy Potter and Mickey Mouse. Accommodating up to 10 guests, your Disney adventure starts here! The following extra services include additional costs: Grill Early Check-in Late Check-out
Popular amenities for Kissimmee family-friendly rentals
Family-friendly home rentals with a hot tub

5BR themed home w/ game room & pool

Private Villa near Disney & Universal W/Pool & Spa

Game & Theater Room, Castle Bunks, Pool & Spa

Sleeps 30 | 12BR Home | Custom Rooms

Townhouse - 5 miles to Disney!

DISNEY 🎉 Game rm, heated Pool, Spa, Lazy rvr, BBQ

5BR Family Vacation Villa w/Free Pool Heat

House by the Mouse: Something for Everyone!
Family- and pet-friendly home rentals

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

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

Waterfront retreat,KING Bed,Heated Pool & Fire Pit

Modern House with Private Pool Getaway Kissimmee

150 Inch 4K Movie Theater Pool & Spa sleeps 16

Lakefront Resort Condo near Disney & Universal

Dreamy Waterside Villa | Heated Pool & Near Disney

Luxury Encore Pool Spa Pets Game Rm Theater Gym
Family-friendly home rentals with a pool

2319 7BD Beautiful Family Home with Private Cinema

Amazing Friends 5BR+Private Pool+Lazy River

Kids Dream Themed Home! Near Disney/Universal ºoº

Paradise Suite

Luxury Game Room 12br 33 ppl Villa w/ Pool Spa

Brand New - 12br - Sleeps 30 - Theatre/Arcade/Pool

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

The Eights House by Disney. Themed Island Dream
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 129 | € 131 | € 138 | € 135 | € 118 | € 129 | € 141 | € 123 | € 111 | € 116 | € 122 | € 146 |
| 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 6,160 holiday rentals in Kissimmee

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

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

Holiday rentals with a pool
5,770 properties feature pools

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

Wifi availability
6,010 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
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Tampa Bay Holiday rentals
- House rentals Kissimmee
- Tiny house rentals Kissimmee
- Mansion rentals Kissimmee
- Rentals with lake access Kissimmee
- Beachfront rentals Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Rentals with outdoor seating Kissimmee
- Guest house rentals Kissimmee
- Serviced apartment rentals Kissimmee
- Resort rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Lakehouse rentals Kissimmee
- Rentals with breakfast Kissimmee
- Cottage rentals Kissimmee
- Waterfront rentals Kissimmee
- Hotel rentals Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Private suite rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with pools Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with beach access Kissimmee
- Beach house rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Cabin rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Flat rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with a kayak Kissimmee
- Holiday home rentals Kissimmee
- Rentals with a cinema Kissimmee
- Apartment rentals Kissimmee
- Villa rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with a sauna Kissimmee
- Family-friendly rentals Osceola County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Walt Disney World Resort Golf
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- Universal's Islands of Adventure
- Kissimmee Lakefront Park
- Ventura Country Club
- Shingle Creek Golf Club

