
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 5,830 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $52 NZD per night before taxes and fees

Verified guest reviews
Over 251,460 verified reviews to help you choose

Pet-friendly accommodation
Find 1,020 rentals that welcome pets

Holiday rentals with a pool
5,450 properties feature pools

Rentals with dedicated workspaces
3,340 properties have a dedicated workspace

Wi-Fi availability
5,800 of Kissimmee holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.

Top Floor, 3bd, FREE Clubhouse, Kids Room, Disney
*BRAND NEW CONDO* This penthouse vacation condo offers stunning pool views, accessible via an elevator, is ideally situated just moments away from Walt Disney World, restaurants and shops. Boasting 2 bedrooms, 1 KidsRoom and 2 bathrooms, it's the ultimate family retreat, ensuring a magical vacation. Inside, you'll find a dedicated Kids' Room and an exciting Arcade, while the kitchen adds to the fun with its unique features, including a Waffle bar and Popcorn corner for the whole family to enjoy!
FamilyIndoor spacesGetting around

Encanto at Emerald Island-Pool House by Disney
POOL HEATER OPTION!! Make some memories at this unique and family-friendly place. A guarded Resort- neighborhood awaits! As you enter this magical place you will fall in love with the unique landscaping full of palm trees surrounding the neighborhood. This secluded place has everything you need! 5 star location, security, private pool, and also a clubhouse with many activities for the young ones. You will be next to restaurants, shopping and more. Only 3 miles aways from Disney's exit & parks!
KitchenIndoor spacesLayout

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!
KitchenIndoor spacesCheckout

Free Waterpark, Fantasy World, The Mickey House
It is a beautifully decorated house located a few minutes from Disney, Universal Studios, Sea World, and other attractions. Close to restaurants, Walmart, Target, Publix, and other stores. It is a nice and fun resort, with free access to our gorgeous pool area, waterslides, lazy river, and sports courts. The pools and lazy river are heated and open all year long. Shuttle to major parks is available and must be paid separately at the front desk. Kids 3 years old and under ride free.
FamilyKitchenPool

Apartment in Four Corners
Escape to this stylish 2-bedroom, 2-bathroom condo, perfect for families or friends seeking a memorable getaway. Enjoy spacious living area, complete with a comfortable sofa bed, and a fully-equipped kitchen. Relax in luxury with a king-size bed and en-suite bathroom. Access at NO ADDITIONAL cost to world-class pools, a lazy river, and a fitness center . Enjoy complimentary Wi-Fi and parking Located in the heart of Champions Gate, Aprox. 15 mins to Disney Parks & 30mins to Universal
Indoor spacesKitchenDecor

5BR Disney Pool Villa | Arcade + Spa | Sleeps 11
Make your Disney vacation part of the adventure! 🏰✨ Our spacious 5BR villa sleeps 11 and is made for family fun. Enjoy your own private pool & jetted spa, an air-conditioned private arcade, and themed bedrooms with hand-painted murals. 🐭 Near Disney & Universal 🏊 Private Pool + Jetted Spa 🕹️ Private Arcade 🛏️ 5BR | 2 Kings | Sleeps 11 🏝️ Resort Amenities 👨🍳 Stocked Kitchen 🛜 Fast WiFi 🧹 No Cleaning Fee The perfect home base for park days, pool days & family memories!
Indoor spacesFamilyAmenities

WH Condo. Pool/Waterpark and close to Disney!
Take an elevator to unit 302 and witness beautifully decorated Disney themed rooms. Directly outside is a lovely pool and kid-friendly waterpark. All amenities included in cost: game room, theater, exercise room, tennis courts, play grounds, sand volleyball, putting green, basketball court and a marketplace and grill. Located 15 minutes to all 4 Disney parks and Sea World! Looking for more space? Check out our townhome also located in Windsor Hills at 7668 Fitzclarence
Indoor spacesKitchenAmenities

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 :)
FamilyKitchenCheckout

10 Minutes to Disney King Bed, Heated Pool, Arcade
✨ 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!
FamilyKitchenParks

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.
KitchenFamilyCleanliness

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!
Indoor spacesKitchenWi-Fi

*NEW* Space Odyssey: Pool, Spa, Cinema, Games+PS5
Stylish Design, Luxurious Comfort & Endless Entertainment, with a sprawling 2200 ft2 southwest facing pool deck & outdoor kitchen, no rear neighbors on a beautiful forest in the stunning 3.5 square mile Reunion Resort. You will have your own private pool with overflow spa, movie room, billiards - game room, 4 theme rooms: OUTER SPACE, MARVEL SUPERHEROES with a TUBE SLIDE, FROZEN II, HARRY POTTER CUPBOARD, PS5, within minutes to Disney.
Indoor spacesKitchenBathroom
Popular amenities for Kissimmee family-friendly rentals
Family-friendly home rentals with a hot tub

Storey Lake 10BR Villa Near Disney, Pool Waterpark
KitchenIndoor spacesView

Andy's Toy Chest at Resort Minutes from Disney!
Indoor spacesKitchenComfort

Mickey Fantasia Family Friendly w/accessibility
Indoor spacesKitchenOutdoor spaces

3BR Themed House 9 miles to Disney | in Resort 891
FamilyIndoor spacesOutdoor spaces

Disney-Inspired Suites • Game Room • Summerville
Indoor spacesKitchenPets

WaterPark+Arcade+KingBed+Hot Tub+NearDisney
FamilyIndoor spacesCondition

4m Disney • Pool • Spa • Cinderella Theme, Games
Indoor spacesKitchenCheck-in

Resort Home 3.5 miles to Disney with home theater
FamilyIndoor spacesValue
Family- and pet-friendly home rentals

4BRThemed/Pool/Near Disney/PetsOk/Free BBQ&Resort
KitchenFamilyCondition

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

OMG! Disney Area, Movie Theater, Game Room & Pool!
FamilyKitchenCheck-in

Disney 5BR • Private Pool Free Heat • Pet Friendly
KitchenIndoor spacesLaundry

Themed Illusion House •Waterfront •Private Pool
FamilyKitchenParking

4BD Deluxe nxt to Mickey
Indoor spacesKitchenOutdoor spaces

Harmony | Heated Pool | 10 min Universal & Epic.
Indoor spacesFamilyBackyard

Villa Resort Club
KitchenIndoor spacesHeating
Family-friendly home rentals with a pool

4BR Disney & Universal Themed Villa Reunion Resort
FamilyIndoor spacesSleep quality

Amazing Themed 07 Bedrooms at Solara Resort
FamilyIndoor spacesCleanliness

12BR Disney Beach house| Pool, Theater, Arcade
Indoor spacesFamilyHot tub

2319 7BD Beautiful Family Home with Private Cinema
FamilyIndoor spacesHot tub

304_Mickey's Slide & Chef Remy Escape
Indoor spacesFamilyAccuracy

2026 Themed NEW 08 Bedrooms At Solara Resort
Indoor spacesFamilyCleanliness

12BR Disney Luxury Retreat - Pool, Theater & Fun!
FamilyKitchenParks

Disney 10 Min · FREE Water Park · 2BR/2BA Condo
FamilyIndoor spacesAmenities
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $275 NZD | $289 NZD | $306 NZD | $313 NZD | $270 NZD | $278 NZD | $275 NZD | $242 NZD | $217 NZD | $228 NZD | $256 NZD | $306 NZD |
| 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
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Hollywood Holiday rentals
- Savannah Holiday rentals
- Jacksonville Holiday rentals
- Hilton Head Island Holiday rentals
- Key West Holiday rentals
- Cape Coral Holiday rentals
- Mansion rentals Kissimmee
- Luxury rentals Kissimmee
- Beachfront rentals Kissimmee
- Rentals with a sauna Kissimmee
- Lakehouse rentals Kissimmee
- Rentals with breakfast Kissimmee
- Resort rentals Kissimmee
- Cottage rentals Kissimmee
- Rentals with pools Kissimmee
- Waterfront rentals Kissimmee
- Townhouse rentals Kissimmee
- Villa rentals Kissimmee
- Beach house rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with a kayak Kissimmee
- Apartment rentals Kissimmee
- Cabin rentals Kissimmee
- House rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with beach access Kissimmee
- Pet-friendly rentals Kissimmee
- Hotel rooms Kissimmee
- Serviced apartment rentals Kissimmee
- Tiny house rentals Kissimmee
- Holiday home rentals Kissimmee
- Private suite rentals Kissimmee
- Guesthouse rentals Kissimmee
- Condo rentals Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Rentals with an accessible height bed Kissimmee
- Rentals with lake access Kissimmee
- Family-friendly rentals Osceola County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orange County Convention Center
- Orlando / Kissimmee KOA
- Epcot
- Universal's Volcano Bay
- Kia Center
- Camping World Stadium
- University of Central Florida
- Disney's Animal Kingdom Theme Park
- Tinker Field
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Old Town
- LEGOLAND Florida Resort
- ChampionsGate Golf Club
- ICON Park
- Disney's Hollywood Studios
- Aquatica
- Southern Dunes Golf and Country Club
- Universal's Islands of Adventure







