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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 €27 per night before taxes and fees

  • Verified guest reviews

    Over 251,460 verified reviews to help you choose

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    5,800 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

Top-rated family-friendly rentals in Kissimmee

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A family-friendly living area is presented with a large, comfortable sectional sofa facing a flat-screen TV. Adjacent, a vibrant children's bedroom features a whimsical Moana theme with a sandy beach mural, complemented by a canopy bed adorned with tropical accents. The ceiling displays playful elements, enhancing the kid-friendly atmosphere.
Apartment in Kissimmee

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

Indoor spacesKitchenParks

4.97 out of 5 average rating, 227 reviews
Top guest favourite
Home in Kissimmee

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!

KitchenFamilyAmenities

4.9 out of 5 average rating, 128 reviews
Top guest favourite
A home cinema room features a large flat-screen TV displaying a film scene. The walls are painted blue and red, and plush seating is arranged in front of the screen. Decor includes framed posters and a Mickey Mouse silhouette, creating an engaging entertainment space.
Villa in Kissimmee

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

"Guest favorite" - This home is in the top 5% of eligible listings based on ratings, reviews, and reliability. Comfort and Space in an Elegant home with a lot of amenities, 4Bed/3Bath. Private Movie Theater, Game Room, Pool and Themed Rooms. A well equipped Kitchen, Laundry, 3 parking spaces, WiFi, Smart TVs. Located at Crystal Cove Resort, a gated community, close to Disney. Few minutes to Walmart, Target, Sams Club, Publix, Outlets, Restaurants, Disney, Sea World, OCCC, EPIC and Universal.

KitchenFamilyAmenities

4.87 out of 5 average rating, 457 reviews
Top guest favourite
Home in Davenport

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.

FamilyKitchenValue

5.0 out of 5 average rating, 145 reviews
Guest favourite
A home theater room is equipped with red stadium seating for eight, positioned toward a large screen displaying vibrant visuals. An arcade game machine is set beside the screen, with ambient blue lighting accentuating the dark walls, creating an engaging entertainment space.
Home in Kissimmee

Resort Home 3.5 miles to Disney with home theater

We welcome you to stay in our home located in the Windsor Hills community with a water park, slides, theatre and so much more! The house is just 3.5 miles from Disney’s Animal Kingdom. Our home has 6 large bedrooms including laundry in the home, an 8 seat home theatre, TVs in every room, a large swimming pool & spa with a large patio cover, plus a large kitchen fully equipped with everything you need for your stay. Please message us if you have any questions, we look forward to hosting you!

KitchenIndoor spacesGrill

4.86 out of 5 average rating, 159 reviews
Superhost
Apartment in Kissimmee

SpongeBob themed studio w/ pool & TV

Welcome to The Bikini Bottom Studio - a fully themed SpongeBob experience inside the Legacy Grand East Gate resort, just minutes from Disney. - Sleeps 4 | Studio | 2 beds | 1 bath - Fully themed SpongeBob studio w/ glowing jellyfish & character artwork - Resort pool, on-site laundry machines & complimentary Disney shuttle - 4 miles to Walt Disney World - ~10-min drive - Free parking, self check-in & long-term stays welcome - Mini-fridge, microwave & coffee maker for in-room convenience

Indoor spacesFamilyNearby

4.87 out of 5 average rating, 126 reviews
Top guest favourite
An air-conditioned game room features vibrant murals of superhero characters on dark blue walls, accented by glowing designs. An air hockey table and a multi-game arcade machine are visible, providing entertainment options for guests of all ages.
Villa in Kissimmee

Disney Family Villa | Pool + Arcade + Jetted Spa

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!

FamilyKitchenParks

4.95 out of 5 average rating, 121 reviews
Guest favourite
An aerial view showcases a resort-style pool surrounded by lounge chairs. A colorful water park with slides is located nearby, complemented by lush greenery and palm trees. Multiple buildings are visible in the background, offering a welcoming atmosphere for families.
Apartment in Kissimmee

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

FamilyIndoor spacesOutdoor spaces

4.85 out of 5 average rating, 189 reviews
Top guest favourite
A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.
Apartment in Orlando

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 :)

KitchenIndoor spacesBathroom

4.95 out of 5 average rating, 196 reviews
Guest favourite
The image showcases various themed sleeping areas within the vacation home. A Superhero Room displays colorful walls with superhero motifs, while the Princess Room features castle imagery. A cozy nook with a bunk bed is visible, alongside arcade machines that add to the playful environment.
Townhouse in Kissimmee

Magical Hideaway - 15 min to Disney - Storey Lake

Welcome to The Magical Hideaway! Bring your family an immersive experience into our Disney-themed vacation home in Storey Lake community. Our home includes a specially themed Princess and Superhero rooms. Dive into fun at the resort pool with a lazy river and water slides. Enjoy your own plunge pool and our photo-op green wall. Entertainment includes 4 Roku TVs, Disney board games, and puzzles. We've also got you covered with a stroller, crib, and highchair provided.

FamilyIndoor spacesNearby

4.91 out of 5 average rating, 157 reviews
Top guest favourite
A well-maintained exterior showcases a single-story house with a blue garage door and driveway, framed by a lush lawn and shaded trees. Inside, a bright living area is highlighted by modern decor and a large smart TV. A private screened pool is visible, surrounded by seating.
Home in Kissimmee

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!

Indoor spacesKitchenHeating

4.98 out of 5 average rating, 115 reviews
Guest favourite
Townhouse in Kissimmee

4BR/3BA Disney-Themed Townhome at Storey Lake

Step into luxury at this 4-bedroom, 3-bathroom modern townhome near Disney World in Storey Lake. The decor welcomes you to a spacious living area, leading to a fully equipped kitchen. Each themed bedroom is a delight for the kids, creating a magical atmosphere. Outside, a private pool awaits, perfect for relaxation. Immerse yourself in comfort and convenience, combining the magic of Disney with the sophistication of modern design in this delightful townhome.

KitchenFamilyWifi

4.86 out of 5 average rating, 101 reviews

Popular amenities for Kissimmee family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favourite
A vibrant games room is equipped with various arcade machines, including SpongeBob Racing. A massage chair is positioned nearby, while a theater room features plush seating. An outdoor space highlights a screened-in pool area surrounded by palm trees, visible through large windows.
Home in Kissimmee

Windsor Orlando Private Arcades,Theater,Pool-Spa

KitchenFamilyLaundry

4.99 out of 5 average rating, 256 reviews
Top guest favourite
The collage showcases various areas of the lakeside home. Highlights include a private patio dining set, a resort-style pool, a comfortable living space with a dining table, and vibrant bedrooms featuring bunk beds and colorful decor. The picturesque lake view complements the outdoor spaces.
Townhouse in Kissimmee

Lake View - 5 Miles to Disney!

FamilyIndoor spacesAccess

4.99 out of 5 average rating, 192 reviews
Guest favourite
A modern movie theater features a large 155-inch screen displaying a Disney logo, surrounded by plush recliners designed for comfort. The room is illuminated with soft blue lighting, creating a cozy atmosphere for movie nights or gaming sessions.
Villa in Kissimmee

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

KitchenFamilyLayout

4.86 out of 5 average rating, 148 reviews
Guest favourite
An aerial view highlights a vibrant pool area featuring a multi-loop waterslide. Surrounding the pools are shaded lounge chairs and umbrellas, with palm trees adding a tropical touch. The layout showcases a spacious lazy river and areas for relaxation.
Townhouse in Kissimmee

Free Waterpark, Fantasy World, The Mickey House

Indoor spacesKitchenValue

4.83 out of 5 average rating, 139 reviews
Guest favourite
Home in Kissimmee

6BR Family Fun Starts Here with Pool & Games 4354!

Indoor spacesKitchenHospitality

4.88 out of 5 average rating, 143 reviews
Top guest favourite
Home in Kissimmee

Dream Vacation | Sleeps 18 | Themed Arcade & Rooms

FamilyIndoor spacesCheckout

4.99 out of 5 average rating, 136 reviews
Guest favourite
A vibrant hallway is adorned with deep blue walls, featuring golden stars and a playful Mickey Mouse theme. A picture of Mickey Mouse in a wizard hat is displayed on the wall, complementing the themed decor. A stylish side table is positioned against the wall.
Villa in Four Corners

Mickey Fantasia Family Friendly w/accessibility

Indoor spacesFamilyOutdoor spaces

4.99 out of 5 average rating, 151 reviews
Guest favourite
Townhouse in Kissimmee

Close to Disney! Pools, Lazy River, Waterslides

FamilyKitchenCondition

4.9 out of 5 average rating, 430 reviews

Family- and pet-friendly home rentals

Guest favourite
A themed room dedicated to space adventure features two spacious beds adorned with blue and white bedding depicting popular characters. The walls are decorated with vibrant murals showcasing scenes from a galaxy far, far away. A ceiling fan and modern lighting add to the playful atmosphere.
Townhouse in Kissimmee

Disney Themed home with Private Pool & Lazy River!

Indoor spacesFamilyPets

4.95 out of 5 average rating, 128 reviews
Top guest favourite
The image displays the Summerville Resort sign, highlighting its proximity to Disney. A comfortable bedroom is shown, featuring two spacious beds and colorful wall art. An inviting patio area with outdoor seating is visible, alongside a community pool surrounded by lounge chairs and palm trees.
Home in Kissimmee

Comfy Family Villa|5min->Disney!

KitchenIndoor spacesCondition

4.87 out of 5 average rating, 128 reviews
Superhost
Townhouse in Davenport

NearDisney+Arcade+KingBed+Hot Tub+WaterPark

Indoor spacesFamilyLaundry

4.95 out of 5 average rating, 147 reviews
Guest favourite
Aerial view of the pool area shows vibrant water slides winding through landscaped surroundings. Multiple swimming pools can be seen, complemented by palm trees and open spaces. Sun loungers are arranged around the pools, offering ample relaxation spots for guests.
Flat in Kissimmee

Apartment in Four Corners

FamilyIndoor spacesLocation

4.9 out of 5 average rating, 109 reviews
Top guest favourite
The exterior of a single-story home is presented, featuring a paved driveway leading to a two-car garage. Lush green grass surrounds the house, and palm trees are positioned near the entrance. A colorful sunset sky provides a picturesque backdrop.
Villa in Kissimmee

Pet-Friendly Disney Theme 4BR•Heated Pool•Game Rm

KitchenFamilyPool

4.99 out of 5 average rating, 161 reviews
Guest favourite
Townhouse in Kissimmee

Thematic, New Townhouse, Private Pool, Clubhouse

FamilyKitchenLayout

4.8 out of 5 average rating, 261 reviews
Superhost
A vibrant outdoor area features a sparkling saltwater pool with fountain jets and colorful LED lighting. A large screen displays a movie, surrounded by lounge chairs. The area is enhanced by string lights and a cozy seating arrangement, creating an inviting space for relaxation and entertainment.
Villa in Kissimmee

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

KitchenFamilyParks

4.85 out of 5 average rating, 263 reviews
Guest favourite
Home in Kissimmee

Themed Resort Villa with Pool + Spa

Indoor spacesKitchenCheckout

4.95 out of 5 average rating, 116 reviews

Family-friendly home rentals with a pool

Guest favourite
Home in Davenport

Magical Pool Villa-close to Disney Game/movie Room

FamilyIndoor spacesLaundry

4.91 out of 5 average rating, 179 reviews
Top guest favourite
Apartment in Kissimmee

Magic Condo at a Resort Near Disney

FamilyKitchenAmenities

4.98 out of 5 average rating, 203 reviews
Guest favourite
Home in Davenport

Remodeled 5BR | Pool, Theater & Themed Rooms

Indoor spacesKitchenCleanliness

5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Kissimmee

4BR Disney & Universal Themed Villa Reunion Resort

FamilyIndoor spacesLocation

5.0 out of 5 average rating, 24 reviews
Guest favourite
Apartment in Kissimmee

2BR Villa Near Disney & Dining

FamilyKitchenCheckout

4.83 out of 5 average rating, 54 reviews
Top guest favourite
Home in Kissimmee

2026 NEW 7BR Pool Home Near Disney | Solara Resort

FamilyIndoor spacesCheckout

5.0 out of 5 average rating, 14 reviews
Guest favourite
A vibrant game room is filled with Mario-themed arcade machines featuring colorful graphics and interactive screens. Brightly colored carpet adds a playful touch, while a basketball game and other activities occupy the space. The walls are adorned with mural artwork inspired by popular video games.
Home in Davenport

Dazzling 9 BR+Brand New MARIO KART @ Champion Gate

FamilyKitchenDecor

4.93 out of 5 average rating, 97 reviews
Top guest favourite
Home in Kissimmee

Frozen/StarWars, FREE Waterpark, 10 min to Disney

FamilyIndoor spacesValue

4.98 out of 5 average rating, 48 reviews

When is the best time to visit Kissimmee?

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Avg. price€141€148€157€161€138€143€141€124€112€117€131€157
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

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