Family-friendly holiday rentals in Kissimmee

4.98 out of 5 average rating, 200 reviews

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

The image displays various areas of a vibrant house, including a themed bedroom with bright blue walls and a chandelier, a private pool surrounded by palm trees, and a game room featuring arcade machines and a foosball table. A BBQ grill is visible near the pool.

4.94 out of 5 average rating, 185 reviews

No Airbnb Fees! Pvt Pool/ Game Room/ Resort 273441

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 2,490sqft house and discover a private pool, BBQ and a 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!

4.99 out of 5 average rating, 138 reviews

A themed game room showcases a Batman-inspired design with a bright yellow slide leading to a two-level play area. An air hockey table is positioned prominently, surrounded by stylized dark walls, creating an immersive gaming environment.

Villa in Kissimmee

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!

A colorful kids' retreat features vibrant, themed wall art depicting racing characters against a bright, rainbow backdrop. A flat-screen TV is mounted on the wall, and a multi-drawer storage unit is positioned nearby. The room is designed to inspire imagination and enjoyment.

4.94 out of 5 average rating, 114 reviews

*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

Home in Championsgate Village

The game room features a vibrant blacklight theme with neon accents. There are various arcade games, including a basketball game and air hockey table. The floor is decorated with playful, glowing images. This space is designed for family entertainment.

4.97 out of 5 average rating, 111 reviews

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

Townhouse in Four Corners

4.96 out of 5 average rating, 176 reviews

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.

4.93 out of 5 average rating, 99 reviews

The dining area features a modern table set with grey chairs, adorned with red napkins and dishes. A large mural of Mickey Mouse adds a playful touch to the wall. The kitchenette, equipped with sleek white cabinets and appliances, is visible in the background.

Home in Four Corners

Mickey and Donald

The Mickey and Donald house was decorated with joy and friendship in mind, mainly featuring Mickey, Minnie, Donald, and Daisy. Each area of the house is cute, stylish, and fun; Some of the highlights include the adorable Donald and Daisy bedroom, and the gorgeous Mickey Mouse mural in the dining area.There’s something for everyone in the family in this vibrant house that is sure to make for many happy vacation memories, also a equipped kitchen, laundry and free access to 2 clubhouses.

A vibrant gaming area features a large wall mural of Mario characters, with Bowser prominently displayed. A console with colorful buttons invites interaction, paired with a large screen showcasing gameplay from Super Mario Bros. 3. The playful design appeals to children.

5 out of 5 average rating, 119 reviews

New Near Disney Lake View Pool Mario Sleeps 10

Disney Lakeview Haven is a newly updated 5 bedroom townhome featuring a relaxing modern BOHO design, 3 themed rooms (Mario, Frozen, and Star Wars) with amazing murals and play features for kids, 2 King bed master suites, and a private rear patio and splash pool with colored string lights. Located in Storey Lake resort which is known for quick access to Disney outside of the Disney resorts on Osceola Parkway which has little to no traffic and is a relaxing ride to the parks.

A private pool area is enclosed by a screened patio, featuring a hot tub and space for lounging. The vibrant colors of the themed rooms are visible, showcasing unique decor and playful designs that appeal to families. Soft lighting highlights the inviting atmosphere throughout the home.

4.96 out of 5 average rating, 116 reviews

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

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.

5 out of 5 average rating, 241 reviews

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.

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.

4.99 out of 5 average rating, 138 reviews

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).

4.83 out of 5 average rating, 617 reviews

A pool area is enclosed by a screened structure, featuring a sparkling blue pool with a connected hot tub. Tropical palm trees are visible in the background, adding a touch of greenery to the tranquil setting.

Guest suite in Kissimmee

Private 2 bedroom w/bathrm in portion of POOL home

Hello travelers! 😀 We offer a portion of our home with a private entrance off the pool area. Your area has 2 bedrooms with queen beds and internet TVs and a private bathroom. The mini kitchen has a small refrigerator, a coffee maker, microwave and a bread toaster. Please note the pool is shared with my family and another set of travelers. We offer our home to travelers only-we do not accept local reservations.

Popular amenities for Kissimmee family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A serene backyard pool area is enclosed by a screened lanai, featuring two lounge chairs adorned with vibrant blue and green cushions. Lush greenery and trees are visible beyond the pool, enhancing the peaceful view. The clear water reflects the cloud-dotted sky.

4.96 out of 5 average rating, 174 reviews

4 bedroom, south facing pool 3 miles to Disney

An expansive pool area is surrounded by palm trees and lounge chairs, with colorful umbrellas providing shade. A large water slide is visible in the background, complemented by vibrant buildings under a clear blue sky.

4.81 out of 5 average rating, 151 reviews

Perfect FantasyWorldClub NrDisney Amzing Amenities

A screened patio features a well-lit spa and a inviting south-facing pool, surrounded by a spacious paver area. A lounge chair with colorful cushions is positioned nearby, alongside a seating arrangement with chairs and a small table, offering views of the tranquil waterfront.

4.97 out of 5 average rating, 105 reviews

Waterfront 8Br5Ba Game Room/Pool/Spa/Office Space

The spacious living area features comfortable seating arrangements, large windows, and a decorative area rug. The view leads to the private screened-in pool, providing a seamless indoor-outdoor experience. The room is illuminated by natural light and complemented by a modern ceiling fan.

4.99 out of 5 average rating, 142 reviews

Game & Theater Room, Castle Bunks, Pool & Spa

The open living area features a contemporary design with a curved sofa in neutral tones, two blue accent chairs, and a glass coffee table. A textured area rug complements the decor. Large windows allow natural light to illuminate the space, enhancing the connection to the outdoors.

4.88 out of 5 average rating, 214 reviews

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

4.8 out of 5 average rating, 245 reviews

Aerial view of the resort’s expansive pool area features a lazy river, multiple waterslides, and designated lounge spaces among lush landscaping. Vibrant blue poolside chairs are arranged around the large pool, while various amenities and activities are visible in the surrounding area.

Apartment in Kissimmee

*Water park!*Resort Villa! close to parks!

A bright dining area with a large table set for meals overlooks a modern kitchen with amenities, including stainless steel appliances. A cozy bedroom features a bed adorned with black and red accents. An aerial view displays a vibrant resort pool area with water slides and lounging spaces.

4.92 out of 5 average rating, 378 reviews

Waterpark, Mini Golf, Batting Cage | Near Disney!

A playful bedroom features a bunk bed framed by vibrant dinosaur murals and soft green lighting. The room combines adventure and comfort with a cozy seating area and themed decor, creating an engaging space for families.

4.72 out of 5 average rating, 116 reviews

Fantasy World Jurassic Park Villa, Free Water Park

Family- and pet-friendly home rentals

A private pool area is showcased, featuring a spacious pool with an integrated spa. The space is illuminated with soft purple lighting, enhancing the tranquil atmosphere. The screened enclosure provides protection while allowing views of the surrounding greenery.

4.87 out of 5 average rating, 107 reviews

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

4.99 out of 5 average rating, 139 reviews

A private pool area is illuminated in a soft green hue, surrounded by a screened enclosure. Comfortable lounge chairs are positioned nearby, with a table set under an umbrella. String lights create a warm ambiance as the evening sky darkens.

Villa in Davenport

Magical Disney House-Pool & Hot Tub,Free Waterpark

4.9 out of 5 average rating, 105 reviews

Disney-themed, Private Pool with heat, King Bed!

4.97 out of 5 average rating, 414 reviews

A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.

Apartment in Orlando

Waterfront Condo minutes to Disney & Universal

4.86 out of 5 average rating, 429 reviews

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!

A screened-in pool area is illuminated by string lights, offering a serene view of the lake at sunrise. The inviting pool features floating noodles, and the surrounding space is bordered by greenery, enhancing the tranquil atmosphere.

4.88 out of 5 average rating, 209 reviews

Disney & Universal Retreat| Heated Pool | Fire Pit

4.92 out of 5 average rating, 133 reviews

Disney Retreat w/ Private Splash Pool + Game Room

4.85 out of 5 average rating, 120 reviews

The exterior of the Westgate Vacation Villas showcases an elegantly designed building with multiple levels. Soft lighting from street lamps illuminates the entrance. Rows of golf carts are parked in front, surrounded by manicured landscaping and palm trees under a clear blue sky.

Apartment in Kissimmee

Westgate Vacation Villas - 1 Bedroom

Family-friendly home rentals with a pool

A vibrant bedroom corner is adorned with a large mural featuring a character in a flowing purple gown, surrounded by lush green trees. The walls are designed to resemble a castle, with blue accents reflecting a fairytale theme.

5 out of 5 average rating, 29 reviews

Top Disney Home, as reviewed by our guests.

A game room is featured with a cozy sectional sofa and neon lighting. A virtual golf putting area is visible, with several balls positioned near a hole. A flat-screen TV displays a gaming interface, while a glass table with a gaming console adds to the entertainment setup.

4.95 out of 5 average rating, 92 reviews

Luxuria Homes - Pool | Game Room | Themed Rooms

4.94 out of 5 average rating, 16 reviews

2319 7BD Beautiful Family Home with Private Cinema

5 out of 5 average rating, 20 reviews

A vibrant game room is filled with colorful decorations, featuring foosball and a playful slide among various activity areas. A stylish bedroom is highlighted by a spacious bed and contemporary wall design. A castle-themed play area with colorful towers invites imaginative play.

Home in Clermont

2026 NEWThemed 08 Bedrooms At Windsor Cay

4.95 out of 5 average rating, 150 reviews

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

4.97 out of 5 average rating, 36 reviews

The living area features a vibrant seating arrangement with plush, deep pink tufted chairs and a soft area rug. A sleek silver side table complements the seating. A large wall-mounted TV displays an image of a serene waterfall, enhancing the space's calming ambiance.

Home in Four Corners

Reunion Village Hideaway

A themed room inspired by Ice Age features creative ice-like decor and a cartoon mural depicting characters from the franchise. The room includes a slide and recessed lighting, providing a playful atmosphere. Cozy bedding and a textured carpet surface enhance the inviting space.

4.97 out of 5 average rating, 72 reviews

STOP! 8BR Game Loft + Pool Home – 4469