Family-friendly holiday rentals in Kissimmee

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.

4.97 out of 5 average rating, 196 reviews

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

4.94 out of 5 average rating, 220 reviews

A vibrant themed bedroom features illuminated decorations and a spacious bed adorned with colorful bedding. A private pool area is visible, showcasing illuminated water and seating. The surrounding landscape includes tropical palm trees, enhancing the outdoor ambiance. A game room with arcade machines adds an entertaining touch.

Townhouse in Davenport

No Airbnb Fees! Pvt Pool /Game Room/Resort! 274831

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 2270 sqft 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, 134 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!

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, 106 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

4.98 out of 5 average rating, 126 reviews

A themed recreation room features vibrant blue walls reminiscent of an icy landscape, complete with characters from the Frozen movie. Adjacent is a space-inspired area decorated with planetary scenery and bright purple lighting. A premium pool table and arcade machines enhance the entertainment space.

Home in Four Corners

Dream Family Experience w/Star Wars & Lightyear Rm

Experience the magic of Disney World and the very best of Orlando from the comfort of this luxury private resort! Conveniently located in ChampionGate Resort Phase III, enjoy the the resort style amenities or explore the world class attractions in Orlando and Kissimmee. Minutes from Disney World, Universal Studios, Sea World, Premium Outlet Malls, and beyond! This modern retreat is focused on providing an unforgettable and exceptional family centric vacation experience!

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.

4.94 out of 5 average rating, 123 reviews

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.

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.

4.97 out of 5 average rating, 112 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

4.86 out of 5 average rating, 661 reviews

The screened-in pool area features a sparkling blue pool with a connected hot tub, surrounded by lush palm trees and a wooden privacy fence. Sunlight filters through the overhead lattice, creating a bright and inviting atmosphere.

Guest suite in Kissimmee

Private Studio in POOL home

Hello travelers! 😀 We offer a portion of our smoke-free home with a King sized bed, a large private bathroom with a Jacuzzi tub, and a Harry Potter play area accessed by rock climbing wall. The mini kitchen has a microwave, bread toaster, coffee maker, and refrigerator. There's an internet TV in the area with access to Roku. The pool and garden areas are shared with my family and another set of travelers. We are happy to offer our studio to travelers.

The image displays a resort landscape featuring various pastel-colored buildings surrounding a large pool area. A view of the tranquil lake is visible, with numerous palm trees and lounge chairs positioned near the water. The highlighted apartment is located on the second floor of one building.

4.97 out of 5 average rating, 394 reviews

Gorgeous❤️ Pool & Lake View Condo near Disney Parks

Welcome to Runaway Beach Club — your peaceful escape just minutes from the magic! With airy high ceilings and Key West-style decor, you’ll feel at home the moment you walk in. Whether you’re visiting theme parks or just want to relax, this cozy retreat is tucked away from the chaos but close to everything. Perfect for couples, small families, or business travelers. Book your stay and unwind in your own private slice of paradise!

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, 128 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).

A Star Wars themed bedroom features two twin beds with themed bedding. A decorative quilt with a pattern of star fighters is placed over one bed, while the other is dressed in a space-themed cover. A bedside table holds a lamp shaped like a lightsaber, with blue walls adorned with framed artwork.

4.92 out of 5 average rating, 176 reviews

Themed Resort Condo | Pool | Spa | Mins to Disney

The Magic Galaxy – an affordable 3 bedroom, 2 bath condo in the gated Windsor Palms resort, known for its cleanliness and thematic charm. The retreat features themes from Star Wars, Mickey Mouse, Jurassic World, and Harry Potter. Enjoy resort amenities like a pool, spa, splash pad, courts for basketball, tennis, and volleyball, a movie theater, game room, gym, Tiki bar and grill, and a sundry shop.

A children's bedroom features a vibrant underwater theme, with blue walls and colorful murals depicting marine life. Bedding includes a twin-over-twin boat bunk bed and a separate twin bed. Decorative elements like shells and a net create a playful atmosphere, while curtain-filtered light adds a soft glow.

5 out of 5 average rating, 129 reviews

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

Popular amenities for Kissimmee family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An airy living space is highlighted by high ceilings and large windows, allowing natural light to fill the room. Comfortable seating is arranged around a contemporary coffee table, with a stylish area rug underneath. The kitchen area is visible in the background, featuring modern finishes.

5 out of 5 average rating, 112 reviews

Spacious retreat w/ themed- rooms, pool & hot tub

An aerial view of the community water park features vibrant water slides and a children's water play area. Lounge chairs are arranged around the expansive pool, surrounded by lush greenery. Additional seating is provided near the water slides, creating an inviting space for relaxation and fun.

4.85 out of 5 average rating, 195 reviews

Heated Waterpark 10 mins to Disney in Windsor Hill

4.85 out of 5 average rating, 115 reviews

Flat in Kissimmee

2 BD/2BA 1st Floor Unit - Storey Lake (3120-106P)

A vibrant kids room features a custom Mickey Mouse mural on the walls, with a bold red bunk bed, playful carpet, and a cozy seating area. Light filters through two windows adorned with themed drapes, enhancing the fun atmosphere for children.

4.93 out of 5 average rating, 161 reviews

Family stay w/ pools & game room

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, 139 reviews

Game & Theater Room, Castle Bunks, Pool & Spa

Superhost

The image displays a sprawling resort area featuring a winding lazy river surrounded by tropical landscaping. Water slides can be seen adjacent to the pool area, with palm trees interspersed throughout. Various lounge chairs and shaded seating arrangements are visible, promoting relaxation.

Flat in Kissimmee

4.87 out of 5 average rating, 259 reviews

Free Water Park luxury 2 Bd Condo near theme parks

4.98 out of 5 average rating, 122 reviews

The image showcases a vibrant collage of the villa's features. The top left displays a colorful Encanto-themed bedroom with a playful bed. The top right features the modern living area with large windows and comfortable seating. The bottom left presents a private pool area, and the bottom right highlights a Mario-themed game room with arcade games.

Villa in Davenport

Magical 5BR Family Vacation Villa

Villa in Championsgate Village

The image displays four distinct sections of Sky Lantern Manor. A vibrant kids' room with a whimsical design is featured. An indoor theater is shown with plush seating. An outdoor view reveals a private pool surrounded by a lanai. A game room is highlighted with colorful LED lighting.

4.96 out of 5 average rating, 108 reviews

Walk2Clubhouse|Pool Movies|Arcade|Theater|Themed

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 120 reviews

Sleeps 17 | Pool + Game Room | Only 400' to Resort

4.97 out of 5 average rating, 402 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 Resort Condo near Disney and Universal

4.89 out of 5 average rating, 229 reviews

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

4.86 out of 5 average rating, 193 reviews

A resort-style pool area features a winding lazy river surrounded by palm trees and lounge chairs. A slide is visible, leading into the refreshing water, which has a depth marker of 3 feet. The vibrant blue inner tubes are arranged alongside the pool for guest use.

Home in Four Corners

Luxury 4 Bdr~Private Pool at Champions Gate

Superhost

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, 108 reviews

Fantasy World Jurassic Park Villa, Free Water Park

A modern living area is presented with a dining table and four chairs positioned beside a kitchenette. A green sofa adds a pop of color, while large windows provide ample natural light. The space opens to a bedroom area, creating an inviting atmosphere.

4.89 out of 5 average rating, 405 reviews

Family Apartment Near to Disney Orlando Universal

4.97 out of 5 average rating, 137 reviews

An outdoor dining area features a large, custom-built wooden table surrounded by black chairs. Blue plates and glassware are meticulously arranged for an inviting meal. A bright blue pool glimmers in the background, enclosed by a mesh screen to ensure privacy.

Villa in Kissimmee

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

Two lounge chairs are positioned beside a heated pool, overlooking a serene lake. A pink flamingo pool float rests nearby. The outdoor area includes a large umbrella for shade, creating a peaceful space for relaxation.

4.89 out of 5 average rating, 101 reviews

Dreamy Waterside Villa | Heated Pool & Near Disney

Family-friendly home rentals with a pool

A vibrant children's room features a playful Mario-themed mural with bright colors and soft lighting accentuating the décor. A spacious bed with a green blanket is framed by yellow curtains. The lower section includes a cozy seating area with a red table, inviting play and relaxation.

4.92 out of 5 average rating, 78 reviews

2389 RT - 4BD/ 3BA - Brand New Amazing Disney Home

The themed bedroom features twin beds, designed to resemble spaceships, with bold, illuminated accents. A wall mural depicts a starry sky, while nearby, a gaming machine displays a classic arcade setup, creating an immersive atmosphere for guests.

4.98 out of 5 average rating, 61 reviews

Amazing Friends 5BR+Private Pool+Lazy River

A colorful mural of a train enhances the living room's ambiance, complemented by a large sectional couch. Adjacent, a vibrant LEGO-themed bunk bed room features bright wall colors, inviting playful interactions. An underwater mural decorates another space, showcasing immersive coral designs, enhancing the magical atmosphere.

5 out of 5 average rating, 92 reviews

Kids Dream Themed Home! Near Disney/Universal ºoº

4.93 out of 5 average rating, 14 reviews

2025 NEW 9Bedrooms Solara/ Sleeps 24/ LED Pool TV

A whimsical children's bedroom features a train-themed bunk bed with a vibrant yellow slide. The walls are decorated with a mural depicting a lush landscape, complemented by cartoon elements. A 50” Roku TV is mounted on the wall, while colorful bedding enhances the playful atmosphere.

4.91 out of 5 average rating, 57 reviews

Mickey Train Bed, Free Waterpark, 10 min to Disney

5 out of 5 average rating, 15 reviews

Luxury Home | Pool, Spa | Game Room | Golf View

4.98 out of 5 average rating, 55 reviews

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

An entertainment space is adorned with a galaxy-themed ceiling and cosmic wall art. A spacious white sectional sofa is positioned for relaxation, while various game tables, including a pool table and air hockey, are available for fun. Dark curtains frame the room, enhancing its cozy atmosphere.