Family-friendly vacation rentals in Kissimmee

4.96 out of 5 average rating, 112 reviews

The living room features a modern layout with a large television mounted on the wall, complemented by comfortable seating arrangements, including a blue sofa and a pink armchair. Natural light is invited in through sliding glass doors that lead to a balcony with outdoor seating.

Apartment in Kissimmee

3161-401 Resort Lake View Disney Universal Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 6 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!

Townhouse in Four Corners

4.96 out of 5 average rating, 162 reviews

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.

The image showcases a vibrant game room featuring various arcade machines beside a colorful wall design. A private pool and spa are visible outside through the screen-enclosed patio, along with a water slide. Themed bedrooms are subtly referenced in the montage.

4.92 out of 5 average rating, 101 reviews

No Airbnb fee! Home Pvt Pool/ Spa/Game Room 244301

Unable to book this house? Don't worry! Check my profile for similar homes that might suit your needs. WE HAVE A 24/7 CUSTOMER SERVICE! Escape the routine of visiting the parks every day and step inside of this brand new house with 3,014 sqft, 5 bedrooms, private pool&spa, and a game room specially designed to entertain your family. You can also have some fun at the Clubhouse, which offers a bar/restaurant, a big pool with water slides, a lazy river, a spa, a gym, a playground, and mini golf.

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, 194 reviews

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.

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, 105 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

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, 105 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.

4.98 out of 5 average rating, 119 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

5BR Family Vacation Villa w/Free Pool Heat

Professional Hosts & Guest Favorite Home! Immaculate and well equipped Stargazer Villas vacation home at Windsor Island Resort now featuring Pickleball Court! This central Florida villa has heated pool included for your family to relax in after a busy day at the parks. Family friendly, featuring Star Wars, Harry Potter, & Encanto themed bedrooms, and a new Mario World game room! Stargazer Villas provides the perfect place to create unforgettable memories with your family.

A vibrant pool area is showcased, featuring bright water play structures including a pink water umbrella and colorful fountains. Sun loungers and umbrellas in various colors surround the pool, with palm trees lining the background under a clear blue sky filled with fluffy clouds.

4.86 out of 5 average rating, 399 reviews

Gated community, 5 miles from Disney

Decorated prioritizing comfort for our guests, smart lock for a self check in. Our community is now part of Calipso Cay Resorts. All of our guests are allowed to cross over to all 3 properties including the big Holiday Inn side. 5 swimming pools in total, 3 hot spas, water slides, mini golf, basketball, tennis, volleyball, playground, rock climbing, and more. They also have a bar/lounge, a snack bar/deli, coffee shop, 300 feet ZipLine available for a purchase.

A themed bedroom designed with space motifs features a twin over twin bunk bed with a ladder for access. The walls are decorated with an illustrated planet scene, while a playful area rug adds color to the carpeted floor.

4.96 out of 5 average rating, 100 reviews

Virtual Reality | Simulators | Pool | Disney 20min

-20 minute drive to all Disney Parks -Private, heated pool; gas grill; EV charge on-site -Modern arcade: racing simulators, virtual reality, vintage games -3 king size suites with smart TVs; dedicated work space -2 pack-n-plays, highchair, strollers, wagon -Resort access: lazy river, splash pad, tiki bar, fitness center Arriving early in the day or leaving late? Ask about our half day add-on, if our calendar allows it.

Decorative pillows featuring iconic Mickey and Minnie Mouse characters are placed on a stylish bed. The minimalist design emphasizes a welcoming ambiance in the room, complemented by neutral tones and modern furnishings.

4.94 out of 5 average rating, 360 reviews

Waterslides & Lazy River | Near Disney! | MT#3

Stay at the Mouse Townhouse #3 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

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, 128 reviews

5 star Disney Stay with waterpark. Ariel-Buzz-Star

★ 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

The image features a collage of vibrant themed bedrooms and a modern kitchen area. One room showcases a playful bunk bed against a backdrop reminiscent of a train station, while another has colorful Disney-themed décor. A spacious living area boasts light-colored furniture and a contemporary kitchen with stainless steel appliances.

4.97 out of 5 average rating, 103 reviews

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious living area is designed with light grey sofas and a glass coffee table, surrounded by greenery. Large windows with wooden blinds allow natural light to fill the room, while a ceiling fan enhances airflow. Soft, neutral tones create a relaxing atmosphere.

4.88 out of 5 average rating, 147 reviews

Near Disney/Universal Lovely 2bedroom/2bath Condo

A charming view of the colorful condominiums reflects on a serene pond, framed by lush greenery and palm trees. The buildings are adorned with pastel hues of pink and blue, creating an inviting scene highlighted by a whimsical representation of Mickey Mouse.

4.95 out of 5 average rating, 292 reviews

Lovely ❤️ Beach style Apt near Disney & Universal

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, 137 reviews

Game & Theater Room, Castle Bunks, Pool & Spa

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.

4.8 out of 5 average rating, 237 reviews

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

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, 172 reviews

Themed Resort Condo | Pool | Spa | Mins to 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.

4.71 out of 5 average rating, 105 reviews

Fantasy World Jurassic Park Villa, Free Water Park

4.91 out of 5 average rating, 238 reviews

House by the Mouse: Something for Everyone!

A vibrant game room features arcade machines themed around racing and superheroes. Adjacent, an outdoor space showcases a heated pool and hot tub, complemented by a fully equipped kitchen. The playful bedrooms are designed for immersive adventures inspired by Toy Story and Marvel.

4.99 out of 5 average rating, 134 reviews

Spectacular! Disney/Universal Themed Home

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 111 reviews

Townhouse in Davenport

Disney Retreat w/ Pool & Game Room, 450' to Resort

A living room is furnished with a light grey sofa and a matching armchair, offering ample seating. Two coffee tables are positioned centrally on a patterned area rug. Artistic wall decor and warm lighting create a relaxed ambiance, with a dining area visible in the background.

4.69 out of 5 average rating, 173 reviews

Cozy Townhouse in Kissimmee, near Orlando!

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.

4.86 out of 5 average rating, 422 reviews

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

4.95 out of 5 average rating, 104 reviews

A colorful bunk bed structure is featured, decorated in vibrant shades of yellow, blue, and orange. The mural backdrop depicts a jungle scene with a leopard and tropical plants, enhancing the playful atmosphere of the room. Spiral staircases offer access to the upper sleeping area.

Townhouse in Davenport

ThemedHome+NearDisney+Arcade+KingBed+WaterPark+Spa

Home in Championsgate Village

The inviting heated pool is surrounded by a spacious patio area, featuring poolside loungers and a shaded dining set. A mesh screen enclosure provides protection while allowing natural light to filter through. Lush greenery can be seen beyond the pool area, enhancing the serene atmosphere.

4.93 out of 5 average rating, 102 reviews

Champions Gate Luxury Villa: Themed Arcade Fun

A private movie theater features a 150-inch screen displaying a Disney image. Black walls and hardwood flooring create a modern atmosphere. Comfortable reclining seats with cup holders are arranged for a cinematic experience, ensuring a cozy and immersive viewing environment.

4.82 out of 5 average rating, 266 reviews

150 Inch 4K Movie Theater Pool & Spa sleeps 16

4.85 out of 5 average rating, 206 reviews

Luxury 6BR-Theater-Minions Room-Pool-6mi Disney

4.98 out of 5 average rating, 210 reviews

A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.

Condo in Orlando

Lakefront Resort Condo near Disney & Universal

Family-friendly home rentals with a pool

A vibrant game room is filled with colorful murals and features arcade games, including a bowling game and basketball shooting game. A pool table is positioned nearby, providing a fun space for entertainment. The room is well-lit, creating an inviting atmosphere.

4.94 out of 5 average rating, 49 reviews

Spacious Villa! Free Arcade, Themed, Pool, Spa

4.96 out of 5 average rating, 24 reviews

Amazing Themed 05 BRD/Pool at Windsor Westside

A vibrant game room is shown, featuring gaming consoles and colorful wall art, providing an engaging space for entertainment. A large outdoor pool area is visible, surrounded by a screened enclosure that enhances the outdoor experience. The home accommodates an expansive group comfortably.

5 out of 5 average rating, 16 reviews

NEW Luxury Villa Near Disney w/ Pool & Spa!

4.88 out of 5 average rating, 8 reviews

2319 7BD Beautiful Family Home with Private Cinema

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, 57 reviews

Amazing Friends 5BR+Private Pool+Lazy River

5 out of 5 average rating, 13 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

2025 NEWThemed 08 Bedrooms At Windsor Cay

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, 88 reviews

Kids Dream Themed Home! Near Disney/Universal ºoº

A private patio area is presented, featuring a refreshing turquoise rug adorned with floral patterns. Two wicker chairs, accompanied by a small table and a potted plant, offer a cozy seating arrangement beside a sparkling pool, enclosed by a protective mesh screen.