Family-friendly vacation rentals in Kissimmee

The image showcases a vibrant game room filled with arcade machines and billiards, accompanied by a resort-style pool featuring a lazy river and splash park. The private heated pool and spa are visible in the outdoor area, surrounded by palm trees and comfortable lounge seating.

4.95 out of 5 average rating, 241 reviews

DISNEY 🎉 Game rm, heated Pool, Spa, Lazy rvr, BBQ

House for rent next to DISNEY Windsor at Westside features a grand 10,000 square foot resort clubhouse FREE FOR GUEST USE filled with amenities for active families that include multiple sports courts, children's playgrounds as well as a resort-style swimming pool and lazy river with splash water park. Tu Casa is an onsite restaurant and bar and there's even an ice cream shop to refresh yourself with some sweet treats. GAME ROOM- air hockey, basketball, themed rooms, billiards, designer bedrooms!

KitchenFamilyNearby

4.9 out of 5 average rating, 126 reviews

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!

FamilyKitchenAccuracy

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.

4.87 out of 5 average rating, 457 reviews

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.

FamilyKitchenCondition

4.99 out of 5 average rating, 159 reviews

10 Minutes to Disney | Heated Pool, Arcade, Kings

🏡 Tucked inside a gated community near Kissimmee’s top attractions, this bright, themed home is made for memorable family getaways. Enjoy friendly competition in the game room, unwind in the heated private pool (available upon request), or relax on the covered patio beneath the Florida sun. Just 11 minutes to Fun Spot America, 11 minutes to Old Town, and 12 minutes to Disney World, it’s the perfect home base for your Florida adventure. Book now and start creating unforgettable memories!

KitchenFamilyAir conditioning

5.0 out of 5 average rating, 143 reviews

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.

FamilyIndoor spacesRiver

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.

4.85 out of 5 average rating, 158 reviews

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!

KitchenFamilyGrill

4.9 out of 5 average rating, 177 reviews

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!

Indoor spacesFamilyLayout

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.

4.83 out of 5 average rating, 137 reviews

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.

Indoor spacesFamilyAccess

A themed bedroom features two uniquely designed sleeping areas, including a lower bunk and a spacious bed above. Vivid blue lighting enhances the space, while large windows dressed with sheer, dark curtains allow soft light to enter. A colorful wall art piece adds visual interest.

4.95 out of 5 average rating, 120 reviews

Family Disney Villa | Pool + Arcade | 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 spacesKitchenLayout

4.95 out of 5 average rating, 195 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.

Condo 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 :)

Indoor spacesFamilyNearby

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.

4.99 out of 5 average rating, 161 reviews

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

Escape the crowds in an upscale, gated oasis featuring your own private screened pool with complimentary pool heat, a fully loaded game room, and 3 custom-themed bedrooms kids will love (Star Wars, Mickey Mouse, and a magical Princess room). Complete with a spacious adult primary suite featuring a spa-like private bath and workstation, this pet-friendly home offers premium comfort for parents and pure magic for kids just minutes from Disney World and Universal Studios!

Indoor spacesKitchenParks

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.

4.99 out of 5 average rating, 256 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.

Indoor spacesKitchenHospitality

Popular amenities for Kissimmee family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a pool

4.8 out of 5 average rating, 5 reviews

Newly Renovated 5BR Home at Storey Lake Resort

FamilyIndoor spacesAccuracy

4.98 out of 5 average rating, 58 reviews

A vibrant collage of themed spaces showcases the enchanting variety within the home. Featured are a luxurious bedroom with a grand bed, a playful winter-themed room, a themed home theater, and a pool area with a spa set against colorful lighting.

Home in Orlando

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

FamilyIndoor spacesTV

Superhost

4.87 out of 5 average rating, 15 reviews

2026 Themed NEW 08 Bedrooms At Solara Resort

FamilyIndoor spacesLocation

5.0 out of 5 average rating, 44 reviews

9BR Family Villa | Pool, Games, Spa | Near Disney

FamilyKitchenHot tub

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.

4.93 out of 5 average rating, 97 reviews

Dazzling 9 BR+Brand New MARIO KART @ Champion Gate

KitchenFamilyBathroom

4.98 out of 5 average rating, 42 reviews

7BR Disney Villa Escape Room+Pool+Cinema + Game Rm

FamilyIndoor spacesParks

4.96 out of 5 average rating, 75 reviews

Brand New 12br/33 ppl-Pool/Arcade/Theatre

FamilyIndoor spacesCheckout

5.0 out of 5 average rating, 72 reviews

Home in Osceola County

Your Dream Vacation—Disney Magic Brought to You!

KitchenFamilyTV

Family-friendly home rentals with air conditioning

5.0 out of 5 average rating, 5 reviews

Condo in Kissimmee

304_Mickey's Slide & Chef Remy Escape

FamilyIndoor spacesBathroom

4.98 out of 5 average rating, 42 reviews

5BR Pool Villa • Themed Kids Rooms • 7 Mi Disney

FamilyKitchenLaundry

Superhost

Palms & Pixie Dust Villa Pool

HospitalityQuiet

New place to stay

4.95 out of 5 average rating, 22 reviews

Condo in Kissimmee

3121 Modern Condo Near Disney | Storey Lake Resort

Indoor spacesFamilyHospitality

4.96 out of 5 average rating, 25 reviews

Lakeview Themed Home w/ Pool & Theater Near Disney

FamilyIndoor spacesCheckout

4.89 out of 5 average rating, 62 reviews

The Disney House • Immersive Rooms • Gaming Lounge

KitchenIndoor spacesDecor

4.88 out of 5 average rating, 8 reviews

6 miles from Disney ! Private pool ! 4 bedrooms

FamilyComfortHospitality

5.0 out of 5 average rating, 33 reviews

Townhouse in Clermont

Modern 5BR Home with Game Room and Pool at Windsor

FamilyIndoor spacesGetting around

Family-friendly home rentals with a hot tub

4.88 out of 5 average rating, 142 reviews

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

KitchenIndoor spacesTV

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, 190 reviews

Lake View - 5 Miles to Disney!

KitchenIndoor spacesAccess

An expansive backyard is featured, showcasing a striped hammock stretched between two posts. Lounge chairs are arranged nearby, with a swing set positioned to one side. The heated pool is enclosed within a screened area, providing a view of the clear, blue sky.

4.92 out of 5 average rating, 114 reviews

Kissimmee, Heated Pool, Game Room. Luxury

FamilyIndoor spacesAccuracy

4.95 out of 5 average rating, 105 reviews

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

FamilyIndoor spacesCheck-in

4.99 out of 5 average rating, 151 reviews

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

KitchenFamilyCheckout

A private pool area is surrounded by a screened enclosure, featuring a jacuzzi spa and lounge chairs. The pool is inviting, with light blue water reflecting the sky's pink and purple hues. A serene lake is visible beyond the pool, adding to the tranquil setting.

4.92 out of 5 average rating, 278 reviews

House by the Mouse: Something for Everyone!

Indoor spacesFamilyLong stay

4.94 out of 5 average rating, 249 reviews

Condo in Kissimmee

Andy's Toy Chest at Resort Minutes from Disney!

Indoor spacesKitchenCondition

Superhost