Family-friendly vacation rentals in Kissimmee

No Airbnb Fees!Thematic Home/Pool/Game Room 218391

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! Disney is 10 miles away! Beautiful single-family themed house with a fully equipped kitchen. Experience endless enjoyment with your loved ones in a private game room, complete with multiple arcades, a foosball table, and an air hockey table. Relax while having a BBQ with your family next to a private pool. Shopping malls, restaurants, and attractions are nearby.

Family · Indoor spaces · Quiet

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!

Kitchen · Indoor spaces · Accuracy

New! Epic Dream House with Pool

Enjoy epic opening rates! Make some memories at this uniquefamily-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 away from Disney's exit & parks.

Indoor spaces · Family · Check-in

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.

Indoor spaces · Family · Beach

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!

Kitchen · Indoor spaces · Hospitality

10 Min to Disney | Kings | Heated Pool | Games

✨ 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!

Family · Kitchen · Wifi

4BR Disney & Universal Themed Villa Reunion Resort

Welcome to our newly remodeled 4BR/4BA luxury villa in Reunion, designed for families and groups seeking comfort, style, and a magical Orlando escape. Enjoy brand-new furnishings, modern finishes, Toy Story and Mickey themed bedrooms, a spacious open living area with massage chair, and a fully equipped game room featuring air hockey, arcade basketball, and PlayStation. Relax in your private screened pool with optional heating after unforgettable park days.

Family · Indoor spaces · Backyard

Royal Retreat Disney Themed Pool Home, Arcade, Theater

Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

Kitchen · Indoor spaces · Cleanliness

6BR Themed-Pool&Theater, Walk to StoreyLake Resort

✨ Create unforgettable memories at our renovated 6BR villa in Storey Lake Resort, just 6 miles from Walt Disney World 🎢! Relax by your private pool & spa 🏖️, enjoy a Star Wars theater 🎬, and themed bedrooms inspired by Inside Out, Harry Potter, Avatar, Mickey & Moana 🧙‍♂️🌊. Cook in a chef-ready kitchen 🍳, stay connected with fast WiFi ⚡, and explore resort pools, lazy river & gym 🌴. Family perks 👶 + free parking 🚗—your magical escape starts here!

Kitchen · Family · Accuracy

Luxury Home sleeps 28 - Games, Swimming, theatre

Escape to The Hall of Hero's, a 10-bed Disney-area villa in Windsor Island Resort! Features include themed kids’ rooms (Minions, Stitch, Princess), a Black Panther game room, private pool & spa, and sports-lounge loft. Enjoy resort amenities—lazy river, mini-golf, splash park—just minutes from Disney, Universal & SeaWorld. Perfect for families seeking luxury, fun, and unforgettable memories!

Kitchen · Family · Laundry

Magical Disney Family Escape with Pool & Game Room

OpenAGetaway Properties invites you to experience an immersive, family-friendly getaway at Mickey House. *Newly remodeled villa *Private villa pool *Superhero-themed arcade room *Desirable Windsor Resort Neighborhood *5 minute walk to the full-service resort & clubhouse

Kitchen · Indoor spaces · River

Modern 5BR Home with Game Room and Pool at Windsor

Luxury 5BR themed home in Windsor Cay Resort featuring an immersive game room, stylish living spaces, and a private pool. Designed for families and groups seeking comfort, fun, and unforgettable stays just minutes from Orlando’s top attractions.

Indoor spaces · Kitchen · Hospitality