Family-friendly holiday rentals 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!

Lakeside Paradise, 15 min Disney + Saltwater Pool

Welcome to Lakeside Paradise – Discover the perfect blend of tranquility and excitement at Lakeside Paradise. Enjoy the serenity of our lakeside retreat, just moments from Central Florida’s top attractions: Disney Parks – 8 miles (15 mins) Universal Studios – 16 miles (25 mins) SeaWorld – 13 miles (20 mins) ESPN Sports Complex – 6 miles (10 mins) Margaritaville/Island H2O – 3 miles (10 mins) Walmart/Target – 6 miles (10 mins) Optional heated pool and spa available for an added fee of $40/day

Waterfront next to Resort by Disney Game &Theater

Lakefront Luxury Everything is Completely remodeled 5 bdrms\5 bthrms luxury villa – Located in the gated Paradise Palms Resort,which is just around the corner from Disney. Only a few steps away from the Clubhouse amenities & nature path,this home offers privacy & lake\nature views from the sun soaked south facing color changing pool\spa.Enjoy , New home theater, two 1st floor master bdrms & 2 bthrms + another master & immersive themed rooms on 2nd floor. AC Arcade TV gameroom & billiards Loft

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!

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

Don't miss the chance to enjoy this beautifully renovated and Disney + Universal-themed home in a gated resort! Central to almost everything, you'll find this home has everything you need for a memorable stay in Central Florida! Memory foam mattresses, Smart TVs in every room, a fully stocked kitchen and a private pool! Not to mention the amazing clubhouse amenities which include a luxury resort-style pool, basketball court, volleyball court and a kid's playground! You will LOVE this place!

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!

8BR Lakefront themed Villa•Pool•GameRoom•GolfCart

Stay minutes from Disney in a spacious 8BR, 4.5BA villa designed for families & groups! Kids will love the Mario Kart, Frozen, Toy Story, Small World & Royal themed rooms, plus a Harry Potter game room with pool table & arcades. Adults will enjoy the private pool, lanai patio, gourmet kitchen, Beauty & the Beast dining room, and the convenience of a golf cart included with your stay. Perfect for: • Multi-family Disney trips • Large groups (sleeps 16+) • Guests wanting both space & magic

Disney 10 Min • Universal 20 Min • Pool Home

Sleeps 10 with private pool and resort access — perfect for families & groups near Disney World! Welcome to Solara Resort! This 3-bed, 3.5-bath townhome sleeps 10 guests and features a private outdoor splash pool, optional pool heating, BBQ grill, and full kitchen. Enjoy unlimited access to resort amenities like the grand pool, hot tub, splash pad, gym, and more. Just 10 min from Disney and 20 min from Universal/Epic Universe, it’s ideal for families and groups seeking fun and convenience!

Gorgeous 5BR @ Encore Next to Disney - 305

Modern 3,000sf luxury home, with 5 bedrooms, at world's renowned Encore Resort at Reunion. Featuring 5 bedrooms, 5 1/2 bathrooms, a game room, a beautiful backyard, a private pool and spa. 6 Minutes away from Super Walmart and Publix supermarket 15 Minutes away from Disney Parks 15 minutes away from Disney Springs 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Drive attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

Be Our Guest !

Whether you’re seeking a romantic getaway or a family vacation time, our house offers you the perfect blend of comfort, style, and fun. Book with us today and enjoy your stay. Centrally located, just a short drive from theme parks and attractions, only 4 miles from Disney Explore the local restaurants, where you can savor the flavors of multicultural food. Nearby shopping centers and malls, Wal-Mart, Publix, Aldi supermarkets. Dollar Tree convenience store across the street.

Disney Themes Villa | Pool+Gameroom | Near Parks

Escape to Magical Magnolia Manor, a family oasis 10-15 mins from Disney! This unique home features incredible themed rooms (Harry Potter, Star Wars, Lion King) while adults unwind in two luxurious king en suites plus a private, heated pool with no rear neighbors. With 2 king suites and fun beds, for kids, it comfortably sleeps large families up to 8. Enjoy a game room, chef's kitchen, and a serene lanai. Perfect for creating unforgettable memories!

The Disney House • Immersive Rooms • Gaming Lounge

Welcome to our magical 3-bedroom getaway, newly decorated and thoughtfully designed to create an immersive Disney experience for the whole family! Step into beautifully themed bedrooms featuring Toy Story, Star Wars, & Beauty and the Beast, making every stay unforgettable. Also enjoy a Mario arcade room and Mickey decorations at the home. Perfect for families and Disney lovers! The Grill has an additional cost to rent for the reservation of $75.