Kid-friendly holiday rentals in Kissimmee

Waterslides/Resort Access/Close to Attractions

Regal Oaks – A Hidden Gem Near Disney Regal Oaks offers the best of both worlds for your family vacation! Enjoy incredible proximity, just 2.5 miles from Walt Disney World and a short stroll to the diverse shops and eateries on HWY 192. But the excitement doesn't stop there – prepare to be thrilled as Epic Universe is a dazzling 25-minute drive away! For days you want to stay closer to your home away from home, the excitement of "Old Town" and Kissimmee’s Fun Spot are right next door!

Brand New 5BD Harry Potter Villa + Pool Water Park

The Sunshine State is on! Close to Disney World! Enjoy Universal Studios, Islands of Adventure, Sea World. If you are looking for a cozy well-located place to stay and make happy memories, you just found it. The Windsor Cay Resort is a gated community in Clermont. This vacation rental community features all the resort amenities of its sister community Windsor Islands Resort! Guests are free to use it. A waterpark with a huge resort-style pool, cabanas, a water slide, and a lazy river.

Beautiful Apt 1/1 near to Disney

Your family will be close to everything when you stay at this centrally located accommodation. It is a beautiful completely renovated property, new on Airbnb, it is located on the third floor, accessed by stairs, there are no elevators, please evaluate this information carefully before booking, the apartment overlooks the parking lot, it is fully equipped for you to enjoy of your stay You will be very close to the main theme parks of the city such as Disney World and Universal Studios.

Dream Vacation w/Avengers, Star Wars, & Mario Kart

Experience the magic of Disney World, Universal Studios, and the very best of Orlando from the comfort of this luxury private resort! Conveniently located in Storey Lake Resort, 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 property is focused on providing an unforgettable and exceptional family centric vacation experience!

4561 Majestic 9BD Kingdom Retreat Near Disney

Welcome to our spectacular 9-bedroom, 5-bathroom resort home, where luxury meets comfort in the heart of Orlando. Recently renovated and designed to create unforgettable memories, this expansive retreat comfortably accommodates up to 22 guests, making it perfect for large families or groups seeking a memorable getaway. Located in the prestigious Storey Lake Resort, you’ll enjoy unparalleled convenience to Orlando’s most exciting attractions.

It's too much like a elegant mini-hotel (3)

It's too much like a elegant mini hotel with rich artistic atmosphere！ All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience.

Once Upon A DreamStay: *Luxury *Lakeview *Disney

Welcome to Once Upon A DreamStay – your enchanting Luxury Lakeview retreat, just 5 miles from Disney! Located in the exclusive, gated Regal Oaks Community, this elegant 2-bedroom, 2.5-bathroom townhome offers a perfect blend of dreamy, and timeless Disney charm for an unforgettable stay.

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

Our vacation homes will bring you to experience beyond a simple stay. You will be near the most famous themed parks in the world while feeling the comfort of your home, plus having the highest standard of luxury and modernity, with everything a vacation home in Orlando can offer you.

3 BD/ 3 BA Sleeps 8! Hub At Westside (3444TT)

• Community: The Hub at Westside Reserve • 3 Bedrooms/ 3 Bathrooms/ Sleeps 8 • Disney (4.3 mi) SeaWorld (17.0 mi) Legoland (34.7 mi) • Convention Center (8.9 mi) Universal Studios (18.3 mi) • Location: Tranquil Trail, Kissimmee FL 34746