Family-friendly holiday rentals in Kissimmee

No Airbnb fees! Home Theater! Pvt Pool/ Spa 278291

Unable to book this house? Don't worry! Feel free to check my profile for similar homes that might suit your needs WE HAVE 24/7 CUSTOMER SERVICE Disney is just a short 8-mile drive away Tired of visiting the parks every day? Step inside this beautiful thematic 2,169 sqft house with a private pool, spa, BBQ, Star Wars themed movie theater, and a Mario Kart game room complete with arcades, pool table and foosball table all designed for family enjoyment! Make your vacation truly unforgettable!

"Castaway Oasis" 5 Bed Townhome, Heated Pool & BBQ

Welcome to“Castaway Oasis”,newly decorated luxury 5 bedroom 4.5 bath townhouse with private heated pool in the resort of Windsor at Westside. 3 KING Bedrooms,2 exciting Kids bedrooms, Lazy Boy Sleeper Couch in the Loft. The community is an upscale, gated resort with a 10,000 sqft Clubhouse, 2 Pools, Lazy River, Hot Tub, Kids Splash pool, Tiki Bar& Fireplace lounge, Fitness Center, Volleyball Court, Basketball Court, FREE Arcade. Complimentary access to all amenities is included for our guests.

4BR/3BA Townhouse w/ Private Pool in Storey Lake

Experience the Perfect Orlando Getaway! Relax and unwind in this spacious 4-bed, 3-bath townhouse located in Storey Lake Resort—just 10 minutes from Disney and 25 minutes from Universal Studios. Perfect for families or groups of up to 10 guests. Enjoy access to both private and resort-style communal pools, along with a wide range of amenities the whole family. Whether you’re hitting the parks or enjoying a day at the resort, this is your ideal home base for an unforgettable Florida vacation!

Disney Retreat | Huge Pool with Spa | 2 King beds

Don’t leave that Disney Magic at the parks - experience it by coming home to your spacious 5 BR with 2 King suites, 3.5 baths, and newly renovated design. The high ceilings and open floor plan make it perfect for family time, while the private backyard oasis, complete with a pool and spa (heating optional) and Tiki Bar, offers a great space for relaxation. The themed bedrooms, including Star Wars, Frozen, and Mickey & Minnie, add a fun and whimsical touch that’s perfect for guests of all ages.

Themed Villa:10 min to Disney: Pool, Gameroom, BBQ

Welcome to Colorful Haven, a vibrant family getaway near Disney and other top attractions. Enjoy an exceptional experience as you splash in a private pool, play fun games, enjoy outdoor dining, and relax in rooms with an amazing theme. Plus, enjoy access to resort amenities including the waterpark, sports courts, fitness center, and clubhouse. Disney World - 8 min drive Old Town - 14 min drive Universal Studios - 30 min drive Book For Unforgettable Memories In Kissimmee—See Details Below!

Free Waterpark|Game Room|Near Dis!

Welcome to Playcation Paradise by Cosmic Vacations. This is your dream getaway in Windsor Hills Resort—just 3 miles from Disney World, 15 miles from Universal, and only 0.4 miles to Windsor Hills’ incredible amenities! Enjoy your private pool and spa, or have a blast in the custom game room with commercial-grade arcade games set to free play. Plus, you’ll have free access to Windsor Hills’ top-tier amenities, including a lagoon-style pool, water slides, and sports courts.

The Bikini Bottom Studio

Are you ready kids? Dive into this fully themed SpongeBob studio just minutes from Disney in the Legacy Grand East Gate resort. Filled with glowing jellyfish, floating beds, bold character design, and whimsical surprises, it blends elements and characters from the show to make you feel like you're inside one. Whether you're bringing your little ones or you're a “big kid” who grew up watching Bikini Bottom adventures, this bright and playful stay is sure to make you smile.

Waterfront Wizarding Near Universal's Harry Potter

This spellbound stay, situated in the prestigious Lake Berkley Resort, boasts lake views & private pool. With 6 bedrooms, 3 bathrooms, well equipped kitchen & comfy living spaces, this thematic home is ideal for families & friends seeking an immersive vacation. A 10min drive to Disney, 15min to Sea World & 20min to Universal's Wizarding World of Harry Potter, this magical manor provides a convenient home base for exploring Orlando's famous attractions.

Family Retreat • 9 Min from Disney

Comfortable home just 4.2 miles (about 7 minutes) from Disney Parks. Perfect for families and groups looking to stay close to the magic while enjoying space and privacy. Spacious living area, smart TV, fully equipped kitchen, private backyard, and ping pong table for extra fun. Great location: 4.3 miles to Vineland Outlets 1 mile to Publix 0.8 mile to Walmart 7.4 miles to SeaWorld 12 miles to Universal 20 miles to MCO Airport

Have an Epic Time at Close to the Mouse!

Are you ready for four amazing themed bedrooms, three full baths, a fully equipped kitchen, formal dining area, wonderful living spaces, a beautiful pool, and even a game room? Everything is close by: Disney World, Universal , Lego Land, and Sea World. Clearwater beach and Cocoa Beach are approximately 1.5 hours away. No need to share the space with others, this is your own private oasis for your time here.

Disney-Inspired Suites • Game Room • Summerville

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

Disney-Themed Home w/ Game Room & Private Hot Tub!

Welcome to our beautiful home in Solterra Resort, a new luxury gated community located in Orlando, just 22 minutes from all Disney theme parks! Enjoy a recreation-rich lifestyle with majestic amenities including a Lazy River, open daily with over four rolling acres of tropical recreational space including swimming, tennis, a jacuzzi, a big waterslide, and even a poolside restaurant!