Holiday rentals with a pool in Kissimmee

(Discounted Rates) Vacation Home (4 Miles Disney)

We have the perfect vacation home for You! Fully equipped 3 bedroom home with patio and pool overlooking a pond and conservation area. Just a 10 minute drive from Disney yet in a quiet gated community with playground. Sleeps 6 guests in 3 bedrooms. All beds are new, including king size bed in master bedroom. Folding cots and full size folding crib are available. Master bedroom has a private master bath. Close to local shopping ,dining and attractions. Request heated pool for additional fee.

Intense Space-Themed Condo Near Disney

Make this newly renovated luxury condo your launching pad for your next intergalactic adventure! Enjoy custom lighting and artwork inspired by Galaxy's Edge, set in the midst of mature trees, lakes, and wildlife. Between ventures, relax at any of four pools, six hot tubs, and a beach with a fishing dock. Hit a few balls on the tennis and pickleball court or shoot some hoops, then cool off at the splash pad, dine at the Tradewinds restaurant, or rejuvenate at the Cenote spa, all on-site.

Getaway w/ Game Room + Pvt Pool | Solara

Welcome to our single-family home inside the prestigious Solara Resort in Orlando, the perfect getaway for families and friends seeking both comfort and excitement. This spacious 5-bedroom, 4.5-bathroom retreat features modern décor, a fully equipped kitchen, a cozy living and dining area, and a private pool with SPA for endless fun under the Florida sun. Guests will also enjoy a game room in the garage and a stylish loft with TV, making it an ideal spot to relax after a day at the parks.

Magical 5-Bedroom Villa Near Universal's Wizarding

Ensure an enchanted holiday in Orlando. Inspired by everyone’s favorite castle, this magical home provides an immersive experience with 5 bedrooms, common room with large screen TV with Netflix & Nintendo Switch, dining hall, fully equipped kitchen, swimming pool, patio with grill and laundry room. Located in a quiet residential community, 10 miles to the Wizarding World of Harry Potter, 6 miles to Disney, 5 miles from Celebration, 4 miles from Old Town and 18 miles from downtown Orlando.

Cozy Themed Villa 6 BR | Close to Disney

🏖️☀️🏄‍♀️Stay just minutes from Disney in this spacious 6-bedroom home, perfect for a family getaway. It comfortably sleeps up to 14 guests and is designed for both kids and adults to enjoy. Located in Windsor Hills Resort — one of the closest communities to Disney World — you’ll have quick and easy access to the parks. Enjoy themed bedrooms, a game room, and your own private patio and pool — great for relaxing after a fun day at Disney.🌴👙🩳🥽🩴 ❤️❤️We'd love to welcome you here!

"Paradise Found" Sensational 6 Bed Home W/Peloton

Discover 'Paradise Found' at Windsor at Westside, a 6-bed fantasy home near Disney. This 3,300 sq ft gem offers an open-plan living space, gourmet kitchen, and a private pool oasis with a BBQ, dining and lounge. Enjoy a king suite with pool access, a fun-filled garage gym/games area, and a vast upstairs lounge with Xbox. Dream in themed children's rooms or one of the three king bedrooms. Perfect for families seeking a magical retreat! Free resort access, pool heat and BBQ.

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.

House by the Mouse: Something for Everyone!

Welcome to our completely remodeled solar four bedroom, three bath villa, less then four miles to Disney World, and only a short drive to Universal, Sea World, Lego Land, and other local attractions. Designed themed bedrooms include Harry Potter, Mickey and Minnie Mouse, Star Wars, and a romantic master bedroom that allows you to relax in comfort. The pool, spa, and the entire villa is just for you, no need to share with anyone else, so kick back and enjoy!

Family 3BR at Lake Berkley Resort

Find the perfect balance of comfort, convenience, and fun in this charming 3bedroom, 2.5bathroom townhome, located in Lake Berkley Resort, one of Orlando’s most desirable gated communities. Just 15 minutes from Walt Disney World, this home is ideal for families and groups looking to enjoy the best of Orlando while staying in a peaceful, resort-style setting.

5Bd/ 5 Ba Sleeps 12! Storey Lake (4729 SH)

• Community: Storey Lake • 5 Bedrooms/5 Bathrooms/Sleeps 12 • Disney World® (4.9 miles) SeaWorld (8.7 miles) • Convention Center (9.4 miles) ICON Park (11.0 miles) • Universal Studios (12.1 miles) Epic Universe (11.4 miles) • Location: Sleepy Hollow Drive, Kissimmee FL 34747

Private Villa near Disney & Universal W/Pool & Spa

New Luxury 6 Bedroom 4.5 Bath Villa with private pool and spa with a private view. Located in the Beautiful Solterra Resort, featuring an incredible recreation center fitness center, lazy river, and waterslides. Locates Just Minutes From Disney and Universal Studios.

Minutes to Disney Villa with pool

Your family will be close to everything when you stay at this newly remodeled villa. Enjoy large pool deck with pool and entertainment room. TV's with Disney+, high speed internet, espresso machine and other high end kitchen amenities.