House holiday rentals in Kissimmee

Orlando Disney Themed Rooms • Family Friendly, 2BR

Newly renovated home near Disney and Universal. The home away from home that was designed to create a relaxing & fun Florida vacation! The home sleeps up to 6 guest in its two spacious bedrooms, one being a king size bed and the other being a queen + twin We provide extra bath towels. There is also a full-size washer & dryer that you are free to use as you please and comes with an iron and ironing board. To get your vacation started, we provide hand soap, dish soap, toilet paper, and trash bags

Casa Bella Mediterranean Style near Disney

Welcome to this beautifully 4-bedroom, 3-bath pool home located in the desirable Westside Tuscany community — a peaceful Mediterranean-style enclave just minutes from Walt Disney World and Orlando’s world-class attractions. Step inside to a bright and spacious open living area with large windows and sliding doors that lead directly to your private screened pool, where you can relax and enjoy peaceful wooded views after a fun day at the parks. Enjoy your own private Florida retreat! Book now!

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.

Luxury Home w/ Pool & 6 Beds near Disney

Welcome to your modern escape in Kissimmee! Just 15 minutes from Orlando International Airport, this beautifully renovated 3-bedroom, 2-bath home offers the perfect blend of comfort and luxury. Every detail has been thoughtfully upgraded—from the brand-new kitchen and spa-like bathrooms to the pristine private pool area—ensuring a relaxing stay. With sleeping arrangements for up to 9 guests across six beds, there’s plenty of space to unwind.

Pet-Friendly Pool Home Near Orlando

Welcome to your perfect Orlando retreat! This beautiful and spacious home offers a blend of modern comfort, stylish design, and exceptional amenities — all just minutes from the top parks and attractions. Enjoy a private screened-in pool, elegant interiors, and thoughtfully designed spaces ideal for families, groups, or long stays. Every detail has been curated to provide comfort, relaxation, and an unforgettable vacation experience.

Luxurious Golf Front Oasis: Pool, Spa, View&Cinema

The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT, beautifully situated directly on the Jack Nicklaus PGA golf course in the stunning 3.5 square mile Reunion Resort. You will have your own private pool with waterfall, spillover spa, STAR WARS cinema- billiards game room, incredible MARVEL kids room with integrated tube slide and double bunks, both an Xbox and PlayStation, minutes to Disney.

Comfy Home with Hot Tub at Kissimmee/Orlando area

✨ Stylish and family-friendly retreat in a great Kissimmee location! Enjoy a comfy stay with a relaxing hot tub for up to 6 people and a fully equipped kitchen, perfect for creating meals together. Designed for comfort and convenience, ideal for your Orlando and Kissimmee vacation. IMPORTANT INFORMATION: 🚫 Parties or events are not allowed on the property or surrounding area. 🚭 No smoking.

"Casa Kiwi" Margaritaville Cottage 5 min to Disney

Enjoy your own private hot tub in this standalone cottage located inside Margaritaville resort. Located off 192 in Kissimmee 5-10 minutes to Disney parks and 20-30 minutes to Universal Studios and Seaworld. The Promenade at Sunset walk which is inside the resort (walking distance from cottage) has over a dozen restaurants that cover every type of cuisine you can think of

Modern Orlando Retreat w/ Private Pool near Disney

Modern designer home with private pool, perfect for families and groups near Disney. Sleeps 10 in 4 stylish bedrooms and features a chef-style quartz kitchen, elegant dining for 8, spacious living area, and a fun kids’ room. Located in a quiet upscale community just 20–25 minutes from Disney, with easy access to Universal and Orlando’s top attractions.

Cozy family home w/ heated pool 15 min. to Disney

Modern family home in a gated community (very quiet neighborhood). 2391 sq ft with 5 bedrooms, 4.5 bathrooms, heated pool*, BBQ*, gaming room, 60'' Full HD TV, free unlimited high-speed wi-fi, central AC/Heating. 15 minutes driving to Disney.

Brand NEW Themed 08 BRD/LED TV At Solara Resort

The Space •⁠ ⁠Bedrooms: 08 •⁠ ⁠Bathrooms: 7 •⁠ ⁠Property type: Luxury Villa •⁠ ⁠Location: Solara Resort

2026 Themed 07 Bedrooms/Sleeps 18 At Solara Resort

*The Space * Bathrooms: 7 * Bedrooms: 7 * Property type: Luxury Villa * Location: Solara Resort