Vacation rentals in Kissimmee

Happy House Near Disney Complex - 7 miles

This AMAZING THEMED 5 bedroom home is what we call a resting place for the whole family enjoy. We offer a relaxing private property located in a gated condo 10 min from Disney Complex that has everything you need for an incredible vacation. Themed bedrooms, Home theater, Game Room, Full kitchen with appliances and utensils, in addition to the back private area with a private pool, spa and fully fenced backyard, you can count on a restaurant at Club House, tennis court, basket court and a gazebo.

Cozy Disney Oasis Pool Home 10 Mins from Parks!

Our charming, pet-friendly home is located in the prime area of Kissimmee, Florida. Your family will be close to Disney parks, restaurants, Old Town, and Downtown Disney. Just bring your bag—we have everything you need! Settle into our fully equipped home, thoughtfully designed to create lasting memories with family and friends. Enjoy the Florida weather by cooling off in our open-air pool or grilling by the poolside lounges. Relax in our airy bedrooms, including Mickey and Minnie themed rooms!

Casa Oliva King Bed Near Parks/Shopping/Food/Golf

Welcome to your serene escape just minutes from Orlando’s top attractions. This thoughtfully designed space features rich textures, earthy tones, and modern touches to create a warm, elevated vibe. Enjoy resort-style perks: take a dip in the pool, workout at the gym, or relax in the hammocks under the Florida sun. Within walking distance to shops/restaurants/theme parks. Professionally cleaned and fully stocked—just bring your suitcase. Book today to experience the five star lifestyle.

Villa Resort Club

VILLA LUJOSA - BARRIO SÚPER HERMOSO POOL HEATER HOUSE - Diviértete con toda la familia en este alojamiento con estilo moderno , te encantará el área de picnic frente de la casa , el área de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niños y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO . TE ENCANTARÁ LA CASA Local utility or county personnel may access exterior areas for maintenance without prior notice.

355 Luxury House | Patio | GameRoom | Pool | Grill

Relax with the whole family at this Stylish Magazine Style house in Davenport, just miles from Disney World Orlando Florida Theme Parks, Universal Studios, Sea World and Legoland. Enjoy our PRIVATE POOL and optional WATER HEATER & GRILL. 4 bedrooms, 2.5 bathrooms, fully equipped kitchen, Smart TV's and strong Wi-Fi all around the house. Themed Games Room in the Garage with Smart TV, Full Size Pool Table & Air Hockey. Close to Posner Village Outdoor Mall, Restaurants & Retail stores.

Haunted Mansion-inspired Ghoulish Sanctuary

Welcome, Foolish Mortals... To the Ghoulish Sanctuary: An immersive Haunted Mansion-themed stay just 15 minutes from Walt Disney World, where candlelights flicker, and the air is deathly still... Experience a one-of-a-kind Haunted Mansion-themed stay for up to 6 people. This spooky rental in Kissimmee lets you inhabit your favorite ghostly estate... if you dare. Ready to play your next campaign and need a place to gather for your DnD weekend? The sanctuary and its spirits await.

Luxury Villa! /Game Room/ Pool Heater

Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

Spacious 2BR Apt in Resort 10 min from Disney

Featuring comfortable, family-friendly amenities, this property provides relaxation in a peaceful, wooded setting while being close to all the major area theme parks. Enjoy the outdoor swimming pool or stay active at the fitness center and tennis courts. Families will appreciate the playground and children's pool. Additional conveniences such as a bar, free Wi-Fi, and free parking ensure this property is your home away from home near Orlando's famous theme parks.

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.

Cozy House with Private Pool. Kissimmee/Orlando

Travelers will love staying at this home for its perfect mix of comfort and fun. Enjoy a private pool to relax after a long day, plus a gas BBQ included for easy outdoor meals with family or friends. The spacious and cozy layout is ideal for unwinding, while the peaceful setting makes it feel like a true getaway. Whether you’re here to relax or explore, this home offers everything you need for an unforgettable stay.

Near Disney 5bed home with pool and game room

This spacious vacation home is ideal for families and groups seeking comfort and convenience. The first floor features two adult bedrooms, including a king suite and a queen bedroom. Upstairs offers an additional king bedroom plus two kids’ rooms—one for boys and one for girls—each with two double beds. Enjoy a cozy fireplace and thoughtfully designed spaces perfect for relaxing after a full day of fun.

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.