Mansion holiday rentals in Kissimmee

4.96 out of 5 average rating, 145 reviews

A clear glass rests on a table beside a cozy lounge chair, accompanied by a notepad featuring a puzzle. The background showcases a tranquil private pool enclosed by protective screening, with sunlight reflected on the water's surface.

Villa in Kissimmee

⁕ Disney parks! Luxury resort villa • Private pool

This sunny single-story home has 4 beautiful bedrooms, 2 full bathrooms, new AC system, fully stocked kitchen, and private screened freshwater pool. Perfect for families or groups, it accommodates up to 8 guests. Just minutes from DisneyWorld, Universal Studios, SeaWorld, Legoland, and Orlando’s top attractions. Conveniently located close to restaurants and shopping, this non-smoking house is nestled in a peaceful and secure resort, offering all the comforts of a "home away from home" vacation.

5 out of 5 average rating, 16 reviews

Magic Getaway | 4 En-suites, BBQ & Near Parks

Welcome to your dream getaway at Magic Village Views — just 3 miles (5 km) from the magic of Disney! This private villa offers a refined and comfortable retreat in the heart of Orlando, just minutes from the city’s most iconic attractions. Enjoy premium amenities such as a modern stainless steel kitchen, a private BBQ grill, and sophisticated décor designed for both relaxation and style. Each bedroom features its own TV and en suite bathroom, ensuring privacy and convenience for all guests.

4.96 out of 5 average rating, 51 reviews

The outdoor pool area features a spacious swimming pool with a hot tub adjacent to it. The surrounding screened enclosure provides a clear view of the landscaped yard and neighboring homes. Sunlight reflects off the water, creating a serene atmosphere for relaxation.

Villa in Kissimmee

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.

4.99 out of 5 average rating, 100 reviews

A collage of vibrant images showcases the luxurious amenities available, featuring a spacious pool area, themed bedrooms, an arcade room, and outdoor seating. The photos capture a welcoming environment ideal for family gatherings and entertainment, beautifully arranged in a Mickey Mouse shape.

Villa in Kissimmee

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!

4.93 out of 5 average rating, 170 reviews

4BR/Close to Disney/Free BBQ&Storey Lake WaterPark

This stunningly designed townhouse is the perfect family escape, located just 4 miles from Walt Disney World 🎢. Relax in spacious king-size rooms, splash in your private screened-in pool, and enjoy top-notch resort amenities. Bring the whole family – furry friends included – and create magical memories at nearby theme parks! 🐬 16 miles to SeaWorld 🎢 19 miles to Universal Studios ✈️ 27 miles to Orlando International Airport Your dream vacation starts here! Book now!

4.94 out of 5 average rating, 143 reviews

A private outdoor area features a pool with a spa, surrounded by a spacious deck. A basketball hoop is positioned nearby. A large inflatable swan floats in the water, while a hammock provides a cozy spot for relaxation. Lush greenery frames the scene under a colorful sky.

Home in Kissimmee

Luxury Encore Pool Spa Pets Game Rm Theater Gym

Amazing Brand New Modern Luxurious Home at Encore Resort Reunion. PET-FRIENDLY & Minutes to all Theme Parks. BRAND NEW HOME. Private Pool & Spa / Game Room / Movie Theater / Gym / Massage Chair / Fireplace / PS5 / Board Games & Much More. Embrace the extraordinary and book your stay at our home, where luxury, entertainment come together for an unforgettable vacation experience. ** Please review the rules before booking. Waterpark access is not included. **

4.91 out of 5 average rating, 121 reviews

Home in Kissimmee

4809 - 5BR w/ Pool | 10 min Disney | 2 Water Parks

Enjoy comfort, style, and location at this 5-Bedroom / 5-Bathroom single-family resort pool home in Storey Lake. Features 2 King en-suites, 1 King bedroom, Star Wars and Mickey themed bedrooms, fully stocked kitchen, open living area, and private pool and spa (hot tub). Resort amenities include pools, lazy river, slides, splash pad, fitness center, and sports courts—all minutes from Disney, Universal, and shopping.

4.84 out of 5 average rating, 116 reviews

Home in Davenport

Movie Room | Hot Tub | Sunny Pool | Fun House

• 4BR | 3BA | Sleeps 9 – 2 king suites + kids’ bunk room • Private sunny pool & FREE heated hot tub • Movie room with cinema seating, popcorn maker & mini fridge • Games area with pool table for family fun • Two living areas + fully equipped kitchen • Quiet, family-friendly location near Disney & Universal • Close to ChampionsGate golf, shopping & restaurants • 🎁 Complimentary welcome pack on arrival

4.89 out of 5 average rating, 64 reviews

A large pool area is framed by high mesh screens, allowing natural light to fill the space. A turquoise pool is surrounded by loungers and a colorful beach ball rests on the white deck. Outdoor seating and a barbecue grill are visible in the background.

Villa in Davenport

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.

A spacious family room features a cozy sectional sofa arranged around a modern flat screen TV mounted above an electric fireplace. Natural light fills the area, highlighting the textured wall and contemporary kitchen with a large island, sleek cabinetry, and stainless steel appliances.

4.89 out of 5 average rating, 189 reviews

4 Bd/4.5 Ba Sleeps 8! Magic Village Views (7575BD)

• Community: Magic Village Views • 4 Bedroom/4.5 Bathroom/Sleeps 8 • Disney (5 miles) • SeaWorld (7 miles) • Convention Center (9 miles) • Universal (10 miles) • Location: Brooklyn Drive, Kissimmee FL 34747

The spacious living area features a comfortable gray couch adorned with vibrant cushions, complemented by two small tables. A large window provides natural light and a view of the outdoor area with a barbecue and pool, while a wall-mounted TV offers entertainment options.