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Mansion holiday rentals in Kissimmee

Find and book unique mansions on Airbnb

Top-rated mansion rentals in Kissimmee

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Top guest favourite
The villa features a distinct architectural style with a terracotta roof and a landscaped front yard. Lush palm trees are positioned around the entrance, while a spacious driveway leads to a three-car garage, all set against a tranquil evening sky.
Villa in Kissimmee
5 out of 5 average rating, 127 reviews

Villa Sol Quite Family Pool/Hot tub Home

Close to all major attractions, and airport sits this private villa. It has a little something for all ages! Your family can play in the pool or relax in the hot tub. Enjoy fun game nights with a cabinet full of games, or play a game of basketball, pickleball, or tennis right outside our pool. Fun on the playground or enjoy the clubhouse gym. All of your needs for the beach trips or the ball games. All of your baby's needs are covered as well. Ask about Stroller and cart rentals. We have it all

Superhost
An open-plan living and dining area is highlighted, featuring a glass dining table with six chairs. A cozy sofa sits invitingly next to a wall-mounted Smart TV. The kitchen is equipped with modern appliances, with a small island and snacks displayed on the countertop.
Townhouse in Kissimmee
4.82 out of 5 average rating, 194 reviews

⭐️THE⭐️ STAR⭐️ HOUSE⭐️ (4BD/3BA/5 Smart TVs)⭐️

⚠️ BOOKING REQUIREMENTS: (please do not book if you dont meet or do not agree with the requirements) ✔️Max of 8 guests (adults + children + infants) ✔️Minimum age of 25 yo is required to book this unit and be ready to present photo ID when requested. Must attend the trip. ✔️Be one single family living outside Orlando area and visiting parks. ✔️Be kind, clean, and well-organized. ✔️Must carefully read and agree with (1) listing description, (2) house rules and (3) checkout instructions.

Guest favourite
Aerial view captures the resort's lazy river and multiple pools surrounded by tropical landscaping. An inviting bedroom features a comfortable bed with light teal bedding and decorative pillows. The dining area showcases a modern table set for six, with a large window letting in natural light. The private patio includes a heated pool surrounded by lounge furniture.
Townhouse in Kissimmee
4.96 out of 5 average rating, 165 reviews

❤Gorgeous New Home❤FREE Water Park☆15min to Disney

Welcome to this gorgeous new 5 bedroom 4 bathroom townhouse in the luxurious Storey Lake Resort Community! This beautiful vacation home with a private heated pool is located just around the corner from Disney, Universal and Sea World (~15 minute drive): ★ Walking Distance to Resort Clubhouse, 0.3 mile ★ - Animal Kingdom: 8 miles - Magic Kingdom: 9.6 mile - Hollywood Studios: 7.1 mile - Epcot: 7.7 mile - Sea World: 8.1 mile - Universal Studios: 12 mile - Orlando International Airport - 30 Mins

Guest favourite
A spacious pool area is enclosed with a screened-in structure, featuring a clear blue pool and a heated hot tub. A dining set with white chairs and table is positioned nearby, while colorful pool floats are seen on the water, adding to the inviting outdoor atmosphere.
Home in Kissimmee
4.95 out of 5 average rating, 156 reviews

Disney Home! Heated Pool/Spa•Arcade•Gated Comm•4BR

This gorgeous private heated pool/Spa home in a gated community is perfect for families, and groups. Located close to major theme parks. Only a short drive from Disney, Universal and the all new Epic Universe! Relax in your own private heated pool & hot tub or enjoy the heated clubhouse pool complete with a water slide, kids splash pad and personal workout center, all within walking distance. Make memories in your private arcade room with a ping pong table, air hockey table and arcade games.

Guest favourite
Townhouse in Kissimmee
4.9 out of 5 average rating, 100 reviews

2693 Resort 4BR House Waterpark by Disney Orlando

Minutes from Disney, stylish & peaceful Townhouse, with 4 bedrooms and 3 full bathrooms, fully equipped kitchen for up to 8 guests, located in the family friendly Storey Lake Resort. Enjoy our private pool with optional water heater. The open floor plan blends Kitchen, Dining and Living room. Close to outlet malls & retail stores. Great Resort amenities: Heated Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Lake, Kayak, Tiki Bar, Ice Cream Shop & more.

Superhost
An inviting outdoor seating area features multiple Adirondack chairs arranged around a fire pit, under a sleek ceiling fan. The space includes an umbrella-covered dining table, overlooking a private pool. The ambiance is enhanced by string lights against a colorful sunset sky.
Townhouse in Kissimmee
4.84 out of 5 average rating, 122 reviews

"Sweet Retreat" - Free Pool Heat & Bbq

Adventure Awaits in the "Sweet Retreat", a fabulous 5 Bedroom townhouse in the World Class resort of Windsor at Westside. This newly refurnished home sits right next to the resort clubhouse and features a Pirates of the Caribbean loft area with an exciting Pirate Scavenger Hunt for kids of all ages. Kids will love the Pirate loft, Mickey bedroom and Moana themed bedroom. Parking front and back, FREE WIFI, FREE Pool Heat and FREE BBQ make this home your perfect Disney getaway.

Top guest favourite
An expansive outdoor pool deck is featured, surrounded by lounge seating and shaded areas. A giant outdoor chess set stands nearby, along with a view of the scenic forest and pond. A brightly decorated game area showcases themed decor and entertainment options.
Home in Four Corners
4.99 out of 5 average rating, 163 reviews

*Luxurious Paradise Mansion: Pool, Spa & Cinema

The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT in the stunning 3.5 square mile Reunion Resort. You will have your own private pool, spa, movie theater - game room, 3 master suites, 3 incredible themed bedrooms (MARVEL, FROZEN II, NASA) for kids or adults, the latest Xbox Series X game station, a 2500 ft2 pool deck overlooking a beautiful forest and pond, fire pit, & billiards table, minutes to Disney.

Guest favourite
The exterior of the home showcases a single-story structure with a combination of pastel hues and stone accents. Lush green grass surrounds the building, accompanied by a variety of tropical plants and a palm tree. A well-maintained driveway leads to a two-car garage.
Home in Kissimmee
4.88 out of 5 average rating, 132 reviews

Relaxing Orlando 4 BR home, pool & water view

Charming home just 10-20 miles away from Disney World, SeaWorld, and Universal Studios, owned by Kim & Shawn Beus. Tranquil neighborhood with walking/running pathways. It is just 10 minutes away from many restaurants, grocery, shopping, and entertainment options like Medieval Times, Fun Spot America, and Give Kids the World. Relax in the private screened in pool (heated for additional fee) and patio and watch birds play in the pond.

Guest favourite
A private swimming pool is enclosed by a screened lanai, providing a clear view of the serene lake beyond. Two reclined loungers line the edge, positioned for relaxation under the sun. A spa area is visible next to the pool, enhancing the tranquil environment.
Villa in Kissimmee
4.91 out of 5 average rating, 116 reviews

Hot tub, gameroom near Disney

I am chuffed to bits to host your family! The villa is a 15-minute drive to Disney and 25 to Universal. There are five golf clubs locally and plenty more things to do—why not check out one of Florida’s beaches or shop at Downtown Disney? There is so much to see in Orlando. If you choose to stay in, take advantage of the private swimming pool, spa, and spacious, family-friendly home with a fully equipped kitchen and game room.

Guest favourite
Villa in Kissimmee
4.88 out of 5 average rating, 160 reviews

Premium 6BR | Theater, Games & Heated Pool

Welcome to your 3,400 sq ft luxury escape just minutes from Disney World! Perfect for families and friends, our villa sleeps 12 with ensuite bathrooms in every bedroom. Enjoy the home theater, game room, and a fully equipped kitchen—plenty of space to gather or relax. Close to shopping, dining, and all the Orlando magic. Book now for unforgettable memories in your private Disney-area villa.

Top guest favourite
Aerial view of a sprawling resort pool area featuring a lazy river, water slide, and lush landscaping. Multiple lounge chairs line the poolside, while a shaded tiki hut offers respite. A serene lake reflects the clear blue sky, enhancing the resort's inviting atmosphere.
Townhouse in Kissimmee
4.94 out of 5 average rating, 217 reviews

I-Gated Resort-5 miles to Disney-2 FREE Water Park

Is this home booked? We have more! Click on the circular profile image, then scroll down till you see James's Listings. Gated/24 hour security. Resort living with 2 main clubhouses and a few other extra quieter pools, playground and a soccer field. 10 min to Disney 15 min to Universal 10 min to the Convention Center Within a 5 min drive: Publix Grocery Walmart Target 10-15 restaurants

Top guest favourite
A game room features striking themed decor, with large flat-screen TVs and seating. The private pool area showcases a serene swimming pool surrounded by a screen enclosure, highlighted by comfortable lounge furniture. A cozy outdoor seating area is visible, offering a relaxing view.
Villa in Kissimmee
4.95 out of 5 average rating, 172 reviews

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool

🏡 **Welcome to Disney Serenity** – a family-friendly villa near Disney World! Enjoy a **private heated pool**, **game room**, and **cinematic home theater**. Plus, access resort amenities like a **lazy river, gym, and tiki bar**. **Wheelchair-friendly** and perfectly located for Disney & Universal adventures. Book now for a magical stay! ✨

Popular amenities for Kissimmee mansion rentals

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