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Mansion holiday rentals in Kissimmee

Find and book unique mansions on Airbnb

Top-rated mansion rentals in Kissimmee

Guests agree: These mansions are highly rated for location, cleanliness and more.

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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, 163 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

Top Guest favourite
Condo in Kissimmee
4.97 out of 5 average rating, 236 reviews

Comfortable, Spacious Condo. Perfect for Families

Guests love this home! It’s usually fully booked! Location is incredible! Heart our property and save it to your wishlist! 9 min - Hollywood Studios (6 mi) 10 min - Animal Kingdom (8 mi) 12 min - Disney Springs (5 mi) 15 min - Magic Kingdom (10 mi) 30 min - Universal Studios (12 mi) 30 min - Orlando International Airport (17 mi) 8 min - The Factory Outlets Just 3’ from Walmart, Publix, and a big strip mall full of restaurants, grocery stores, and shopping! Experienced host, 9 years on Airbnb!

Top Guest favourite
A resort-style water complex is surrounded by lush landscaping and palm trees. The winding pool features clear, inviting water with lounge areas and shaded cabanas. Bright blue skies filled with clouds create a serene backdrop for this recreational oasis.
Townhouse in Kissimmee
4.98 out of 5 average rating, 242 reviews

Luxury 5BR free heat private pool Disney Universal

Welcome to this gem near all major attractions: Disney (5 miles), SeaWorld (7 miles), Universal (12 miles), Convention Center (9 miles), and Airport (20 miles). Nearby are outlets, restaurants, and supermarkets. This luxurious home features 5 bedrooms, 4 bathrooms, a private heated pool/spa, fully equipped kitchen, laundry, and free stroller, playpen, and highchair. Resort amenities include a water complex, lazy river, bar, fitness center, mini golf, kayaking, and more! Pets friendly & welcome!

Top Guest favourite
A spacious living area features a comfortable sofa with decorative pillows, a dining area with seating for six, and a fully equipped kitchen. Natural light floods the room through large windows, offering views of the exterior. Subtle decor elements enhance the welcoming environment.
Home in Kissimmee
4.97 out of 5 average rating, 103 reviews

Happy Place/ 18 Min to Disney/ Lakeview/ Pool/Park

Welcome to our Happy Place: 1- Best Location in a Residential Neighboorhood 2- 20 Min to Magic Kingdom 3- 22 Min to Seaworld 4- 21 Min to Universal Studios and Disney Springs 5- 25 Min to Orlando Airport 6- 4 Bedroom designed for 10 guests (1 King Bed , 1 Queen, 2 Full, 1 Bunk Bed Futon) 7- Free Parking (4 Cars) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Shared Pool 11- Volleyball Court 12- 24/7 Available Host 13- Playground 14- Amazing Lake Views from our backyard 15- Barbecue

Guest favourite
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
4.93 out of 5 average rating, 134 reviews

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 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. **

Guest favourite
Home in Kissimmee
4.89 out of 5 average rating, 175 reviews

Luxury Disney Vacation Home on Reunion Golf Resort

This 5 bedroom Luxury family vacation home has one of the most picturesque views in all of Reunion, located on the 14th fairway of the Jack Nicklaus course. 2 MASTER SUITES which looks over your private POOL & SPA. All rooms are professionally decorated with a Disney and a Harry Potter room. Your family will stay busy with the arcade, ping pong table and a large number of board games for all ages. Pool area has a basketball net, New WEBER BBQ and Kamado Joe

Superhost
An inviting living space features a large sectional sofa and a stylish coffee table. A flat-screen TV is mounted on a light-colored media console. Ample natural light comes through windows adorned with sheer curtains, while a dining area with a table and chairs is visible in the background.
Home in Kissimmee
4.81 out of 5 average rating, 113 reviews

Great Lake View - Pet Friendly

Welcome to this beautiful 4-bedroom home, all located on the first floor, ideal for families and groups seeking comfort and convenience. Two of the bedrooms are en-suites, while the other two share a full bathroom located in the hallway. Enjoy 24h self check-in, a unique access code valid only during your stay, lines and towels provided, and a fully equipped kitchen, dining area, and cozy living space. The property is pet friendly (please check house rules).

Guest favourite
A modern living area boasts high ceilings and large windows that invite natural light. Elegant furnishings include two gray sofas and a wooden dining table set against a backdrop of neutral tones. A flat-screen TV is mounted on the wall, and vibrant artwork decorates the space.
Townhouse in Kissimmee
4.95 out of 5 average rating, 99 reviews

A Refined Modern Oasis next to Disney World

An architecturally stunning 2400 square foot corner villa next to Disney World Orlando that is privately owned and designed by the world-renowned Pininfarina Group of Italy embodies modern sophistication with open-concept living, high ceilings, 4 bedrooms (2 master bedrooms – one on each floor), 4 en-suite bathrooms, and a downstairs half bath. All bathrooms each have their own bath and shower supplies. THERE ARE NO CAMERAS ANYWHERE ON OR IN THE PROPERTY.

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, 114 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.

Top Guest favourite
A private pool area featuring a clear blue pool with spa and surrounding palm trees. A giant outdoor chess set is visible nearby, along with a colorful tube slide leading to a vibrant bunk bed room. A game table with billiards is also showcased in the movie theater room.
Home in Four Corners
4.96 out of 5 average rating, 200 reviews

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.

Guest favourite
A private jacuzzi is highlighted, nestled on a spacious patio with a serene view of greenery. The jacuzzi is surrounded by a screened enclosure, ensuring a tranquil outdoor experience. A dining set can be seen nearby, providing a comfortable space for relaxation.
Townhouse in Kissimmee
4.82 out of 5 average rating, 342 reviews

Home-like 4 bd w/ jacuzzi 5 min from Disney

This spacious and recently upgraded decor townhouse is located in the beautiful Regal Oaks Resort. Regal Oaks is a private, gated Vacation Home Community and Resort. Located just a few minutes away from the traditional Old Town parks,shops and dinning and only 20 minutes away from Disney,this house will bring much fun to families, friends and groups looking for a weekend of fun or enjoy the great theme parks.

Top Guest favourite
An outdoor pool area is enclosed by a screened-in patio, showcasing a sparkling swimming pool and a relaxing spa. Lounge chairs with patterned cushions are positioned alongside the pool, complemented by a vibrant sunset sky reflecting warm hues.
Home in Kissimmee
4.98 out of 5 average rating, 122 reviews

"Sunny Oasis" Huge Pool Deck/Movie Theatre/Arcade

“Sunny Oasis” is a Breathtaking 8 Bedroom Pool Home with more than 4000 square feet of luxurious amenities and fun for the whole family. This home features an extended pool deck, which is the largest pool deck of all the homes in the entire resort of Windsor at Westside. The home features a huge open plan kitchen, dining, lounge area with large sliding doors that lead to the Sunny Oasis that awaits outside.

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