Mansion holiday rentals in Kissimmee

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Top-rated mansion rentals in Kissimmee

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

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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, 123 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

Top guest favourite

A spacious living area is showcased, featuring a large dining table surrounded by eight chairs. A comfortable sectional sofa is positioned nearby, complemented by decorative pillows. A wall-mounted TV is present, along with a side table. Natural light enters through the window with light curtains.

Townhouse in Kissimmee

4.95 out of 5 average rating, 380 reviews

Spacious Home 5BDR / 3Bath near Disney with HotTub

Unwind minutes from Disney! This spacious 5-Bedroom, 3-bath townhome sleeps the whole crew and boasts a private hot tub on the screened patio Why you’ll love it 20 min to all Disney parks, 30 min to Universal Fully equipped kitchen & in-home washer/dryer Fast Wi-Fi & smart TVs in every room Resort pool, gym, playground & 24/7 gated security Self check-in with keypad. Three onsite parking spots. Please review the simple house rules below before booking then start making memories! 3 car parking

Top guest favourite

Apartment 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

Villa in Kissimmee

4.98 out of 5 average rating, 112 reviews

Themed villa w/ private pool & hot tub

Welcome to a relaxed Kissimmee retreat where space, comfort, and play come together for an easy Central Florida stay. Set within Storey Lake Resort, this villa is designed for group getaways near the area’s top attractions. - Sleeps 14 | 5 bedrooms | 8 beds | 5 baths - Private pool & hot tub w/ patio seating - Harry Potter-themed game room w/ arcade & foosball - Fully equipped kitchen & open living area - In-unit washer & dryer, fast Wi-Fi - Resort access w/ pools, lazy river & fitness center

Top guest favourite

A private pool features a spacious deck and a whimsical swan float. Adjacent is a covered dining area with views of landscaped grounds. Inside, a kids’ tube slide and superhero-themed decor are seen, along with a game area featuring a billiards table and arcade console.

Villa in Osceola County

4.99 out of 5 average rating, 136 reviews

*Private Resort Oasis: Golf-Front, Pool/Spa/Cinema

The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT, beautifully situated with stunning views in the sprawling 3.5 square mile Reunion Resort. You will have your own private pool, spillover spa, STAR WARS cinema-game room with pinball, classic arcade games, and karaoke, MARVEL kids room with tube slide and double bunks, the latest Xbox Series S, a sprawling 2000 ft2 pool deck, fire pit, and even a HARRY POTTER cupboard hidden under the stairs, minutes to Disney.

Top guest favourite

An outdoor dining area features a large, custom-built farmhouse table surrounded by benches. Refreshments and fruit are displayed on the table, with a private pool visible in the background, enclosed by a screened lanai. Lush green grass complements the serene atmosphere.

Home in Kissimmee

4.95 out of 5 average rating, 214 reviews

★Completely Renovated★ 3 mi to Disney+Free Resort!

Closest FREE resort to Disney Parks! Sandpiper Shores is a 6 bedroom 4 bathroom luxury villa that sleeps 14. BEST STAR RATING - OVER 200 REVIEWS! * Kitchen is loaded & all baby gear provided. * Custom game room with A/C, LED panel lighting, & ROCK CLIMBING WALL! * Roku smart TVs & NEST tech throughout. * Outdoor space includes your own private pool, hot tub, overhead lighting, NEW grill, & 10' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

Top guest favourite

Villa in Kissimmee

4.98 out of 5 average rating, 105 reviews

Minutes to Disney 6BR Immaculate Vacation Villa

This stunning Storey Lake Resort Villa is the perfect getaway to relax and enjoy your time in Orlando, Florida. Just minutes to Disney World & within easy reach of attractions, shopping and dining. This immaculate & exceptional villa has a heated pool and spa (no additional charge) to relax in after a busy day at the parks. Family friendly featuring Super Mario & Frozen bedrooms, as well as three king size bedrooms, along with a Harry Potter themed movie loft & Spider-Man themed game room!

Top guest favourite

A sunny pool deck features a private pool surrounded by a screened enclosure. Four chaise lounge chairs are positioned near the pool, alongside a covered area with a table and chairs for outdoor dining.

Home in Kissimmee

4.96 out of 5 average rating, 159 reviews

Large House | Near Disney | Private Pool | 6 beds

Modern, clean and comfortable designs welcome you as you walk into this gorgeous updated 4 bedroom, 2,800 sq. ft. house. Enjoy the open feel the corner lot offers. A perfect getaway for families and friends with Disney only 5 miles away! Relax in the sun, splash in the private pool, or chill in the updated game room. Located in the beautiful Veranda Palms gated community where you can enjoy the heated community pool, hot tub, water park, splash pad, and gym within a 3 minute walk!

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

4.96 out of 5 average rating, 104 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