Villa vacation rentals in Kissimmee

A private movie theater features a 150-inch screen displaying a Disney image. Black walls and hardwood flooring create a modern atmosphere. Comfortable reclining seats with cup holders are arranged for a cinematic experience, ensuring a cozy and immersive viewing environment.

4.82 out of 5 average rating, 275 reviews

150 Inch 4K Movie Theater Pool & Spa sleeps 16

"Just 3 miles from Disney up to 16 guests! Unwind in the pool & jacuzzi. A private cutting-edge Movie Theater, featuring a 150-inch screen, 4K projector, and immersive surround sound. Relive your favorite movie moments like never before! Stream on Roku, game on PS5, and enjoy high-speed Wi-Fi for endless fun. The well-equipped kitchen is perfect for large families and with 6 bedrooms and 4 en-suite baths, privacy is guaranteed. A Star Wars and a Disney-themed rooms so the kids will feel at home.

A themed game room showcases a Batman-inspired design with a bright yellow slide leading to a two-level play area. An air hockey table is positioned prominently, surrounded by stylized dark walls, creating an immersive gaming environment.

4.99 out of 5 average rating, 136 reviews

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub

Make memories to last a lifetime in our luxurious seven-bedroom home (sleeps 21) at Orlando's premier vacation community. Enjoy your own Batman cave game room, private pool (heated at no extra charge*), and hot tub. Our 100% Five-Star rating from previous guests and our generous cancellation policy means you can book with confidence. Only 15 minutes to Disney and a short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

A home cinema room features a large flat-screen TV displaying a film scene. The walls are painted blue and red, and plush seating is arranged in front of the screen. Decor includes framed posters and a Mickey Mouse silhouette, creating an engaging entertainment space.

4.86 out of 5 average rating, 426 reviews

OMG! Disney Area, Movie Theater, Game Room & Pool!

"Guest favorite" - This home is in the top 10% of eligible listings based on ratings, reviews, and reliability. Comfort and Space in an Elegant home with a lot of amenities, 4Bed/3Bath. Private Movie Theater, Game Room, Pool and Themed Rooms. A well equipped Kitchen, Laundry, 3 parking spaces, WiFi, Smart TVs. Located at Crystal Cove Resort, a gated community, close to Disney. Few minutes to Walmart, Target, Sams Club, Publix, Outlets, Restaurants, Disney, Sea World, OCCC, EPIC and Universal.

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.

4.96 out of 5 average rating, 142 reviews

⁕ 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.

A spacious living area showcases a large sectional sofa adorned with colorful cushions, set against a striking stone wall decorated with framed artwork. Tall windows allow natural light to enter, while rich red curtains add a touch of warmth. A decorative rug anchors the seating area.

4.94 out of 5 average rating, 249 reviews

Enchanted Villa with Lake View 6-Bedroom in Resort

In the exclusive Lake Berkley Resort, this magical manor is a spacious 6 bedroom, 3.5 bathroom home with private pool & spectacular lake views. A 10 minute drive to Disney World, 15 minutes to Sea World and 20 minutes to Universal’s Wizarding World of Harry Potter. Ensure an immersive experience at this thematic home, perfect for families & groups of friends looking to cook in the well stocked kitchen, enjoy meals together in Great Hall or patio by the pool and watch movies & more in the Common

An outdoor dining area features a large, custom-built wooden table surrounded by black chairs. Blue plates and glassware are meticulously arranged for an inviting meal. A bright blue pool glimmers in the background, enclosed by a mesh screen to ensure privacy.

4.97 out of 5 average rating, 139 reviews

*Brand New!* Minutes to Disney + Free Resort!

Closest FREE resort to Disney Parks! Hibiscus Hideaway is a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in October 2022! * Kitchen is loaded & all baby gear provided. * Custom game room with A/C, LED panel lighting & ROCK CLIMBING WALL! * New Roku smart TVs & NEST tech throughout. * Outdoor space includes your own private pool, hot tub, overhead lighting, NEW BBQ grill & 10' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

4.99 out of 5 average rating, 132 reviews

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

*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.

Villa in Championsgate Village

A vibrant game room displays an air hockey table and foosball station, with colorful LED lights casting an engaging glow. An adjoining indoor theater features plush seating and a large screen, while a private pool area invites relaxation, surrounded by lush greenery and floatation devices.

4.97 out of 5 average rating, 102 reviews

Pool Movies|Water Park|Movie Theater|Arcade|Themed

Enjoy our Early Bird Sale and Save! ✨ Discover an enchanting escape at Ice Saber Manor-a stunning 6 bed Villa featuring FROZEN and SPIDER-MAN rooms, 4 gorgeous master suites and endless entertainment options! Immerse yourself in cinematic wonders with a Star Wars MOVIE THEATER, belt out your favorites in the KARAOKE area or revel in our POOLSIDE THEATER! Relax in your heated POOL&SPA or enjoy our WATERPARK! Discover Disney from the comfort of this modern home nestled in a beautiful resort!

4.99 out of 5 average rating, 103 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!

A private pool area is enclosed by a protective screen, showcasing clear turquoise water. Lush palm trees are visible in the background, providing a tropical ambiance, while the surrounding patio features lounge chairs for relaxation. A spacious outdoor environment invites leisure and enjoyment.

4.78 out of 5 average rating, 232 reviews

Feel the Magic: 9 min Disney • Pool • Pet • Relax

✨ Looking for comfort, privacy, and fun near Disney? Our pet-friendly home is ready to welcome your family — including your furry friend — for amazing days under the Florida sun. Magic Kings House invites you to create magical moments with your loved ones, offering comfort and exclusivity at Windsor Palms, the resort most loved by guests. Every detail has been carefully prepared to make your vacation easy, relaxing, and filled with wonderful memories. 🌴🐶☀️

4.91 out of 5 average rating, 242 reviews

House by the Mouse: Something for Everyone!

Welcome to our completely remodeled solar four bedroom, three bath villa, less then four miles to Disney World, and only a short drive to Universal, Sea World, Lego Land, and other local attractions. Designed themed bedrooms include Harry Potter, Mickey and Minnie Mouse, Star Wars, and a romantic master bedroom that allows you to relax in comfort. The pool, spa, and the entire villa is just for you, no need to share with anyone else, so kick back and enjoy!

4.91 out of 5 average rating, 117 reviews

A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.

Villa in Davenport

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi

Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

Popular amenities for Kissimmee villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

The newly renovated pool is visible within a screened enclosure, providing a safe area for enjoyment. The pool is shaped uniquely and features clear blue water, creating a refreshing focal point in the outdoor space surrounded by inviting patio areas.

4.92 out of 5 average rating, 64 reviews

Vacation 3 bedroom 2 bath Villa+pool

Superhost

A private pool area is enclosed with a screen, featuring a clear blue pool surrounded by lounge chairs. A dining table is positioned nearby, with green landscaping visible in the background. The expansive sky above is bright and clear, enhancing the outdoor leisure space.

4.66 out of 5 average rating, 146 reviews

Villa w/ Pvt Pool & BBQ + Resort | 10 min Disney

4.91 out of 5 average rating, 45 reviews

A spacious living area features a modern sectional sofa and two accent chairs, arranged around a glass coffee table. A well-lit kitchen and dining area are visible in the background, connected through an open layout. Decorative lighting and potted plants add a touch of elegance.

Villa in Four Corners

Luxury, Fun & Comfort 7BD Home w/ Home Theater

The image captures a view from the pool, showcasing the villa's large glass windows and covered outdoor seating area. Loungers are positioned around the pool, offering ample space for relaxation. The sparkling water reflects the modern architecture above, framed by a screened enclosure.

4.93 out of 5 average rating, 97 reviews

Private Pool & Free Heat - Close to Disney!

A game room features various entertainment options, including a treadmill, exercise bike, and classic arcade machines. The decor showcases a 'Star Wars' theme with vibrant blue lighting and dark walls, creating an inviting atmosphere for guests to enjoy recreational activities.

4.95 out of 5 average rating, 96 reviews

Luxury Villa! /Game Room/ Pool Heater

The image showcases a vibrant outdoor area featuring a private pool and spa, with a large projector for outdoor movie viewing. Inside, two game rooms are filled with themed decor and various entertainment options, including virtual reality experiences and arcade games.

5 out of 5 average rating, 48 reviews

Rotating VR Machine, Arcade, Slide | 3mi to Disney

5 out of 5 average rating, 17 reviews

WaterView 4 miles to Disney 3Br 2Ba Pool Home

5 out of 5 average rating, 5 reviews

2817 Story Lakes

Luxury villa rentals

5 out of 5 average rating, 21 reviews

Epic Escape/9Br/Theater, Game Rm/Theme Rm/Disney

4.96 out of 5 average rating, 51 reviews

EPIC 10 min Disney Villa~Mini Golf~Arcade~Theater

Villa in Championsgate Village

An imaginative arcade and themed play area is displayed, featuring a blue slide and space-themed bunk beds. A princess-themed room with a carriage bed is highlighted. An arcade area with vintage game machines completes the vibrant layout, showcasing a unique blend of fantasy and entertainment.

4.94 out of 5 average rating, 178 reviews

Free Pool Heat! Disney Themes, Arcade, Sleeps 22

Superhost

A themed game room features futuristic decor with a space-inspired mural depicting spacecraft. Capsule-like sleeping areas with glowing blue accents are positioned along one wall. A large table with integrated gaming elements occupies the center, while comfortable seating is present for relaxation.

4.84 out of 5 average rating, 108 reviews

Brand New Storey Lake 10 Bedroom Villa with Pool &

The image displays four themed bedrooms, each uniquely designed. A Moana-inspired room features vibrant ocean murals and a queen bed. The Toy Story room shows playful characters with a twin bunk bed. A Frozen-themed room highlights snowy landscapes with two twin beds, and a Mickey Mouse room displays bold colors and playful decor.

4.92 out of 5 average rating, 71 reviews

66+ 5 star reviews Villa@ StoreyLake mins 2 Disney

4.92 out of 5 average rating, 121 reviews

Storey Lake•9BR•Fire Pit•Pool•Hot Tub•Game•EV

4.97 out of 5 average rating, 117 reviews

Luxury Themed Villa 9 BR | Close to Disney

4.85 out of 5 average rating, 33 reviews

6BR+Spa&Pool+Walk to Clubhouse+Theater+ThemedRooms

Villa rentals with a pool

A single-story home with a light beige exterior features a well-kept lawn bordered by shrubs. The front porch, highlighted by four windows, leads to a dark front door framed by decorative elements. A clear blue sky completes the inviting outdoor scene.

4.82 out of 5 average rating, 11 reviews

Florida Cottage Getaway - (4958TV)

An inviting outdoor area features a private pool and spa covered by a spacious screened enclosure. Comfortable lounge chairs are positioned around the pool, surrounded by well-maintained greenery that adds privacy to the space.

4.91 out of 5 average rating, 11 reviews

Windsor Hills Resort Pool Villa Near Disney

4.81 out of 5 average rating, 26 reviews

Amazing home 5 mins to Disney Orlando

An exterior view of a two-story home is presented, featuring a screened-in private pool and spa surrounded by a patio. Additional images showcase a game room with a pool table, vibrant wall art, and an inviting living space leading to the pool area.

4.93 out of 5 average rating, 72 reviews

* Top-Rated Villa - Sleeps 14 - Free Resort *

An outdoor dining area is presented under a screened enclosure, featuring a wooden table with seating for eight. A movie screen displays a scene from Disney Moana. The surrounding pool area includes lounge chairs, with vibrant colors reflecting in the evening sky.

5 out of 5 average rating, 23 reviews

Luxe Windsor Hills w/Poolside Theatre & GameRoom

A private pool and hot tub are surrounded by a screened enclosure, showcasing crystal-clear water. Comfortable lounge chairs are positioned along the edge of the pool deck, with large glass doors offering views of the adjoining living spaces. The sky displays soft colors of twilight.

4.93 out of 5 average rating, 44 reviews

Rest & Relax at Sunset by the Lake with SPA!

4.93 out of 5 average rating, 100 reviews

A private pool and spa area is enclosed by a screen, offering views of a serene sunset through palm trees. The pool features a textured surface and a safety railing, with vibrant water reflecting the evening sky. A lush green lawn surrounds the space, contributing to the tranquil environment.

Villa in Davenport

25%off/Close to Disney/Hot Tub/Private Pool/Fenced

An open-concept living area showcases a modern beige sofa accompanied by a stylish area rug. Bright natural light filters through large sliding doors leading to the pool area. The adjoining kitchen features high stools at a breakfast bar, providing a casual dining option.