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, 135 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!

An inviting outdoor pool area is featured, surrounded by a protective screen enclosure. The pool water is a clear turquoise, reflecting the evening sky. Comfortable seating is arranged nearby, alongside a BBQ grill. Soft lighting enhances the tranquil atmosphere.

4.94 out of 5 average rating, 123 reviews

❤NEW Gorgeous 5br/3.5ba|POOL| Game ROOM| Disney

Nestled in the peaceful 4 Corners community close to Disney & top rated attractions, Target, Publix & restaurants. Newly updated, inviting and modern 2 level, 5 bedroom/3.5 bath with comfortable luxurious beds! Equipped with a private pool (heat for an extra fee), game room, BBQ grill & free Nespresso. Out back is a mini golf putting green, corn hole and fire pit for the family to gather around under the warm vibe of string lights. A place for the family to retreat, relax, reset and have fun!

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!

A private pool deck is enclosed with mesh, providing a clear view of the surrounding greenery. Two comfortable loungers are arranged beside the inviting swimming pool, adorned with orange striped towels. The peaceful outdoor space is well-lit by natural sunlight.

4.87 out of 5 average rating, 120 reviews

Sunny Family Retreat ~ Peaceful Pool ~ Game Room

Unwind in this sunny 4 Bedroom 3 Bath house nestled in a serene family-friendly neighborhood. This prime location allows quick access to nearby restaurants and shops while being just a short drive away from Disney World, Universal, Legoland, and more. The lively pool deck and entertaining game room offer various relaxing and fun amenities. ✔ 4 Comfortable Bedrooms ✔ 3 Large Bathrooms ✔ Fully Equipped Kitchen ✔ Swimming Pool ✔ Game Room ✔ Six TVs w/ Roku ✔ Sun Loungers Learn more below!

A large wooden dining table is surrounded by eight wooden chairs, set against a backdrop of stone-like walls with arched windows. A metal chandelier hangs overhead, while a decorative knight statue stands in the corner, adding character to the atmospheric space.

4.87 out of 5 average rating, 544 reviews

Magical 5-Bedroom Villa Near Universal's Wizarding

Ensure an enchanted holiday in Orlando. Inspired by everyone’s favorite castle, this magical home provides an immersive experience with 5 bedrooms, common room with large screen TV with Netflix & Nintendo Switch, dining hall, fully equipped kitchen, swimming pool, patio with grill and laundry room. Located in a quiet residential community, 10 miles to the Wizarding World of Harry Potter, 6 miles to Disney, 5 miles from Celebration, 4 miles from Old Town and 18 miles from downtown Orlando.

A spacious private pool area is showcased, featuring colorful inflatable rafts and lounge chairs. A barbecue grill and outdoor dining set are visible nearby, surrounded by a screened enclosure that enhances the outdoor experience. Sunlight reflects pleasantly on the water's surface.

4.92 out of 5 average rating, 125 reviews

Villa with pool

Fabulous villa with 4 bedrooms, two bathrooms, a game room, BBQ, and private pool. Fully equipped for your convenience! Centrally located. Just minutes from Disney and other amusement parks. 3 minutes from Walmart, Publix, and various restaurants. Come with your family and have an unforgettable vacation!The house also has the enjoyment of an additional area in the area, which has an extra pool, tennis courts, a park for children and a ramp for boats and jet skis.

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!

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.

4.95 out of 5 average rating, 159 reviews

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

**Exclusive Discount!** Mention **Disney Serenity** when booking 90+ days in advance for special savings! 🏡 **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! ✨

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.

4.91 out of 5 average rating, 117 reviews

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

5 out of 5 average rating, 21 reviews

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

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

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, 95 reviews

Luxury Villa! /Game Room/ Pool Heater

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

4.84 out of 5 average rating, 32 reviews

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

4.96 out of 5 average rating, 51 reviews

Luxury Villa | Pool, Spa, Game Room | Near Disney

A fire pit is surrounded by Adirondack chairs, creating an inviting space for gatherings. Marshmallows are being roasted over the flames, which are gently flickering. The background features greenery, providing a serene atmosphere as dusk approaches.

4.95 out of 5 average rating, 37 reviews

Family Oasis 15 min to Disney Heated Pool• FirePit

Luxury villa rentals

A vibrant game room inspired by space features several gaming options, including a foosball table, air hockey table, and arcade machines. The room is illuminated with blue LED lighting, and large screens are arranged for gaming, all set against a backdrop of starry wall designs.

4.99 out of 5 average rating, 76 reviews

Free Pool Heat & BBQ|Disney Nearby|Resort|Waffles

A vibrant themed room showcases a blue slide and bunk beds, enhancing playfulness. Adjacent, a cozy bedroom features rich curtains and themed decor. A home theater room displays a large projector screen and comfortable seating. The private pool area is highlighted with seating, a projector, and colorful inflatables.

4.97 out of 5 average rating, 116 reviews

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

Superhost

An inviting screened-in lanai features a private pool surrounded by paver decking, with vibrant sunset colors reflecting overhead. The large dining area showcases a long table set for gatherings, accompanied by stylish light fixtures. The game room is equipped with multiple entertainment options, including arcade games and a pool table.

4.84 out of 5 average rating, 94 reviews

Brand New Luxury 9BR Villa/ Pool/Spa/Game Room

Superhost

A collage showcases the vibrant features of the villa, including a two-lane bowling alley with colorful bowling balls, a private home theater with comfortable seating, and a pool area with a screened enclosure. Bright blue walls and space-themed decor create a playful atmosphere.

4.82 out of 5 average rating, 22 reviews

Bowling| video wall TV | theater| pool | sleeps 36

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, 47 reviews

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

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

Villa rentals with a pool

5 out of 5 average rating, 10 reviews

Casita Kissimmee!Family Vacation Villa! 8minDisney

5 out of 5 average rating, 27 reviews

7BR Disney Villa Escape Room+ Pool +Cinema+Game Rm

The image showcases a private pool area encased in a screened enclosure, with a clear blue pool reflecting sunlight. Surrounding the pool are comfortable lounge chairs and a dining table set on a spacious deck, with greenery visible beyond the enclosure.

4.88 out of 5 average rating, 67 reviews

Disney Pool Home Kissimmee

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

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

4.92 out of 5 average rating, 78 reviews

A playful room features a Moana-themed space with a custom tiki bed and artwork of Moana. Another area shows a Toy Story-themed room with a colorful slide and bunk beds. The outdoor view showcases a private pool in a screened lanai, while an arcade room features vibrant LED lighting and arcade cabinets.

Villa in Four Corners

Solara Villa – Themes, Arcade, Privacy | Sleeps 22

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

A vibrant arcade room is filled with colorful decor and energetic wall murals. Games including air hockey and basketball are prominently featured. A star-patterned floor enhances the playful atmosphere, while glowing blue lights add a fun ambiance to the space.