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, 276 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, 137 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 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, 142 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, 133 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.

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, 99 reviews

Private Pool & Free Heat - Close to Disney!

3 bed, 3 bath luxury villa in exclusive gated community 10 mins from Disney. Private pool & hot tub with free heat not overlooked by other homes. Main rooms open onto pool. Kitchen with granite counter tops. Outside bar, loungers, table & chairs. Master bedroom with double sink ensuite and twin with ensuite shower room. Queen is separate to main house providing additional privacy when travelling with friends/family. 32 inch tv's and comfortable beds with pillow top mattresses in all bedrooms

4.98 out of 5 average rating, 108 reviews

Family villa w/ private pool & game room

Welcome to your Kissimmee getaway - a spacious villa designed for families and groups, with room to relax between park days and resort fun. - Sleeps 14 | 5 bedrooms | 8 beds | 5 baths - Private pool & hot tub w/ patio seating (pool heat available for a fee) - Harry Potter-themed game room w/ arcade & foosball - Access to Storey Lake resort pools, lazy river & gym - Fully equipped kitchen, open living area & in-unit washer/dryer - Family-friendly amenities incl. crib, high chair & baby bath

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.

4.86 out of 5 average rating, 547 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.

The outdoor living space features a cozy seating area surrounding a fire pit and a large dining table. A private swimming pool is illuminated in blue, with sun loungers lining the edge. The backyard is framed by palm trees, creating a tropical ambiance at dusk.

5 out of 5 average rating, 113 reviews

8 BR Villa, Private Pool, Theater, Min to Disney!

Big and Beautiful Themed Vacation Villa in premium gated Encore Resort. Spacious main floor for entertaining large groups - bring the family and friends! Enjoy the included resort amenities a minute's walk from the front door. Or, relax around your private pool and custom summer kitchen. Enjoy big-screen movies and sound in the theater in premium loungers, and play classic arcade games! min from Disney, one of the closest villa resorts. Tons of shopping and dining nearby!

A private pool area is surrounded by a screened enclosure, featuring a jacuzzi spa and lounge chairs. The pool is inviting, with light blue water reflecting the sky's pink and purple hues. A serene lake is visible beyond the pool, adding to the tranquil setting.

4.91 out of 5 average rating, 243 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 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**

4.98 out of 5 average rating, 121 reviews

Immaculate 6BR Minutes to Disney & Free Pool Heat

Immaculate and well equipped Stargazer Villas vacation home at Storey Lake Resort! A short drive to Disney & within easy reach of attractions, shopping and dining. This Orlando area vacation home is a guest favorite and has a heated pool (no extra charge) for your family to relax in after a busy day at the parks. Featuring themed Toy Story & Mickey bedrooms, as well as three primary suites, along with Star Wars movie loft & Avatar game room!

4.87 out of 5 average rating, 152 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.

Popular amenities for Kissimmee villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

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, 149 reviews

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

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, 45 reviews

Rest & Relax at Sunset by the Lake with SPA!

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 exterior of a two-story home is showcased, featuring a well-manicured lawn and palm trees in the front yard. A spacious driveway leads to a garage with a white door, while the house displays a neutral color scheme and large windows allowing natural light.

4.93 out of 5 average rating, 107 reviews

Disney Dream Villa- 10 Minutes From Disney!

5 out of 5 average rating, 20 reviews

WaterView 4 miles to Disney 3Br 2Ba Pool Home

5 out of 5 average rating, 5 reviews

2817 Story Lakes

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.

4.96 out of 5 average rating, 71 reviews

Resort Villa with Private Pool & Spa

4.96 out of 5 average rating, 52 reviews

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

Luxury villa rentals

The outdoor pool area features a spacious swimming pool with a spa, surrounded by paved decking. Lounge chairs are arranged around the pool, while a colorful float and a hammock invite relaxation. Palm trees line the background against a vibrant sky.

4.94 out of 5 average rating, 53 reviews

Luxury 8BD Theater Game Pool Golf Firepit - Disney

A private pool area is illuminated in a soft green hue, surrounded by a screened enclosure. Comfortable lounge chairs are positioned nearby, with a table set under an umbrella. String lights create a warm ambiance as the evening sky darkens.

4.99 out of 5 average rating, 138 reviews

Magical Disney House-Pool & Hot Tub,Free Waterpark

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.

4.93 out of 5 average rating, 179 reviews

Free Pool Heat! Disney Themes, Arcade, Sleeps 22

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, 162 reviews

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

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

4.97 out of 5 average rating, 117 reviews

Luxury Themed Villa 9 BR | Close to Disney

A private outdoor area features a sparkling pool and spa, surrounded by a screened-in lanai. The tranquil lake view is highlighted by lush greenery and a colorful sky at sunset, creating a serene ambiance for relaxation.

4.98 out of 5 average rating, 85 reviews

Close2Parks, Pool heat promo, Vgames, Theater

Villa rentals with a pool

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, 66 reviews

Vacation 3 bedroom 2 bath Villa+pool

4.96 out of 5 average rating, 90 reviews

The exterior of the house showcases a striking blend of wood and stone finishes, featuring large windows that illuminate the interior. An expansive, clear blue pool reflects the sky, with a bridge extending over the water leading to the main entrance.

Villa in Orlando

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando

4.91 out of 5 average rating, 80 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

The image showcases a vibrant gaming area with a glowing dance floor, a relaxing outdoor space featuring lounge chairs near the pool, a themed sleeping area with bunk beds, and a foosball table positioned in a cozy game room filled with colorful lighting.

4.97 out of 5 average rating, 58 reviews

6 BD/4.5 Ba Sleeps 14! Lily Pad At Solterra Resort

4.91 out of 5 average rating, 46 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

Superhost

The outdoor pool area features a large swimming pool and a spa, both surrounded by a screened enclosure. Clear blue water reflects sunlight, while lush greenery accents the space, enhancing the views of the conservation area beyond.

Villa in Clermont

5 out of 5 average rating, 3 reviews

Dog friendly, no rear neighbors, open field views.

A heated swimming pool is enclosed by screen protection, providing a clear view of the water. Surrounding greenery adds privacy, while a patio area features sun loungers and a grill for outdoor dining. Sunlight reflects off the water, creating a bright atmosphere.

4.84 out of 5 average rating, 49 reviews

South facing Modern villa in quiet gated estate

The pool deck features a spacious swimming pool surrounded by a screened enclosure. Four sun loungers are positioned nearby, accompanied by a cantilevered umbrella for shade. The tranquil conservation area is visible in the background, providing a peaceful setting.