Villa holiday 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.

4.83 out of 5 average rating, 320 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.

LocationValueWalkability

A spacious living room features a large sectional sofa arranged around a wall-mounted television. Natural light enters through large windows, enhancing the airy atmosphere. A game room showcases a pool table and arcade games, while the private pool area is enclosed with a netted structure, ensuring safety and comfort.

4.87 out of 5 average rating, 149 reviews

Unique 6BR Home • Private Pool & Full Game Room +

Create unforgettable memories in this family-friendly vacation home near Disney. Spacious 6BR / 5.5BA with themed rooms,TVs throughout, fully equipped kitchen, private pool, BBQ area and resort-style amenities. Enjoy an epic game room with arcade games, pool table, play area, tube slide, bar and PS5. Perfect for families, groups and friends seeking comfort, fun and great vibes. A wild stay awaits!! Plus, enjoy relaxing outdoor spaces, amazing photo spots, and nonstop entertainment for all ages!!

ValueFamilyHot tub

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.

4.96 out of 5 average rating, 167 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!

ValueFamilyQuiet

A private pool is framed by a screened enclosure, featuring a gentle waterfall and bordered by comfortable lounge chairs. The serene lake view is visible beyond the pool, complemented by lush greenery lining the shore.

4.86 out of 5 average rating, 208 reviews

Near Disney Gated LakeView Pvt Heated Pool

LIMITED OFFER! FREE CLEANING FOR BOOKING 10 DAYS+ IN NOV-DEC! LOWEST CLEANING FEE! Miltary dscnts. New Pool Heatr, Dolby ATMS, 65" LED TV w/ Airplay. Remote office setup. Sunset Lakes a secure gated comnty ~12 min from Disney & other parks. Villa offers Lake View pvt pool, gorgeous sunset, Playroom, Fishing dock. Fully furnished, sparkling clean w/ 5 bds - 1 King, 2 Qns, 2 Twin beds w/ 3 baths, kitchen & Lndry. Come & enjoy your next trip to Disney & leave everything to a fantastic experience!

LocationValueDecor

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.

4.87 out of 5 average rating, 457 reviews

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

"Guest favorite" - This home is in the top 5% 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.

LocationFamilyAmenities

An outdoor dining area features a large custom-built farmhouse table surrounded by seating options. Flower arrangements are placed on the table, and a blue pool is visible in the background. The space is sheltered with a screen enclosure, allowing for a spacious view of the yard.

4.95 out of 5 average rating, 206 reviews

*Plumeria Place* Minutes to Disney+Free Resort!

Closest FREE resort to Disney Parks! Plumeria Place is a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in March 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 & 9' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

FamilyValuePets

4.82 out of 5 average rating, 190 reviews

Villa in Four Corners

Relaxing Villa | Pool, BBQ & Ping Pong | Disney

Welcome to your dream vacation home in Orlando! Just minutes from Disney World, this stylish 6-bedroom, 4.5-bath villa is perfect for families and large groups. Relax in the private southwest-facing pool, fire up the BBQ grill, and enjoy a loft with basketball, air hockey, and ping pong. Bedrooms feature king and queen-size beds, plus Smart TVs in every room and the living room. Fully equipped and designed for comfort, this home combines relaxation and entertainment for an unforgettable stay.

FamilyValueNearby

4.93 out of 5 average rating, 120 reviews

Luxury Villa! /Game Room/ Pool Heater

Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and overflow Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

FamilyValueLayout

4.95 out of 5 average rating, 135 reviews

Storey Lake 10BR Villa Near Disney, Pool Waterpark

✨ Step into your own Disney adventure! Once an NBA star’s vacation home, this villa sleeps 23 and blends luxury with fun: • 🛏 Themed Bedrooms (Frozen, Cars, Harry Potter, Star Wars & more) • 🎬 Galactic Theater w/ 86” Screen, Surround Sound, Arcade, Xbox & Nintendo • 💦 Heated Pool & Spa w/ Lounge Seating + Peaceful Forest Views • 🎢 Resort Water Parks w/ Lazy River, Pirate Ship, Water Slides & Mini Golf • 📍 Prime Location: Only 7 Miles to Disney & 19 Miles to MCO attractions

FamilyLocationParking

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.

4.92 out of 5 average rating, 275 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!

ValueFamilyBarbecue

4.97 out of 5 average rating, 140 reviews

Luxury Themed Villa 9 BR | Close to Disney

🏖️☀️🏄‍♀️Experience the heart of Orlando in this luxurious house! Perfect for an unforgettable time with family, this new house has 9 stylish bedrooms and can house 22 people! This house is incredibly close to Disney World, Universal, Sea World, and the Orlando Airport! Located in Storey Lakes, Orlando's premier resort, we have wonderfully themed bedrooms (perfect for kids!), a game room, and a patio and pool.🌴👙🩳🥽🩴 We'd love to welcome you here!❤️❤️

ValueFamilyBarbecue

A spacious dining area features a long glass table surrounded by white chairs, set for a large meal with blue and gold accents. A striking blue wall with geometric gold patterns creates a modern backdrop, while contemporary light fixtures illuminate the space.

4.94 out of 5 average rating, 135 reviews

Blue Paradise 15BR 11BA, Sleeps 36, Theater/GameRm

Welcome to Blue Paradise Villa! This stunning 6,800 sq. ft. retreat features 15 bedrooms and 11 full bathrooms, comfortably accommodating up to 36 guests. Located in Solterra Resort, the villa offers a private pool and spa, a game room, and a theater room for endless entertainment. Enjoy resort amenities including a lazy river, beach-entry pool with water slide, fitness center, tennis courts, and more—perfect for an unforgettable getaway!

FamilyLocationQuiet

Popular amenities for Kissimmee villa rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Private villa rentals

4.87 out of 5 average rating, 188 reviews

Premium 6BR | Theater, Games & Heated Pool

LocationFamilyTV

An aerial view showcases the expansive resort amenities illuminated at night. The area features a winding lazy river, a large pool, palm trees, and lounge chairs strategically placed around the pools. The clubhouse is prominently situated, surrounded by landscape elements that enhance the outdoor space.

4.81 out of 5 average rating, 113 reviews

5BD Villa w/ Game Room, Pool & Themed Bedrooms

FamilyLocationNearby

The exterior of a single-story home is presented, featuring a paved driveway leading to a two-car garage. Lush green grass surrounds the house, and palm trees are positioned near the entrance. A colorful sunset sky provides a picturesque backdrop.

4.99 out of 5 average rating, 159 reviews

Pet-Friendly Disney Theme 4BR•Heated Pool•Game Rm

LocationValueOutdoor spaces

4.99 out of 5 average rating, 153 reviews

Villa in Osceola County

*Private Golf-Front Oasis with Pool, Spa & Cinema

ValueFamilyLaundry

4.94 out of 5 average rating, 110 reviews

The Manatee Manor | 5 BR•Windsor Hills•Game Room

FamilyLocationShared spaces

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.

5.0 out of 5 average rating, 133 reviews

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

LocationFamilyGetting around

4.95 out of 5 average rating, 104 reviews

Retreat with Pool, Jacuzzi, Game Room, BBQ, Cinema

FamilyLocationDecor

A private pool area is enclosed by a spacious screen, featuring a clear blue pool with steps leading in. Two white lounge chairs are set beside the pool, offering a relaxing spot under the sun. Lush greenery is visible in the background.

4.91 out of 5 average rating, 174 reviews

Beautiful Villa with pool near Orlando attractions

FamilyValueCleanliness

Luxury villa rentals

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, 103 reviews

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

LocationValueAccuracy

4.94 out of 5 average rating, 179 reviews

S-StoreyLake 9BR Sleeps 26 w/pool 5mil to Disney

ValueFamilyLaundry

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, 128 reviews

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

ValueLocationLayout

4.98 out of 5 average rating, 131 reviews

5BR family escape w/ pool & hot tub

FamilyValueBathroom

A vibrant outdoor area features a sparkling saltwater pool with fountain jets and colorful LED lighting. A large screen displays a movie, surrounded by lounge chairs. The area is enhanced by string lights and a cozy seating arrangement, creating an inviting space for relaxation and entertainment.

4.85 out of 5 average rating, 258 reviews

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

FamilyLocationCondition

4.97 out of 5 average rating, 104 reviews

Minnie Mansion II 8 Bedroom Luxury Villa w/Arcade

ValueFamilyBathroom

A lively game room is showcased, featuring bright blue flooring and vibrant wall colors of pink and green. Retro arcade machines line one side, while a play area includes a two-story playhouse and colorful seating, providing a fun retreat for guests of all ages.

4.96 out of 5 average rating, 123 reviews

Epic Disney Villa • Hidden Arcade & Playroom!

LocationFamilyHot tub

4.98 out of 5 average rating, 124 reviews

Luxury Pirate Villa | Pool, Arcade & Pet Friendly

FamilyValueIndoor spaces

Villa rentals with a pool

A two-story house is featured, showcasing a combination of green exterior and inviting architectural details. Soft lighting emerges from the windows, highlighting the landscaped front yard with colorful flowers, and a well-maintained driveway leads to a two-car garage.

4.81 out of 5 average rating, 134 reviews

4 BD 3.5 BA Pool Home *Lake Views* next to Disney

LocationValuePool

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.

4.91 out of 5 average rating, 140 reviews

Private Pool & Free Heat - Close to Disney!

ValueFamilyNearby

A single-story home features a yellow exterior with decorative white trim. The entrance is accented by an arched doorway and large front windows. Lush green grass surrounds the property, which includes a neatly paved driveway leading to a garage.

4.79 out of 5 average rating, 168 reviews

Villa pool (Disney) beautiful lakeview

FamilyValueLong stay

4.92 out of 5 average rating, 13 reviews

6BR Home w/ Priv Pool Near Disney Gated Resort

LocationFamilyIndoor spaces

4.87 out of 5 average rating, 55 reviews

Sunkissed Oasis 5 Br Home, Pool, Spa & Game Room

FamilyLocationQuiet

4.87 out of 5 average rating, 23 reviews

Kissimmee Resort Villa - Pool Heating Included

FamilyLocationCheck-in

4.91 out of 5 average rating, 67 reviews

Luxury Villa 6BR/6.5 BA Near Disney/Sleeps16/Pool

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