Villa vacation rentals in Kissimmee

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!!

4.95 out of 5 average rating, 100 reviews

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

Relax with the whole family at this peaceful place to stay. The villa has many amenities as heated pool, bbq grill, jacuzzi, movie theater, game room, Playground and a large fenced patio with fire pit, great for family picnics. It’s conveniently located 12 miles from Disney theme parks in Orlando, FL.(about 20 min drive) It’s in a quiet, safe and clean neighborhood. Space parking up to 4 cars. We have a room specially dedicated for kids with toys and games. We specialize in creating memories! ❤️

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, 163 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.

4.96 out of 5 average rating, 169 reviews

*Hibiscus Hideaway* 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!

4.82 out of 5 average rating, 187 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.

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, 135 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

4.93 out of 5 average rating, 116 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.

4.85 out of 5 average rating, 131 reviews

8Bd 4K Movie Theater 155 Inch Screen Pool & Spa

A vacation home that takes your entertainment seriously! That’s our 8-bedroom villa in Emerald Island Resort at 3 miles from Disney… Ready to enjoy themed bedrooms, a premium private movie theater with a 155-inch screen, 4K projector, 5.1 surround sound, and a PS5 for gaming? Relive your favorite films in stunning quality, just like in the best movie theaters. Private Pool and Spa will make your vacation unforgettable! We’re ready for families and groups, to offer fun, comfort, and luxury.

4.94 out of 5 average rating, 127 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

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, 272 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 spacious themed room is depicted, featuring an imaginative design with a dark, cosmic ceiling. The room includes a large blue slide and a staircase, adjacent to cozy bean bag chairs for seating. Colorful space-themed murals enhance the playful atmosphere.

4.98 out of 5 average rating, 129 reviews

4mi to Disney | Games | Private Pool

Get ready to make memories of a lifetime just over 3 miles to Disney when you stay at this newly renovated Star Wars and Lego-themed private pool villa. Located in Formosa Gardens Estates, a prestigious gated community, our home is professionally furnished with multigenerational families in mind and can comfortably sleep up to 15 guests. After a trip to the parks, enjoy a refreshing dip in the private pool and rest those tired feet in the spa.

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, 134 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!

Popular amenities for Kissimmee villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

An inviting pool area features a screened enclosure, allowing natural light to illuminate the tranquil setting. Nearby, the game room showcases vibrant wall art and a pool table, with seating arrangements designed for relaxation. Bedrooms highlight colorful themes, providing cozy spaces for guests to enjoy.

4.9 out of 5 average rating, 100 reviews

"Magical 8BR Resort Oasis: Pool, Themes & Games!"

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, 157 reviews

Beautiful home. Private pool. Close to Disney!

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.

4.87 out of 5 average rating, 256 reviews

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

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, 132 reviews

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

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.

4.85 out of 5 average rating, 205 reviews

Near Disney Gated LakeView Pvt Heated Pool

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.

4.92 out of 5 average rating, 168 reviews

Beautiful Villa with pool near Orlando attractions

4.89 out of 5 average rating, 38 reviews

EP1015SEL - 4 bedrooms pool home on a lake

5.0 out of 5 average rating, 4 reviews

Cozy Single Family Home at Storey Lake Resort

Luxury villa rentals

4.87 out of 5 average rating, 187 reviews

Premium 6BR | Theater, Games & Heated Pool

4.97 out of 5 average rating, 104 reviews

Minnie Mansion II 8 Bedroom Luxury Villa w/Arcade

4.94 out of 5 average rating, 177 reviews

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

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, 132 reviews

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

4.98 out of 5 average rating, 122 reviews

Orlando Family Reunion Villa with Stage & Theater

A themed bedroom features two uniquely designed sleeping areas, including a lower bunk and a spacious bed above. Vivid blue lighting enhances the space, while large windows dressed with sheer, dark curtains allow soft light to enter. A colorful wall art piece adds visual interest.

4.95 out of 5 average rating, 110 reviews

Super Villa | Pool + Arcade | Minutes to Universal

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, 102 reviews

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

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.

4.96 out of 5 average rating, 159 reviews

Magical Disney House-Pool & Hot Tub,Free Waterpark

Villa rentals with a pool

The exterior of the two-story home features a paved driveway leading to a two-car garage. Lush landscaping, including trimmed shrubs and small trees, surrounds the entrance, enhancing the welcoming appearance of the property. The sky is clear, with fluffy clouds adding depth to the scene.

4.79 out of 5 average rating, 63 reviews

5 Bed Villa South Pool 2 King Ensuites Near Disney

4.87 out of 5 average rating, 52 reviews

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

The outdoor area features a private pool and spa surrounded by a screened enclosure. Two sun loungers are positioned nearby, offering a place to relax. Lush greenery lines the background, complemented by a clear blue sky filled with clouds.

4.9 out of 5 average rating, 86 reviews

Spectacular 3b/2b With Private Pool And Spa

The image showcases a vibrant entertainment area featuring two bowling lanes with colorful decor. A game zone includes arcade machines, and a home theater is visible with a large screen. An inviting pool area with screen enclosure completes the engaging recreational space.

4.69 out of 5 average rating, 13 reviews

Bowling| video wall TV | theater| pool | sleeps 40

4.91 out of 5 average rating, 35 reviews

5 Bed Villa | Private Heated Pool | Near Disney

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.

4.93 out of 5 average rating, 87 reviews

Vacation 3 bedroom 2 bath Villa+pool

A spacious pool area features a heated pool and spa, surrounded by comfortable sun loungers. A shaded area with a patio umbrella offers a relaxing spot, while the vibrant blue water glistens under the sun. The backdrop includes a well-maintained fence and lush greenery.

4.97 out of 5 average rating, 73 reviews

Floridian Dreams (Free Pool Heating All Summer)

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.