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.

4.84 out of 5 average rating, 322 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.

ValueFamilyKitchen

A spacious living area features a modern sectional sofa, complemented by a circular coffee table and decorative plant. Bright natural light enters through window slats, enhancing the contemporary aesthetic, while the kitchen area is visible in the background with sleek cabinetry and appliances.

4.89 out of 5 average rating, 127 reviews

Charming 4 Bdr~ Villa near Disney

We offer a Luxurious Villa with the things you need to enjoy your stay in the most wonderful experience possible. 4 bedrooms, 3 bathrooms,dedicated game room and private pool you will be able to enjoy all day fun while still having space to relax after a long day at Disney World. Brand new Villa extremely comfortable and well-equipped for up to 8 people, free parking,free wifi and more make it a great choice for families or groups of friends. Have fun with the whole family at this stylish place.

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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.

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4.95 out of 5 average rating, 134 reviews

Beauty 4 miles to Disney 3Br 2Ba Pool Home

Clean & Cozy stay in private pool home. Can't beat the location!! 4 miles to Disney World. 4 mi to Orlando Premium Outlets. Epic Universe 9.5 mi Free Garage & driveway parking. Peaceful Neighborhood. One floor house within minutes of all Orlando theme parks. Magic Kingdom, Animal Kingdom, Universal Studios, Island of Adventure, Sea World & Aquatica. The area is also filled with dining and shopping options. This special place is managed with care and love to build your unforgettable experience.

ValueFamilyPool

A Star Wars-themed game room is featured, complete with multiple screens displaying iconic scenes. An air hockey table and foosball setup are visible, alongside gaming chairs arranged for comfortable seating. The room is brightly lit, emphasizing the vibrant decor that adds to the entertainment atmosphere.

4.96 out of 5 average rating, 216 reviews

Sleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub

Make memories to last a lifetime in our luxurious 9-bedroom home (sleeps 24) at Orlando's premier vacation community. Enjoy your own Star Wars 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 just a short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

LocationFamilyQuiet

4.93 out of 5 average rating, 122 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.

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An outdoor dining area features a large blue farmhouse table surrounded by matching turquoise chairs. The setting includes tableware arranged neatly, with the private pool visible in the background. A grill and greenery are also present, providing a relaxed atmosphere for outdoor meals.

4.92 out of 5 average rating, 174 reviews

*Coral Cove* Minutes to Disney+Free Resort!

Closest FREE resort to Disney Parks! We've named it "Coral Cove" - a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in Dec 22! * Kitchen is loaded, & all baby gear provided. * Custom game room with A/C, LED panel lighting & ROCK CLIMBING WALL! *Outdoor space includes your own private pool, hot tub, overhead lighting, NEW BBQ grill & 10' custom-built farmhouse table to seat the whole family! *New Roku smart TVs & NEST tech! *Every detail has been thought of!

ValueFamilyView

4.95 out of 5 average rating, 139 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

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A vibrant bedroom features a unique bunk bed design with a lower sleeping area adjacent to a double bunk. Soft pink and blue lights enhance the playful atmosphere. Dark curtains frame a window, allowing natural light to accent the colorful decor.

4.95 out of 5 average rating, 123 reviews

Disney Villa | Private Pool + Arcade | Sleeps 11

Make your Disney vacation part of the adventure! 🏰✨ Our spacious 5BR villa sleeps 11 and is made for family fun. Enjoy your own private pool & jetted spa, an air-conditioned private arcade, and themed bedrooms with hand-painted murals. 🐭 Near Disney & Universal 🏊 Private Pool + Jetted Spa 🕹️ Private Arcade 🛏️ 5BR | 2 Kings | Sleeps 11 🏝️ Resort Amenities 👨‍🍳 Stocked Kitchen 🛜 Fast WiFi 🧹 No Cleaning Fee The perfect home base for park days, pool days, & family memories!

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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, 161 reviews

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

Escape the crowds in an upscale, gated oasis featuring your own private screened pool with complimentary pool heat, a fully loaded game room, and 3 custom-themed bedrooms kids will love (Star Wars, Mickey Mouse, and a magical Princess room). Complete with a spacious adult primary suite featuring a spa-like private bath and workstation, this pet-friendly home offers premium comfort for parents and pure magic for kids just minutes from Disney World and Universal Studios!

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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, 280 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!

ValueFamilyParks

A two-story home is set amidst lush landscaping, featuring palm trees and vibrant flowering plants. The exterior showcases warm orange walls and a well-maintained driveway, leading to a spacious garage. A gated fence enhances privacy while creating a welcoming entrance.

4.99 out of 5 average rating, 113 reviews

Thematic Close to Disney with 9 Beds, Private Pool

Your family will be close to everything when you stay at this centrally-located place, just about 7 miles from Disney. Looking for thematic, vibrant, and modern? Here it is and It includes four bedrooms (2 thematic - Harry Potter and Mickey/Minnie Mouse) , three and a half bathrooms, and a combination of kitchen, living and dining room, perfect for entertaining. Amazing outdoor area with a private pool *that can be heated* and lot of space for fun.

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Popular amenities for villa rentals in Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

4.99 out of 5 average rating, 156 reviews

Villa in Osceola County

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

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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.

4.96 out of 5 average rating, 205 reviews

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

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A themed bedroom features dark walls adorned with a space mural, creating an immersive atmosphere. A large bed is dressed in colorful bedding featuring popular characters. A wall-mounted television is positioned above a dresser, complementing the room's playful design.

4.98 out of 5 average rating, 299 reviews

Disney-Themed Home w/ Game Room & Private Hot Tub!

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A screened-in outdoor area features a heated in-ground pool, surrounded by paved decking. Comfortable seating is provided, with lounge chairs positioned nearby. The space is enclosed by a sturdy fence, ensuring privacy while enjoying the serene surroundings.

4.83 out of 5 average rating, 261 reviews

Veranda Palms Luxurious Home w/Pool & NEAR DISNEY

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A spacious community pool area is surrounded by lush palm trees and tropical landscaping. Crystal-clear water reflects the blue sky, while a waterfall feature cascades gracefully into the pool. Lounge chairs provide seating options for relaxation by the water.

4.91 out of 5 average rating, 152 reviews

Family-Friendly Luxury Villa Mins to Disney w POOL

ValueLocationShared spaces

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, 169 reviews

Villa pool (Disney) beautiful lakeview

ValueFamilyCondition

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

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4.97 out of 5 average rating, 125 reviews

A private pool is framed by a stone patio, with lounge chairs positioned nearby for relaxation. Lush greenery and palm trees surround the area, creating a serene outdoor environment. A spa is positioned next to the pool, providing an inviting space for relaxation.

Villa in Four Corners

The Golden Bear Villa | Private Pool & Theater

ValueFamilyCondition

Luxury villa rentals

4.97 out of 5 average rating, 143 reviews

Luxury Themed Villa 9 BR | Close to Disney

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A vibrant collage highlights the Tiki Tropical Oasis. The inviting pool is surrounded by lounge chairs under umbrellas. A colorful putting green and BBQ grill add to the outdoor appeal. The interior features thematic rooms, showcasing tropical decor and immersive environments designed for family enjoyment.

4.99 out of 5 average rating, 142 reviews

OMG Private Pool Oasis! LED Lights! Mini Golf!

FamilyLocationAccuracy

4.97 out of 5 average rating, 104 reviews

Villa in Davenport

Disney Getaway | 8BR Minnie Mansion II + Arcade

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4.99 out of 5 average rating, 136 reviews

5BR family escape w/ pool & hot tub

ValueLocationAccuracy

4.94 out of 5 average rating, 180 reviews

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

LocationFamilyAmenities

4.9 out of 5 average rating, 103 reviews

Lakeview Villa| Heated Pool, BBQ & Near Disney

FamilyLocationParks

4.93 out of 5 average rating, 107 reviews

Villa in Davenport

Batman’s Cave w/ Pool + BBQ | Game Room Fun

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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, 136 reviews

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

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Villa rentals with a pool

4.87 out of 5 average rating, 245 reviews

RU Incredible Parents? Themed-7br/Pool/4mi. Disney

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4.7 out of 5 average rating, 142 reviews

4BR Disney Villa: Pool, Game & Themed Rooms

LocationFamilyParking

4.92 out of 5 average rating, 118 reviews

4BR Private Family Pool Retreat | 4 mi. To Disney

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5.0 out of 5 average rating, 4 reviews

Villa in Orlando

Amazing 11 bedrooms - Paradiso Grande 5 Location

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The outdoor screened lanai provides a private pool and spa with seating areas overlooking Storey Lake. Lounge chairs are arranged around the pool, situated in a spacious setting, creating an inviting space for relaxation.

4.93 out of 5 average rating, 61 reviews

Lakeview Luxury Villa with Everything!

LocationValueLayout

4.93 out of 5 average rating, 41 reviews

Villa in Davenport

5 Bed Villa | Private Heated Pool | Near Disney

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The exterior of the house is shown, featuring a light grey facade and dark double front doors. The driveway is lined with bricks, complementing the neatly trimmed grass and shrubs. Palm trees and a blue sky with scattered clouds enhance the inviting appearance of the property.

4.92 out of 5 average rating, 74 reviews

4 BED 3 BATH LAKE VIEW & POOL/SPA (sleeps 8) 4681

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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.