Villa holiday 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!!

FamilyValueDecor

4.95 out of 5 average rating, 102 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! ❤️

LocationFamilyBackyard

4.75 out of 5 average rating, 144 reviews

Mins to Disney Villa | Private Pool and Jacuzzi!

Escape to the magic of Orlando with your family and friends in style! Discover the ultimate vacation experience at our stunning 4-bedroom rental in the Bella Vida Resort, Kissimmee. This is your gateway to an unforgettable Florida getaway! Bella Vida Resort is conveniently located just minutes from Walt Disney World, Universal Studios, and all the top attractions Orlando has to offer. Plus, you'll have easy access to restaurants, shopping, and golf courses for an all-around incredible vacation.

FamilyLocationWalkability

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, 164 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!

ValueFamilyHot tub

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, 170 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!

LocationValueCleanliness

4.93 out of 5 average rating, 119 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.

ValueLocationHospitality

4.85 out of 5 average rating, 135 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.

FamilyLocationNearby

4.87 out of 5 average rating, 243 reviews

RU Incredible Parents? Themed-7bed, 4mi. to Disney

One of a kind 7 bedroom themed home with pool, sleeps 15 close to Disney! (And, yes, location does matter.) Our clubhouse is designed to make your once in a lifetime vacation memorable. We spoke to Disney experts (children) about what they prefer and created a magical experience. There is something for everyone with surprises throughout! Why limit your experience only to the parks? Read our reviews and see why parents that book with our Magical Clubhouse are ‘Incredible’ to their families.

FamilyValueAmenities

4.95 out of 5 average rating, 130 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

FamilyValueBackyard

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, 273 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!

FamilyValueDecor

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, 112 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.

LocationValueCheckout

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

4 bedroom, 3.5 bathrooms, pool and all the amenities. Nice peaceful community 7 miles away from Disney Parks!! Cable TV in all bedrooms, Wi-fi, free local calls, equipped kitchen, laundry, game room. Cul-de-sac lot with lots of privacy and lake view. POOL AND SPA HEAT is an optional service, therefore charged extra. Please feel free to contact for estimates

LocationValueAir conditioning

Popular amenities for Kissimmee villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

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

ValueFamilyAccess

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

ValueLocationParking

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, 158 reviews

Beautiful home. Private pool. Close to Disney!

FamilyLocationBeach

4.93 out of 5 average rating, 149 reviews

A spacious living area features a sectional sofa in deep blue, complemented by two stylish armchairs. A wooden coffee table sits in the center, surrounded by a soft area rug. Natural light fills the room through large windows, enhancing the modern décor.

Villa in Four Corners

House Majestic, Luxury Villa 6b/5b near Disney

LocationFamilyLaundry

4.87 out of 5 average rating, 53 reviews

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

LocationValuePool

4.99 out of 5 average rating, 151 reviews

Villa in Osceola County

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

LocationValueBarbecue

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, 136 reviews

Private Pool & Free Heat - Close to Disney!

ValueFamilyGetting around

4.89 out of 5 average rating, 38 reviews

EP1015SEL - 4 bedrooms pool home on a lake

ValueFamilyComfort

Luxury villa rentals

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, 161 reviews

Magical Disney House-Pool & Hot Tub,Free Waterpark

LocationValueCleanliness

4.89 out of 5 average rating, 105 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

FamilyValueBathroom

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

LocationValueQuiet

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, 151 reviews

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

FamilyValueParks

4.97 out of 5 average rating, 122 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

LocationFamilyWalkability

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, 121 reviews

Epic Disney Villa • Hidden Arcade & Playroom!

LocationFamilyQuiet

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, 194 reviews

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

FamilyLocationBackyard

4.97 out of 5 average rating, 138 reviews

Luxury Themed Villa 9 BR | Close to Disney

FamilyValueKitchen

Villa rentals with a pool

A private pool area is enclosed with a screen, revealing a sparkling pool surrounded by lounge chairs. The living room features comfortable seating arranged around a coffee table, complemented by large windows. An entertainment area showcases arcade games and a race car setup, while a hot tub offers a spot for relaxation.

4.92 out of 5 average rating, 79 reviews

Windsor Hills 5BR • Free Heat • Private Arcade

ValueLocationParks

4.91 out of 5 average rating, 67 reviews

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

FamilyLocationAmenities

The screened pool area features a spacious swimming pool, illuminated in calming blue tones. A jetted tub is integrated into the pool area, surrounded by brick paving. Lounge chairs are positioned nearby for relaxation under the protective screen.

4.81 out of 5 average rating, 75 reviews

Best Value BnB Disney Villa W/ Private Pool & SPA

LocationFamilyNearby

The living area features a contemporary design with high ceilings, light-colored walls, and large windows providing access to natural light. A sectional sofa faces a modern entertainment unit with a television. Stylish hanging light fixtures create ambiance, while artwork adorns one wall.

4.97 out of 5 average rating, 34 reviews

4 Suites Villa near Disney+ Hot Tub@ Magic Village

FamilyValuePool

4.93 out of 5 average rating, 41 reviews

Luxe Escape •Pool •Stylish Interior •Mins to Parks

LocationValueAccuracy

4.93 out of 5 average rating, 88 reviews

Lakeview Villa| Heated Pool, BBQ & Near Disney

ValueLocationCheckout

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.

4.99 out of 5 average rating, 75 reviews

9D Rotating VR Ride, Arcade, Slide | 3mi to Disney

ValueLocationOutdoor spaces

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.