Villa holiday rentals in Kissimmee

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!!

Value · Family · Parks

Spacious Disney Getaway: King Suites, Pool & Spa!

Escape to the magic of Orlando with your family and friends in style! Discover the ultimate vacation experience at our stunning 5-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.

Family · Value · Decor

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!

Family · Value · Heating

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.

Location · Family · Air conditioning

*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!

Family · Value · Backyard

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.

Value · Location · Decor

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.

Value · Family · Hospitality

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

Value · Location · Bathroom

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!

Location · Family · Wi-Fi

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!

Location · Family · Accuracy

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!

Value · Location · Layout

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.

Location · Value · Kitchen