Villain-Inspired Luxury | Delightfully Villainous | 5★ Experience

Kissimmee, Florida
$237 avg/night Minimum Stay 3 Nights
Bed 3

Bed

Bath 2

Bath

Home Condo

Property Type

Sleep 7

Max Sleeps

Night 3 nights

Min Stay

Welcome to Delightfully Villainous—a bold, beautifully designed escape where luxury meets a touch of mischief. Perfectly located in the sought-after Windsor Hills Resort, just minutes from Disney, this one-of-a-kind condo invites you to indulge your darker side… in the most delightful way.

From the moment you walk in, you’ll feel the difference. This is not your typical vacation rental. Every inch of the space has been thoughtfully curated with a rich, dramatic aesthetic inspired by iconic villains—elegant, moody, and unforgettable. Deep tones, luxe finishes, and statement details create an immersive atmosphere that feels both indulgent and fun, giving your vacation a story all its own.

The living area is stylish and comfortable, perfect for relaxing after a day at the parks. Sink into plush seating, enjoy your favorite shows on the large smart TV, or simply take in the unique design elements that make this space so special. The open layout flows seamlessly into the dining area and fully equipped kitchen, where you’ll find everything you need to prepare meals, snacks, or late-night treats.

The kitchen features modern appliances, ample counter space, and all the essentials—whether you’re brewing your morning coffee before rope drop or enjoying a quiet evening in. The dining space is ideal for gathering, with a setting that feels both elevated and inviting.

This condo comfortably accommodates your group with beautifully appointed bedrooms designed for both rest and experience. Each room continues the immersive theme while maintaining a high level of comfort, with quality mattresses, soft linens, and thoughtful touches throughout. After a long day exploring Orlando, you’ll love retreating to a space that feels luxurious and relaxing.

Step outside to your private balcony and enjoy peaceful views—perfect for a morning coffee or an evening wind-down. As a lakefront property, the setting adds an extra layer of calm and beauty to your stay.

As a guest of Windsor Hills Resort, you’ll have access to world-class amenities just a short walk away. Enjoy the large resort-style pool, complete with water slides and a splash pad, perfect for both kids and adults. There’s also a hot tub, fitness center, playgrounds, sports courts, games room, and even a movie theater on-site. A Welcome Center is staffed to answer all questions, and the Marketplace Grill is available for forgotten necessities, a quick bite or treat, and even a cool drink on hot days. It’s a gated community with 24-hour security, offering both fun and peace of mind.

Location is everything—and Delightfully Villainous delivers. You’re just minutes from Walt Disney World, with easy access to Universal Orlando, SeaWorld, International Drive, shopping, dining, and entertainment. Whether you’re planning full park days or a mix of relaxation and adventure, you’ll be perfectly positioned to enjoy it all.

What truly sets Delightfully Villainous apart is the experience. It’s more than a place to stay—it’s a destination in itself. Guests consistently fall in love with the unique design, the attention to detail, and the way the space makes their vacation feel just a little more magical (and mischievous).

Whether you’re a Disney fan, a lover of bold design, or simply looking for something beyond the ordinary, this is your chance to stay somewhere unforgettable.

Book your stay at Delightfully Villainous—and let your vacation take a walk on the wicked side.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1246 Sq Ft (116 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Washing Machine And Dryer
  • PARKING

    Car Recommended Electric Car Charging Station On Site Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony
  • POOL/SPA

    Heated Pool Hot Tub Shared/communal Pool
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Fitness Center Fitness Facilities Nearby Golf Nearby Golfing On Site Swimming Nearby Tennis On Site Theme Parks Nearby Water Park
  • ENTERTAINMENT

    Arcade/game Room DVD Player Games Pool Or Billiards Table Video Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • FAMILY FRIENDLY

    Children's Books Highchair Travel Crib
  • LOCATION HIGHLIGHTS

    Near A Hospital Near Outlet Shopping On The Lake On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Elevator If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Note From Host: No Smoking Or Vaping Inside Or Outside Of Property Smoke-free Property Wheelchair Accessible

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 7

Map Map

School District Rates & Availability

Review Review

  • Keith C.

    Submitted Jan 13, 2026

    Stayed Jan 1, 2026

    …how much we love the accommodations. We’re biased. We’ve stayed in both of the themed condos and we love them both. Michelle and Sean have truly become family to us. We have stayed at their properties three times and would go back again and again. The love and commitment they put into this endeavor is obvious at first glance. The most important part for us is how outstanding they are as people, not just owners. Communication is top notch. Anything they can do, they’re there. This couple is so excited to share the experience and adventure with all who book with them. It’s magical. You have to experience it to really understand. 5 stars is truly not enough. Michelle and Sean, we thank you so much for each amazing adventure. I know it won’t be long until we need to make a trip back to our favorite place(s).

  • daniel j.

    Submitted Jan 1, 2026

    Stayed Dec 26, 2025

    We had an amazing stay here. The condo was so comfortable, clean and roomy. The location and amenities were great. The decor was very well thought-out and our kids loved every little detail. The host was fantastic and we would absolutely love to stay here again. Thank you!

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Total

Includes taxes and fees
$237+
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