Entire condo

Villain-Inspired Luxury | Delightfully Villainous | 5★ Experience

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A heated pool
Interior
Outdoor dining
Property grounds
A room with a large bed, red curtains, a chandelier, and a decorative wall.

Reviews

10 out of 10
Exceptional

Entire condo

3 bedrooms2 bathrooms1246 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Kissimmee, FL
  • Place, Bonanza Golf & Gifts
    ‪3 min drive‬
  • Place, Mighty Jungle Golf
    ‪3 min drive‬
  • Place, Mystic Dunes Golf Club
    ‪4 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪32 min drive‬

Room options

Similar properties

About the neighborhood

Kissimmee

With a stay at this condo in Kissimmee (Windsor Hills), you'll be within a 10-minute drive of Walt Disney World® Resort and Old Town. .This family-friendly condo is 5.7 mi (9.2 km) from ESPN Wide World of Sports Complex and 6 mi (9.6 km) from Disney's Hollywood Studios®.

What's nearby

  • Bonanza Golf & Gifts - 3 min drive - 1.7 miles
  • Mighty Jungle Golf - 3 min drive - 1.9 miles
  • Mystic Dunes Golf Club - 4 min drive - 1.5 miles
  • Island H2O Live! - 5 min drive - 3.0 miles
  • Walt Disney World® Resort - 7 min drive - 3.2 miles

Getting around

  • Kissimmee Station - 26 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 30 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Starbucks - ‬2 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪El Cafetal Bakery & Restaurant - ‬2 min drive
  • ‪Osaka Bay Buffet - ‬3 min drive

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Villain-Inspired Luxury | Delightfully Villainous | 5★ Experience

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.
Make yourself comfortable in this air-conditioned condo, which features a fireplace and a Smart TV. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access keeps you connected, and a DVD player is provided for your entertainment.
Be sure to enjoy recreational amenities, including a water park, a hot tub, and a fitness center.
Guests will find features like internet access, onsite parking, and a car charging station.

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • DVD player
  • Games
  • Smart TV with cable/satellite channels
  • Video games

Outdoor areas

  • Balcony

Laundry

  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Elevator
  • Wheelchair accessibility
  • Smoking not allowed
  • Note from host: No smoking or vaping inside or outside of property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near an outlet shopping mall
  • On a lake
  • On the waterfront

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Golf
  • Gym
  • Heated pool
  • Tennis
  • Water park
  • Basketball nearby
  • Golfing nearby
  • Swimming nearby
  • Theme park nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Electric car charging station
  • Property located in a resort
  • Unit size: 1,246 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

A valid driver's license or military ID is required for registration with Resort Security. Resort entry will be denied if not provided.
A signed rental agreement is required. It will be emailed to you.
No third party reservations permitted. The registered guest must be present to access property.

Pets

Pets not allowed
Note from host: Pets prohibited by Homeowners Association

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted
No smoking or vaping inside or outside of property

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

A car is recommended for transportation to and from this property

Property is also known as

orp5b70729x

Villain-Inspired Luxury | Delightfully Villainous | 5★ Experience Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Edward A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a great place. The resort had activities and crafts for the kids. The condo was clean and relaxing.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

daniel j.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Felicia D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What was pictured is what we got. Everything we needed for a family of 5. 3 adults and two littles. Perfect amout of room for everyone to stretch and be comfortable. We did not have to worry about being on top of each other. Only about 15 to 20 minutes to magic kingdom. The decor was unique and the kiddos loved it. Absolutely loved that we had a washer/dryer. After a 20 hr drive from TX this ended up being perfect for all of us.
Welcome mat
Bag had our last name
Stuffy sleep over
Ursula room
Stayed 4 nights in Mar 2026
From a partner site

10/10 Excellent

Keith C.

There aren’t enough words to explain…

…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).