Bear's Den
Vacation Home Capital
Vacation Home Capital of the World
Kissimmee, Florida is the Vacation Home Capital of the World and with more than 30,000 homes to choose from, it’s no wonder where we got the name from.
Vacation homes are more than just your average accommodations. These properties are located in gated communities that have an array of unique amenities such as prestigious golf courses, incredible restaurants, extreme pools and water parks, and more. Not sure where to get started? Use this page as a guide to all your questions and we’ll help out along the way!
Encore Resort Homes at Reunion
Experience a new way to vacation - surround yourself with luxury and excitement at Encore Resort at Reunion.
The Bear's Den Resort Orlando
Each curated residence at The Bear's Den Resort Orlando offers stunning views of either the Jack Nicklaus Signature Golf Course, nature area or park landscaping.
Magic Village Yards
Magic Village is a concierge-style, gated community just minutes from Disney’s Animal Kingdom. Relax in the comfort of a 3 or 4 bedroom elegantly furnished town home which can accommodate up to eight guests.
Margaritaville Resort Orlando
Margaritaville Resort Orlando Cottages by Rentyl transports guests into a vacation state of mind immediately upon arrival, as they are greeted by floor-to-ceiling lobby views of expansive lagoon pools, the sounds of the tropics and a complimentary welcome cocktail.
Magic Village Views
Welcome to the Magic Village Views, Trademark Collection by Wyndham. The property is located in an elegant gated community and offers three and four-bedroom fully furnished private luxury villas where each home has a complete kitchen, washer, dryer, indoor and outdoor living space with BBQ grills.
Plus Vacation Homes
Choose one of 24 Luxury Villas for your vacation in Kissimmee. All Villas come with a private pool and spa. All rooms have a smart TV with cable to help entertain or relax guests.
What's Your Kissimmee Vacation Home Style?
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Kissimmee On-The-Go Vacation Home and Resort FAQ
Learn about the many new enhancements at resorts and vacation homes to help keep you, your family, and the staff safe.
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Comfort, Amenities & More
From the comfort of your vacation home, you’ll have access to these amenities plus the coziness of home. With private pools, luxury kitchens, and full bedrooms and on-suite bathrooms for everyone, these properties make for the perfect home base while you’re visiting Central Florida.