Windsor Hills Property Management

Full Service Vacation Rental Management Company at Windsor Hills

The Windsor Hills Community, located in Kissimmee Florida, has some of the most incredible attributes out of any vacation rental community around. The location itself is second to none. That's why you need the best full-service vacation rental management company like Vacation Central Florida.

Choosing the Right Property Management Company for your Windsor Hills Vacation Home:

Let's be honest. There are hundreds of property management companies out there which is why choosing a reputable and longstanding vacation rental management company is important. Vacation Central Florida has been operating and managing successful vacation rentals in the Windsor Hills community since 2006. We are a full-service property management company. We handle everything guest-related before, during, and cleaning after their stay to the marketing, listing management, and advertising of your vacation home. We even do the licensing and remitting of taxes to the County and State. We do it all so that you don't have to. 


Vacation Central Florida's start at Windsor Hills came from being vacation homeowners ourselves. We've been operating our own successful Windsor Hills vacation rentals and are dedicated to helping many owners and investors like yourself. Many management companies come and go at Windsor Hills. Some sell out to the larger brands, others don't have the marketing expertise, advertising, or know-how to manage and rent your home successfully for the long term. That is one of the biggest reasons we are different. We are family-owned and operated and we know what it takes to make vacation rentals successful in our market. You don't want "just" anyone managing your vacation home. Make the smarter choice with Vacation Central Florida! We have mastered owning and managing Windsor Hills vacation homes and we are excited to help others.

Honesty, Transparency, and Our Mission:

We have built our company with two main mantras. Our owners come first and that we are fully transparent with our homeowners. A lot of management companies get a bad reputation. We are here to change that stigma and prove to people there are truly amazing vacation rental management companies at Windsor Hills. We can provide our owners with consistent revenue and occupancy ranges for condos, townhouses, and single-family homes. Since we've been there for so long we have the data to prove our results. 


We continue to build a better simplified and owner-centered management system. We've been through the struggle of finding a reliable and consistent property management company. Our staff works 7 days a week to ensure that your home is rented and well taken care of to the standard you deserve. We work with many different vacation homeowners and each with their own goals in mind. We work with investors who want to produce consistent cash flow. Others want to vacation for free and have the home pay for itself. Whatever the case may be for you, reach out to us below and see how we can help achieve your goals. At the end of the day, it is your vacation home. We want to help you be successful. 

We Take Less, So you Make More:

We know the struggle of finding a reliable property management company. One who can provide consistent year after year revenue and occupancy numbers especially, in the competitive Vacation Rental Industry. Everyone hears the stories of being nickel and dimed, absurd callout fees, hidden statement fees, and overpriced commissions. We ask a simple question: Why would anyone put up with that from their management company? 


That is why we've built a low-cost management structure and only have TWO fees to be a part of our management and rental group. We make it simple, easy, and transparent for our homeowners. Providing consistent results without the nickel and diming. We have NO callout fees, NO trip charges, no hidden statement "misc. fees"- none of that nonsense! If we have to go to the property 25 times a week, we are happy to do that at no additional charge to you.

Local Care and Property Success Team:

We are local experts and know Windsor Hills very well. Our team offers the following:


  • Consistently check in on your vacation home between guests.
  • 24/7 Point of Contact for Guests and Emergencies
  • Preventative Maintanence Schedule
  • Walk and inspect your unit after every checkout.
  • Our cleaning and housekeeping staff maintains the highest level of cleaning standards.
  • All of our units come with a cleanliness guarantee for you and our guests.
  • Provide complimentary starter packs for each of our guests at no additional cost to you as an owner!
  • Clean and use CDC-recommended disinfectants for every stay. We do this all for our owners at no extra charge.
  • Handle all guest needs before, during, and after their stay. 
  • Provide our owners with a stress free vacation rental management experience. 


You need a management company that is always on the property. Our communication is top-notch and we are overly responsive to any requests, needs, or questions from our homeowners. You don't need to fight with support to get to someone at the top. You can contact us at any time, for any reason! 


If we have to go change a lightbulb we do it, because that is our job and why you hire a management company. Whatever it costs us to replace an item in your home. We put the exact amount on an itemized owner statement every month. We never "plus-up" service calls from technicians (HVAC, Plumbers, etc.). We've proven that all you need to be successful is the right reputable management company. We believe in keeping our commission and management fee at an industry low. Which places more money in our vacation homeowner's pocket each month. Track your revenue, calendar availability, and expenses all online through our new owner's portal! 

Still Looking at where to Purchase Your Vacation Home? Haven't Closed Yet? 


No problem! We work with many first-time vacation rental buyers. It helps that we know the "ins and outs" of the vacation rental space. We are always happy to offer advice, or suggestions for first-time vacation rental owners. However, if you're looking at, or are in the process of purchasing in Windsor Hills, then congratulations are in order! You've picked a great location and vacation rental community. 


The resort-style amenities create the perfect vacation rental atmosphere to ensure your guest will always have something to do. All make this one of the most desirable places for vacation homeowners and guests alike to be in. Windsor Hills is one of the closest vacation rental communities to the Walt Disney World theme parks, world-class restaurants, and countless things to do. It is easy to see when you walk the community. You'll notice the top-notch 24 hour a day security. Not to mention the regular maintenance and upkeep of the Windsor Hills common areas and resort-style amenities. Your HOA fees each quarter go right back into the upkeep and amenities that the resort-style community has to offer. 

Contact Us Today: 


If you have any questions, or want to know what you can expect from our management company after you sign up. Give us a call at (407) 877-0777, fill out the form below, or send an email to We are always happy to help explain and go over anything you have questions about. 


List Your Property with Us!
1 Start 2 Complete