WindsorHillsVacationHomes.com is operated by Florida Vacation Homes, an independent vacation rental management and marketing company. We help guests find privately owned homes, townhomes and condos in Windsor Hills, and help homeowners care for and market their rental properties.
Your Windsor Hills vacation, with a local team
Established in 2010, Florida Vacation Homes brings local experience to choosing and booking a vacation rental. Our reservations team can help you compare Windsor Hills properties, understand the features of individual homes and plan a stay that suits your group.
Explore photos, property details and availability in our Windsor Hills vacation rental collection. Whether you are looking for a condo, a townhome or a home with a private pool, check the individual listing for its amenities, occupancy and booking terms. You can also read our Windsor Hills resort information before choosing your rental.
Before your stay, use our Windsor Hills area guide to plan days out, find restaurants near Windsor Hills and compare nearby theme park trips.
Independent rental specialists — not the resort or HOA
We are not Windsor Hills Resort, its homeowners association, clubhouse or security team. We market individual vacation rentals within the community, including homes managed by Florida Vacation Homes and properties offered through other professional management partners.
Florida Vacation Homes does not own or operate Windsor Hills’ shared amenities. Community operations, facility rules, access arrangements and amenity availability are handled by the relevant association and community teams. For questions about a particular booking or home, contact the rental company or property manager named in your reservation confirmation.
Support for Windsor Hills homeowners
Our services for owners include rental marketing, reservations and guest communication, together with property care such as housekeeping, maintenance and inspections for homes under our management. Visit our Windsor Hills property management page to discuss your home and request a rental estimate.
Looking for the Windsor Hills HOA, clubhouse or security?
The contacts below are separate from Florida Vacation Homes. Use them for community matters rather than rental prices, booking changes or maintenance inside an individual vacation home.
- Clubhouse / Welcome Center: 407-787-4255. Email: whreception@welcometowindsorhills.com.
- Master, Enclave and Vistas HOA enquiries: contact the Clubhouse Welcome Center on 407-787-4255. The official owners directory lists windsorhillsmaster@gmail.com for the Master Board of Directors.
- Ventura HOA (condominiums): FirstService Residential, 954-378-1099 or 866-378-1099, as listed in the community’s owners directory.
- Security / main gatehouse: 407-397-1464 for gatehouse enquiries. For an emergency, call 911.
Community address: 2600 N Old Lake Wilson Road, Kissimmee, FL 34747. This is the Windsor Hills community address, not the Florida Vacation Homes office.
Contact details checked October 21, 2026 against the official Windsor Hills contact page and homeowner directory. Please consult those sources for updates.
Contact Florida Vacation Homes
For help choosing a Windsor Hills rental or discussing our management services, contact our team. Call 407-307-0415 or email rentals@floridavacationhomes.com for rental enquiries. Homeowners can email management@floridavacationhomes.com.
WindsorHillsVacationHomes.com is a marketing website operated by Reunion Vacation Homes Inc, doing business as Florida Vacation Homes. We are independent of, and are not affiliated with, sponsored by or acting on behalf of Windsor Hills Resort, its homeowners associations or Pulte Homes. We do not own or operate the resort amenities.