
Dear homeowner, bring your vacation rental home to Windsor Cays’ fastest growing property management company

Lisa, Vacation
Home Expert
We know Windsor Cay as no other
The park family
Windsor Cay is one of Orlando’s newest resort communities, just minutes from the area’s most popular theme parks, but its own resort-style pool and lazy river give families a reason to spend a full day on property. We market that resort-day option alongside the park access.
The group trip
Windsor Cay’s mix of townhomes and larger villas is built for multiple families traveling together, with layout and guest capacity varying home to home. We price and market each home by what it actually sleeps and offers, not a flat per-bedroom rate.
The midweek stay
A private pool, full kitchen and resort amenities like the lazy river and clubhouse make a Windsor Cay home suitable for a full week, not just a weekend near the parks. We price the entire stay to keep midweek nights filled rather than discounting them by default.
Things you’ll never have to explain to us
Gate access, resort wristbands, pool hours, HOA rules for a brand-new community still filling in. We already know how Windsor Cay operates day to day, so your guests get clear answers before they even have to ask.

Find out what you could earn

NEW! Real-time Property Dashboard
Everything going on in your vacation home in
real-time. FREE for every Casiola homeowner
Full-service vacation home property management
We take care of every aspect of your Windsor Cay vacation rental home
What our owners say about Casiola
We advertise your vacation home on the world’s largest booking sites








Casiola vacation home management you’ll love!
Dear homeowner, bring your vacation rental home to Windsor Cays’ fastest growing property management company


