Windsor Cay

Vacation rental management for Windsor Cay Resort homeowners

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

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    NEW! Real-time Property Dashboard

    Everything going on in your vacation home in
    real-time. FREE for every Casiola homeowner

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    Full-service vacation home property management

    We take care of every aspect of your Windsor Cay vacation rental home

    Powerful Marketing

    We create standout listings, research and set the best nightly rates, and post them on all major booking sites.

    More Bookings

    We quickly respond to all booking inquiries and attract the right guests for your property.

    24/7 Guest Support

    We care for your guests 24/7 to ensure a great stay and secure rave reviews.

    5-Star Property Care

    We take great care of your property and quickly resolve any guest or maintenance issues that may arise.

    What our owners say about Casiola

    We’re really happy with how Casiola handled getting our home ready for vacation renters. The whole setup process was quick and easy, and we’ve been thrilled with how everything turned out. They did a great job, and we’d definitely recommend them to anyone looking to rent out their place!
    Juan & Sylvia S.
    Moving back to the Netherlands from Aruba meant we needed someone we could trust to look after our property. We went with Casiola because their fees are low and they have a great linen service. We’ve been super happy with how they handle everything for us. It’s a huge relief to know our home is in good hands even though we’re so far away. We’d definitely recommend Casiola to anyone…
    Guus & Linda

    Absolutely thrilled with Casiola! They’ve taken care of everything for my Yotel property in Miami, and the results have been outstanding. Professional, efficient, and always a pleasure to work with. 10 stars if I could! Highly recommend.
    Wendy

    I’ve been working with Casiola Aruba for a while now, and overall, it’s been a great experience. As a homeowner in Terra del Sol, I wanted a reliable company to manage my vacation rental, and Casiola has delivered on that front. The booking process has been smooth, and my property is always well taken care of. Their communication is excellent, and I really appreciate the regular updates on guest feedback…
    Robert

    We advertise your vacation home on the world’s largest booking sites

    Learn how Casiola markets your vacation rental home

    Casiola vacation home management you’ll love!

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