Windsor at Westside Resort

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Join Windsor at Westside Resorts’ fastest growing property management company

Brian – Vacation Home Expert

We know Windsor at Westside Resort as no other

Windsor at Westside is one of the newest resort communities in the Orlando/Kissimmee area. It offers a never ending list luxurious amenities, creating a five star atmosphere for guests to enjoy always. Its location also offers fast and easy access to all the Disney World theme parks.

Casiola’s team of experts fully understands the wants and needs of potential guests. This allows us to formulate successful marketing plans, and property management strategies. We will price your rental, so that you maximize the number of  bookings, and earnings on your rental. With Casiola, everyone wins!

Find out what you could earn

Two straightforward pricing plans

Casiola offers two straightforward pricing plans: get your income based on the revenue your property makes or opt for the 100% guaranteed monthly income. Choose the plan that works best for you!

Performance-based income
We fully manage your property, for a low 20% commission fee.

100% Guaranteed income
We fully manage your property, and you collect the same income every month. Due to Covid, we updated our procedures. Contact us via if you’re interested in 100% Guaranteed Income.

Michelle – Owner Relations Manager

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 at Westside vacation rental home.

Powerful Marketing

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

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 arise.

What our owners say about Casiola

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

Casiola: vacation home management you’ll love!