Windsor Island Resort

Looking for an investement that will guarantee you fun and ROI?

Buy a vacation home in Windsor Island Resort and join Orlando’s fastest growing property management company!

Brian – Vacation Home Expert

Discover Windsor Island Resort

Pulte Homes’ latest vacation resort community in Orlando!

Casiola is excited to introduce Pulte Homes’ latest vacation home development in Orlando: Windsor Island Resort. This new, 617 vacation home community, is conveniently located just down the road from Windsor at Westside Resort and just a 8 minute drive from Walt Disney World.

Sand Mine Rd and Westside Blvd. Kissimmee, FL 34747

Find out what you could earn

Full-service vacation home property management. We take care of every aspect of your Windsor Island 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.

Join Today!

NEW! Real-time Property Dashboard

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

A straightforward pricing plan

Casiola offers a straightforward and simple pricing plan: get your income based on the revenue your property makes.

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

Knud – Customer Experience Manager

What our owners say about Casiola

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 looking for reliable property management.

Guus & Linda

Owners in Aruba

I bought my property in 2021 and have been working with Casiola for property management ever since. Being from Brazil, I really appreciate their support in Portuguese—it makes everything so much easier and comfortable for me. Casiola has been incredibly helpful, responsive, and professional throughout our collaboration. They truly stand out as the best property management company I’ve worked with. I couldn’t be happier with their service!

Augusto

Owner at ChampionsGate Resort, Orlando

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!