Windsor Hills Resort

Join Windsor Hills Resorts’ fastest growing property management company

Brian – Vacation Home Expert

We know Windsor Hills Resort as no other

Windsor Hills Resort in Kissimmee is one of the top vacation rental resorts in the area. With a huge 140.000-gallon swimming pool next to the clubhouse, a hot tub that easily fits 10 people, fitness area, basketball, tennis, and mini gold court, you have all the sports amenities you could wish for.  If you prefer a more relaxed time passing, go to the game room or watch a movie at the movie theatre!

Pick up a few sundries & grocery items or enjoy a fresh burger, sandwich or beverage from the grill! The Market Place stocks basic food items including milk, eggs, juice, bread & other essentials.

At Windsor Hills, we pride ourselves on our distinctive vacation rental homes dedicated to provide a safe, comfortable & enjoyable environment for families visiting top attractions including Disney World, Universal Studios Florida, Sea World, Gatorland and more!

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 Bella Vida Resort 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.

    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

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

    Casiola: vacation home management you’ll love!