Windsor at Westside Resort

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

    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

    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.

    Unlock the potential of your property: Windsor at Westside vacation rentals

    Are you a homeowner looking to maximize the value of your property? Windsor at Westside vacation rentals resort, managed by Casiola, offer an exceptional opportunity for property owners to generate significant rental income while enjoying peace of mind with professional management. Discover how partnering with Casiola can transform your property into a lucrative investment.

    Why choose Windsor at Westside for your property?

    Prime location: Windsor at Westside is located in the heart of one of Florida’s most sought-after vacation destinations, just minutes from Disney World, Universal Studios, and other major attractions in Orlando. This prime location ensures high demand for vacation rentals, providing a steady stream of potential guests.

    High rental demand: The proximity to world-renowned theme parks and attractions means that properties in Windsor at Westside are in high demand year-round. This consistent demand translates to higher occupancy rates and increased rental income for homeowners.

    World-class amenities: Guests are drawn to Windsor at Westside for its luxurious amenities, including a grand clubhouse, resort-style pool with a water slide, lazy river, splash pad, fitness center, game room, and sports courts. These amenities enhance the appeal of your property, making it more attractive to potential renters.

    Family-friendly environment: Windsor at Westside is known for its family-friendly atmosphere, making it a preferred choice for vacationing families. The spacious homes, variety of activities, and safe environment ensure that guests have an enjoyable stay, leading to repeat bookings and positive reviews.

    Benefits of partnering with Casiola

    Professional property management: Casiola offers comprehensive property management services designed to maximize your rental income while minimizing your workload. From marketing and bookings to maintenance and guest services, Casiola handles all aspects of property management, allowing you to enjoy a hassle-free experience.

    Expert marketing: Casiola utilizes advanced marketing strategies to ensure your property stands out in a crowded market. With professional photography, detailed listings, and targeted advertising, your property will attract more bookings and higher occupancy rates.

    Maximized rental income: Through dynamic pricing strategies and effective marketing, Casiola ensures that your property is rented at the optimal rate, maximizing your rental income. Their expertise in the vacation rental market allows them to adjust pricing based on demand, ensuring you get the best returns.

    Comprehensive guest services: Casiola provides exceptional guest services, ensuring a seamless and enjoyable experience for renters. From easy booking processes to attentive customer support, guests are well taken care of, leading to positive reviews and repeat bookings.

    Maintenance and housekeeping: Casiola’s team handles all aspects of property maintenance and housekeeping, ensuring your property remains in top condition. Regular inspections, prompt repairs, and thorough cleaning ensure that your property always looks its best.

    Transparent reporting: Stay informed about your property’s performance with Casiola’s transparent reporting system. Detailed monthly reports provide insights into occupancy rates, rental income, and guest feedback, allowing you to track the success of your investment.

    Secure and reliable partnership

    Trusted expertise: With years of experience in the vacation rental industry, Casiola is a trusted partner for property management. Their expertise and commitment to excellence ensure that your property is managed to the highest standards.

    24/7 support: Casiola offers 24/7 guest support , ensuring that any issues are addressed promptly. This round-the-clock service provides peace of mind, knowing that your property and guests are always taken care of.

    Safety and security: Windsor at Westside is a gated community with 24/7 security, providing a safe environment for guests and protecting your investment. Casiola’s attention to detail in property management further enhances the security and maintenance of your property.