Windsor at Westside
Vacation Rental Management

Why Windsor at Westside?

Resort Amenities & a Lazy River Minutes from Disney

Windsor at Westside in Kissimmee, FL is a resort-style community built around a Caribbean-inspired clubhouse, lazy river, and water park. Just minutes from Walt Disney World, it's a favorite for families who want full resort amenities on-site — and one of the more sought-after names in the Westside vacation rental corridor.

• Lazy River & Water ParkThe resort clubhouse features a lazy river, water slides, and splash zones — on-site amenities that consistently drive higher nightly rates and 5-star family reviews.
• Caribbean-Style ClubhouseA full-service clubhouse with restaurant, bar, fitness center, and games room gives guests a true resort experience without leaving the community.
• Minutes from DisneyLocated just minutes from Walt Disney World along the popular Westside corridor — one of the most consistent demand drivers for Orlando vacation rentals.
• High Family DemandThe community's amenities and location attract steady year-round bookings from families, delivering strong occupancy across all seasons.
• STR-ZonedShort-term rentals are fully permitted throughout Windsor at Westside, giving investors regulatory confidence in an established resort market.