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Our History

The Westgate story starts with the vision, persistence, and resourcefulness of Founder and Chairman Emeritus David A. Siegel (1935–2025), who began the company in a tiny orange grove near Walt Disney World. What started in a garage as a real estate venture—Central Florida Investments, Inc. (CFI)—evolved into the largest privately held timeshare resort club in the world, with over 60 properties across top destinations redefining family vacations through spacious stays and resort-style
amenities.

1970s & 1980s: The Beginning

While working from his garage, David and his team—including several Siegel family members—founded Central Florida Investments, Inc. (CFI) in 1970 as a real estate development firm. By 1982, Westgate entered the vacation ownership industry with the opening of Westgate Vacation Villas, located just one mile from Disney’s west gate.

1990s: Amazing Growth

Westgate Resorts has expanded outward from its original resorts in Central Florida to include exciting, family-friendly destinations nationwide and, along with its parent company, CFI, it has become the largest private employer in Central Florida, employing over 3,500 people in the region.

2000s: Into the 21st Century

Through the years, the company remained focused on David’s mission - making vacation dreams accessible - and Westgate has remained focused on delivering spacious accommodations, resort-style amenities, and lasting value to its members.

2010s: Decade of Change

11 more properties were added to the Westgate resort portfolio with a refined vision of affordable family vacations. The Westgate signature experience—a comfortable blend of accommodations, entertainment, activities, and dining without leaving the resort—began to bear fruit, earning numerous accolades in the industry.

2020s: Evolution & Expansion

In 2025, the company expanded its footprint with the addition of VI Resorts by Westgate, solidifying the vision once planted by David Siegel into the largest privately held timeshare resort club in the world—now with a presence in the Pacific Northwest, Hawaii, Canada, and Mexico.

Westgate Resorts Executive Team

Executive Team

Happy Family Orlando Water Park Resort - Westgate

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