What Happened to Westgate Resorts?
Westgate Resorts is a privately held American timeshare resort company founded in 1982 by David A. Siegel. It has grown from a 16-unit property into one of the largest privately held timeshare companies globally, operating over 60 properties across the United States, and recently expanding internationally into Canada and Mexico through the acquisition of VI Resorts in 2025. The company continues to invest in its properties and expand its offerings, with recent developments including new attractions and significant resort upgrades in 2026.
Quick Answer
Westgate Resorts continues to be a major player in the timeshare and hospitality industry, expanding its portfolio to over 60 properties across North America as of 2025 with the acquisition of VI Resorts. Following the passing of its founder David A. Siegel in April 2025, Jim Gissy assumed the role of CEO in March 2024, leading the company's ongoing growth and investment in new attractions and resort enhancements. In 2026, Westgate has announced significant investments in properties like Westgate Branson Woods Resort and received multiple industry awards for its hospitality and philanthropic efforts.
📊Key Facts
📅Complete Timeline16 events
Central Florida Investments, Inc. (CFI) Founded
David A. Siegel founded Central Florida Investments, Inc. (CFI) as a real estate development firm, which would later become the parent company of Westgate Resorts.
Westgate Resorts Founded
David A. Siegel founded Westgate Resorts with the opening of a 16-unit property, Westgate Vacation Villas, in Kissimmee, Florida, marking its entry into the timeshare industry.
Westgate Lakes Resort & Spa Opens
Westgate Lakes Resort & Spa opened in Orlando, becoming one of the largest timeshare resorts globally, and David Siegel was recognized as Entrepreneur of the Year for Florida.
Acquisition of Westgate Las Vegas Resort & Casino
Westgate Resorts acquired the LVH – Las Vegas Hotel and Casino, rebranding it as Westgate Las Vegas Resort & Casino and initiating significant renovations and timeshare conversions.
Victoria's Voice Foundation Established
Following the death of their daughter Victoria, David and Jackie Siegel founded the Victoria's Voice Foundation, a non-profit dedicated to substance abuse prevention and education.
Launch of World of Westgate (WOW) Loyalty Program
Westgate Resorts launched its World of Westgate (WOW) Loyalty Program, offering exclusive perks and privileges to its owners and hotel guests.
Jim Gissy Appointed CEO
Longtime company executive Jim Gissy was appointed Chief Executive Officer of Westgate Resorts, with founder David Siegel transitioning to Executive Chairman and President.
Recognized as Top Privately Held Company
Westgate Resorts was recognized by the Orlando Business Journal as the #1 privately-held company in Central Florida on its '2024 Golden 100 Top Privately Held Companies' list.
Acquisition of VI Resorts Management Rights
Westgate Resorts signed a definitive agreement to acquire Vacation Ownership Sales (VOS), the exclusive management and sales partner of VI Resorts, marking its largest geographic expansion.
Founder David A. Siegel Dies
David A. Siegel, the visionary founder of Westgate Resorts, passed away at the age of 89. He was honored with the 2025 Lifetime Achievement Award from ARDA.
VI Resorts by Westgate Officially Launched
The acquisition of VOS was completed, officially launching VI Resorts by Westgate and expanding Westgate's portfolio to over 60 properties, including international destinations.
New Mountaintop Lodge at Westgate Smoky Mountain Resort & Water Park
Westgate Resorts announced the opening of a new $26 million mountaintop lodge at its Smoky Mountain Resort & Water Park in Gatlinburg, Tennessee, adding nearly 1,400 rooms.
$207 Million Securitization of Timeshare Loans Completed
Westgate Resorts completed its 18th securitization, issuing $207 million of timeshare collateralized notes to 15 different investors, demonstrating strong financial performance.
One-Year Anniversary of VI Resorts Acquisition & Bellevue Office Opening
Westgate Resorts celebrated the one-year anniversary of its VI Resorts acquisition with the grand opening of new offices in Bellevue, Washington, signifying continued growth and integration.
$28 Million Investment and Water Park Groundbreaking at Westgate Branson Woods Resort
Westgate Resorts announced a $28 million investment at Westgate Branson Woods Resort, including new attractions and the groundbreaking for a new River Country Water Park set to open in late 2027.
Westgate Park City Resort & Spa Wins Six Best of State Awards
Westgate Park City Resort & Spa received six honors in the 2026 Best of State Awards, recognizing excellence in hospitality, dining, and wellness categories.
🔍Deep Dive Analysis
Westgate Resorts, founded in 1982 by David A. Siegel, began with a modest 16-unit property in Kissimmee, Florida, known as Westgate Vacation Villas. Over four decades, it evolved into one of the largest privately held timeshare resort companies in the world, operating as a subsidiary of Central Florida Investments, Inc. (CFI). The company's business model centers on vacation ownership, offering spacious villas and a wide array of amenities across its properties, which are often located in popular tourist destinations like Orlando, Las Vegas, Gatlinburg, and Park City.
Key turning points in Westgate's history include its continuous expansion throughout the 1990s and 2000s, adding numerous resorts nationwide. A significant acquisition occurred in 2014 when Westgate purchased the LVH – Las Vegas Hotel and Casino, rebranding it as Westgate Las Vegas Resort & Casino and converting many of its rooms into timeshares. In 2015, founder David Siegel and his wife Jackie established the Victoria's Voice Foundation, a non-profit focused on substance abuse prevention, following the tragic death of their daughter.
Recent years have seen substantial developments. In March 2024, longtime executive Jim Gissy was appointed Chief Executive Officer, with David Siegel transitioning to Executive Chairman and President, a role he held until his passing in April 2025 at the age of 89. Under new leadership, Westgate undertook its largest geographic expansion in February 2025 by acquiring Vacation Ownership Sales (VOS), the management and sales partner of VI Resorts. This deal added over 40 properties, significantly increasing Westgate's footprint on the U.S. West Coast and marking its first international expansion into Canada and Mexico, bringing its total portfolio to over 60 resorts.
As of July 2026, Westgate Resorts continues to demonstrate robust activity and investment. In March 2026, the company opened a new $26 million mountaintop lodge at Westgate Smoky Mountain Resort & Water Park. The same month, Westgate completed a $207 million securitization of timeshare loans, its 18th such transaction since 2012, indicating strong financial health and investor confidence. April 2026 marked the one-year anniversary of the VI Resorts acquisition, celebrated with the opening of new offices in Bellevue, Washington, and continued integration efforts. In May 2026, Westgate received the prestigious ARDA ACE Philanthropic Award and announced a $28 million investment at Westgate Branson Woods Resort, including new attractions and a future water park slated for 2027. The company also received six honors in the 2026 Best of State Awards for its Westgate Park City Resort & Spa in June 2026.
What If...?
Explore alternate histories. What if Westgate Resorts made different choices?