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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.

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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

Founded
1982
Wikipedia, Westgate Careers
Founder
David A. Siegel
Wikipedia
Headquarters
Orlando, Florida, U.S.
Wikipedia
Current CEO
Jim Gissy
Westgate Resorts
Number of Properties (as of 2025/2026)
60+
Westgate Resorts, Wikipedia
Number of Employees (as of 2026)
9,000 Team Members
Westgate Resorts
Ownership Status
Privately held
Wikipedia

📅Complete Timeline16 events

1
1970Notable

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.

2
1982Critical

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.

3
1996Major

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.

4
2014Major

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.

5
2015Major

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.

6
2022Notable

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.

7
March 2024Major

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.

8
November 2024Notable

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.

9
February 2025Critical

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.

10
April 5, 2025Critical

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.

11
May 2025Critical

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.

12
March 10, 2026Major

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.

13
March 31, 2026Major

$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.

14
April 16, 2026Major

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.

15
May 18, 2026Major

$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.

16
June 9, 2026Notable

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.

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People Also Ask

Who owns Westgate Resorts?
Westgate Resorts is a privately held company, operating as a subsidiary of Central Florida Investments, Inc. (CFI). It was founded by David A. Siegel, and following his passing in 2025, Jim Gissy serves as the current CEO.
What is Westgate Resorts?
Westgate Resorts is an American timeshare resort company headquartered in Orlando, Florida. It develops and manages a portfolio of over 60 themed destination resorts across the United States, Canada, and Mexico, offering vacation ownership and hospitality services.
How many properties does Westgate Resorts have?
As of 2025 and into 2026, Westgate Resorts operates a portfolio of more than 60 properties. This significant expansion was largely due to its acquisition of VI Resorts in 2025.
What is the World of Westgate (WOW) Loyalty Program?
The World of Westgate (WOW) Loyalty Program, launched in 2022, is an exclusive program designed to reward Westgate Owners and hotel guests with various perks, privileges, and benefits at no additional cost.
What happened to David Siegel, the founder of Westgate Resorts?
David A. Siegel, the founder of Westgate Resorts, passed away on April 5, 2025, at the age of 89. He had transitioned from CEO to Executive Chairman and President in March 2024, and was posthumously awarded the 2025 Lifetime Achievement Award by ARDA.