The founder of On The Beach has invested almost £2.5m in the business.
Simon Cooper, who stepped down as chief executive earlier this year, has snapped up almost three million extra shares in the listed company.
The move means that Mr Cooper holds a stake of 7.51% in the Manchester-headquartered firm, making him the second largest single shareholder.
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Other major shareholders include Liontrust Investment Partners LLP, BlackRock Investment Management (海角视频) and Fidelity Management & Research Co. LLC.
After stepping down as CEO, Mr Cooper has taken on a new role of founder non-executive director.
In May, On The Beach revealed it had increased its revenue and cut its losses during the first half of its financial year.
The group reported a revenue of £73.2m for the six months to the end of March this year, up from the £52.9m it achieved in the same period in 2022. Its pre-tax losses were also cut from £7m to £6m.
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However, "sluggish profitability" led analysts to downgrade their expectations of On The Beach's target share price.
On The Beach's shares fell by over 12% to 111.8p after the results were announced.
Shares in the company were trading at 92p as of 11am on Monday, August 14, giving On The Beach a market capitalisation of over £150m.
In January, its shares had been trading at a recent high of 189 each.