The deputy mayor and Mayor Rob Ford ally succeeded in the Tories' quest of gaining a foothold in Toronto with his defeat of prominent city councillor and Liberal nod Peter Milczyn, the CBC Decision Desk projected with 213 of 246 polls reporting.
The last mayor of the old city of Etobicoke secured 46.1 per cent of the vote in one of five byelections held across the province on Thursday. Milczyn grabbed 41.9 per cent and NDP candidate P.C. Choo took 8.2 per cent.
The run-off between Holyday and Milczyn proved to be fierce throughout the 28-day campaign.
Holyday focused his attention on the Liberal gas plant scandal while Milczyn and the governing Liberals sparked a war of words with Mayor Ford, who hasn't shied away from campaigning for the Tories.
Earlier this week while out campaigning in Etobicoke with Holyday, Ford called the government corrupt and urged voters to support the New Democrats if they wouldn't vote Conservative
Transportation Minister Glen Murray fired back the next day criticizing Ford for injecting himself in the byelection and likened Holyday to a "mouthpiece candidate now who is basically running now on the coattails of the mayor and his brother."
Ford called Murray's comments "unbelievable" and an "embarrassment."
"The provincial government affects us. You have to get involved," he said. "You choose a candidate and you get behind them."