The Saints icon, who is retiring at the end of the season, admitted he had agreed personal terms to link up with Spurs in 1990.
However, the former England international opted to remain on the South Coast when Southampton matched Spurs' contract offer.
Later in his career, Chelsea also came knocking at his door but he declined the chance to team up with then Blues boss Glenn Hoddle because the idea of living in the capital did not appeal to him.
Le Tissier, though, says that Spurs' bid for him was the closest he ever came to leaving The Saints but is adamant he does not regret the decision.
"I nearly signed for Spurs in 1990 but changed my mind at the last minute when Terry Venables was manager," he told The Daily Echo.
"That was the closest I ever came to leaving. It got close, very, very close, to the point where we had agreed on wages.
"But, in the end, Southampton gave me a new contract and offered me just as much as Tottenham had.
"It probably was the hardest decision I had to make because of my loyalty as a Spurs fan but by this time I had settled in this area and loved the club and the people down here. That was enough to keep me here.
"I don't regret a thing. I've made all the decisions and I've stuck by them."
The 33-year-old, who will be staging a testimonial next month, also went on to detail the occasion Hoddle enquired about luring him to Stamford Bridge.
He added: "My agent rang me up and said 'Glenn wants to buy you. Will you speak to him?' I said 'no.'
"I didn't want to because I liked it here and the way I lived my life didn't really suit the bright lights of London."
