The Belgium international defender moved to Tottenham from Atletico Madrid after spending the 2014-15 season on loan at Southampton.
“There's three in there from last season's signings, including Alderweireld who I was disappointed to see choose to join Tottenham,” the 46-year-old told Sky Sports. “That was a tough one to take when we didn't get him, given we supposedly had first option.”
Alderweireld was one of the best players for Southampton last season, scoring one goal and creating seven chances in 26 Premier League appearances.
The former Ajax star had a pass accuracy of 80% and a shot accuracy of 58%, and he won 37 headers, seven dribbles and 35 tackles.
Le Tissier also included Nathaniel Clyne (now at Liverpool), Adam Lallana (now at Liverpool), Rickie Lambert (now at West Bromwich Albion) and Morgan Schneiderlin (now at Manchester United) in his Southampton Best XI from the last four seasons.
Fraser Forster (Southampton)
Nathaniel Clyne (Liverpool) - Jose Fonte (Southampton) - Toby Alderweireld (Tottenham) - Luke Shaw (Manchester United)
Victor Wanyama (Southampton) - Morgan Schneiderlin (Manchester United)
Rickie Lambert (West Bromwich Albion)