Frank Sinatra:
The singer-actor rented this Midcentury Modern estate for nearly a decade, starting in the 1950s, during his Rat Pack years. He occupied the 10,000-square foot, four bedroom main house, which touts 16 foot walls of glass and a 50 foot swimming pool just outside. He used to sublet the detached 1,000-square foot guest house to friend and actress Marilyn Monroe (who is rumored to have had her reported affair with John F. Kennedy