Celebrities With The Most Expensive Cars In The World 10. Simon Cowell Although he sold his Bugatti Veyron last year, he still has a Ferrari 360 Modena, a Bentley Azure (convertible), and a Rolls Royce Phantom. Prev Next Pages: 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45