Roger Moore would have that distinction, having appeared in 7 official Bond movies.
Sean Connery has also appeared in 7 Bond films, but one of them is not in the official franchise, Never Say Never Again.
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The highest grossing James Bond movie was 2006's Casino Royale, which grossed over $575 million world-wide. It is also the most successful James Bond movie in the US with $168 million.
Not taking inflation into account, the highest grossing James Bond film is Casino Royale (2006), which made $599,200,000 worldwide. Adjusting for inflation, the most successful James Bond film is Thunderball (1965), which made the equivalent of $966,435,555 today.
Casino Royale (2006) made the most money worldwide, but Quantum of Solace(2008) made the most in the U.S.
My answer to your question is that home alone made the most money because it got 6 Oscars and sold out the night it first appeared in theaters.
The next one is called Skyfall with Daniel Craig as James Bond. It will be released in November of 2012
I love the old Bond movies the most, so my favorite is the 3rd Bond film, most likely known as the best, Goldfinger(1964.)