I recently uploaded one of the best documentaries I've seen on Fleming and Bond--The Real Casino Royale, which aired on the BBC in 2006.
You can watch it here: https://youtu.be/cW9dB0PM6sk
I'd rather hear your reactions than state my own, so here's the official synopsis:
"As a new film version of the book Casino Royale opens in cinemas around the world, Andrew Graham Dixon explores the crucial moments in Ian Fleming's life which inspired him to create James Bond. The documentary combines previously unseen archive footage of Fleming with dramatised readings from the novel and follows Graham Dixon on a mission to uncover the real stories behind Casino Royale. He interviews friends and family of the author and those involved in the film, including the new 007 Daniel Craig."
Note: due to music restrictions, the video cannot be viewed in Canada and Germany (which is sort of fitting, given Fleming's dislike of Germans), unless you use proxies.