2) The Prisoner, by Thomas M. Disch
Picked this up off the family shelves when in Ireland a couple of years ago; prodded into reading it now by
tomsdisch's livejournal, which is, entertainingly, written in very much the same style, 37 years later.
I understand that hardcore Prisoner fans do not regard this novel as canonical, but I think it's pretty true to the spirit of the TV series, and most plot discrepancies can be explained as artifically induced hallucinations. My favourite moment is when Number 6 is about to escape in a hastily constructed metal cage (to protect him from the attentions of Rover and his cousins) but is frustrated by landscape at a crucial juncture.
Must go and buy the DVDs now.