Yes, I believe you can now book it through Disney Fine Art Photography, which is the same service that photographs Disney Weddings. Photopass photographers go through a short training session (many are CPers). Disney Fine Art Photographers study photography beforehand (they know more than just how to work the camera).
There is a Disney Fine Art Photography website… Disney Event Photography | Family Portraits
You can also book a portrait session in any park except for Magic Kingdom (actually, they show a family picture that was taken in MK, so this rule may have changed… however in the past it has been reserved for Disney brides only). This, of course, costs the big buck.
But if you just want to be photographed at Disney resorts, you do not need Disney photographers. You can actually book an outside photographer to shoot at any of the resorts, Boardwalk, or Downtown Disney. This could potentially save you money… or you could be assured that you get the specific style of photography you want. With Disney Fine Art Photography, you can request a specific photographer, but it’s just whoever shows up that day.