I never knew that pool rebar was grounded or bonded, so I did a search and found what looks to be a pretty good article on the subject: http://www.poolspanews.com/2009/051/051grid.html
The lights in the pool may be 12V, but you've certainly got a transformer for those lights, a pump, and possibly other stuff in the pool area that is at line voltage, and you want all of these things and the pool itself to be bonded together and grounded.
Any or all of your ideas will help, it largely depends on your climate and how long of a below freezing stretch you can expect. The drain outlet is supposed to be within some distance of the ground, 18" I believe, which is why it was configured that way. In areas subject to freezing, all piping carrying water should be run as far as practical inside the heated envelope, so the drop to within some distance of ground should have been done inside. If possible, rerouting the run inside, with only a very short run outside should solve the problem.
As BMitch suggests, routing the drain through trap would comply with plumbing codes and is the best solution.
Shortening the pipe could fix the problem entirely since the water may not have time to freeze. In frigid climates though, any water outside will freeze. The high outlet could damage you outside wall finish and be an annoyance to passers by.
Widening the pipe will require more build up before blockage, so if the freeze periods are not too long, this could work. In frigid climates, it will still block up eventually.
Insulating the pipe would probably be all that's needed, it has the same effect as shortening the pipe, without wall damage. Actively heating the pipe would certainly work, but is probably only needed in extreme cases. Heat tape that wraps around the pipe and is plugged in to an outlet, with a thermostat to turn off the current above freezing is a common hardware store item in cold climates.
You only have to worry about the attic if it gets below freezing in there. Attics, though ventilated with outside air, tend to stay a fair bit warmer than the outside. I would guess that unless you have good runs of outside temperatures consistently below 0F(-18C), you shouldn't have a freezing problem in your attic.
I'm not sure, but I suspect there is not an override. A blocked drain can cause significant problems if the furnace continues to run. By shutting off the heat, it is good incentive for the owner to solve the problem.
Best Answer
I honestly doubt that it will freeze over in that time, as the water will take some time to get anywhere near freezing temps.
If you are worried anyway, a good idea is to leave the filter pump running. Water that is still will more easily freeze over.
Of course, if you were truly worried, you could make it into a salt water pool, dropping the freezing temperature by a few degrees more.