Brian,
Not sure how the big clubs take care of the courts, but I'm sure there must be a book out on how things are done at Wimbledon – worth doing a search for on google etc.
Anywho, at my old club, the courts were rolled during the season and then any repairs, reseeding or new turf was put down in the off season to allow the court to settle before play. In England, that's not a problem as you only have summer play on grass courts. In Hilton Head and other such places, year round play is possible. Either way, having a couple of courts, so play can be rotated when a court needs time for repair, is a must for a club. For home use, one should be able to play all summer without any major down time.
As for suitable rollers, I know you can get the ones which to tow behind a golf cart in the USA as I used to use one to roll clay courts in the southeast. Check with court maintenance companies and green keepers for a local supplier. You can always get a smaller roller to push by hand, but a larger roller will be more effective and you can hook it to the back of a ride on lawnmower or golf cart.
Pikey