I have 2 rentals (both houses) with driveways that have a negative grade.   Since I am in Michigan, we get a lot of snow.   So come spring, it makes a lake at the lowest point of the driveway.    One just floods, but at least it's concrete so it's workable till it dries.   The other is gravel and turns into a swampland making it a serious pain pulling in.  

The concrete one, I would just like to have it drain so it doesn't look so bad.   It's like 3 inches of water.  Plus, it's probably extending the life of my driveway.    Luckily, the low spot is next to the yard so digging isn't a big deal.   Problem is this town has no rain drainage so I'd end up getting ALL of the rain water from the road as well, most likely overloading some simple trench drain.  

The other that's dirt needs a serious fix.    Also, it has no nearby place to drain the water to.  I'm starting to think my only answer is to put in a concrete driveway higher than the water line gets.  It would be expensive though.  Adding gravel just wouldn't cut it I think.   It would just be underwater gravel.   Stupid town and the lack of rain drainage.  

Any idea welcome.  I'm kind of at a loss here.