Key West is one of my favorite destinations. I live in south Florida and try to drive down as often as I can. There are lots of nice B&B's close to Duval Street, therefore, once you check in, you don't use your car again until you leave. There are great restaurants along with very casual places to dine. I know you'll love spending a few days, if you have any questions regarding Key West, I'll be glad to answer them.