We rented from Key West Cruisers. They picked us up at a hotel near where the ship docks, and took us to the rental location. We rented one only because we scheduled a "Scavanger hunt" while in KW and knew we'd be all over the place.The car was well kept, and worked fine. I tried to reserve it ahead of time but was told it was not a busy time so no need to reserve.We just used the cell phone to call them once we were in port.
Driving in the city was pretty easy, however...parking was a different story!
Would we do it again? YES, if the weather was as hot as it was in Oct. If the weather was cooler I think we would just walk.
my advice...walk around a bit first.THEN rent one if you want to see more. If you in less then good health or have any mobility issues, OR have children to "drag" along then the cars are a life saver.