Monte Argentario, Italy

The population of 11,888 belies the bureaucratic hassle of living in this remote Tuscan peninsula. While the scenic roads and historic ports offer picturesque views, the area's rocky landscape and isolated location pose daily challenges. Residents must contend with the remnants of the region's militaristic past, including the heavily fortified ports that dominate the coastline. Overall, Monte Argentario is best suited for those seeking an off-the-beaten-path Italian experience, despite the administrative headaches.