Perched on the promontory at the edge of town for the best views over the rooftops and up the coastline, this gorgeous old cloister was reportedly founded in 1222 by St. Francis himself. Its surprisingly spacious monastic cells have been converted into appropriately spare but discreetly elegant rooms, which, at these rates, could stand an upgrade. Still, all come with sea views, hand-painted tile floors, a mix of antiques and modern functional furnishings, whitewashed walls, and vaulted ceilings. The hotel features a few amenities the old monks never dreamed of, including a private sundeck and saltwater pool down by the seaside and two restaurants with panoramic views (one atop a 15th-century Saracen watchtower, which doubles as a bar and nightclub) that help make up for the lackluster food.
Room to Book: The Torre Suite, installed in an ancient tower that once guarded against pirate attacks, has been the Arabian Nights–tinged room of choice for guests like Bogart, Bergman, and Roberto Rossellini.