If You Go Italy's dark side
Otranto
The luxurious, nine-room Palazzo Papaleo overlooks the cathedral. It's a block from the beach. www.hotelpalazzopapaleo.com ; from 162 euros, about $218 at $1.35 to the euro.)
Naples
Chiaja Hotel de Charme, in a former bordello, is found through a walled courtyard and up an arched staircase. This small hotel offers the bare minimum — clean, small rooms with bathrooms — but is well-situated, just off the main Via Toledo strip, walking distance to the medieval quarter, the Farnese Collection, shopping and food. (Via Chiaia, 216; 39-081-415-555; from 50 euros.)
Rome
Locanda Carmel, in Trastevere, which I like as a base of operations, is a block from the tram