Villa San Michele
In the hills of Fiesole, a cypress-lined driveway provides an elegant preamble to this incredibly gorgeous (and very expensive) hotel, which is housed in a 16th-century building that was originally a Franciscan convent designed by Santi di Tito. Not a single false note is struck in the reception area (formerly the chapel), the dining rooms (a covered cloister and former refectory), or by the tasteful antiques and art that decorate the rooms. The open-air loggia, where lunch and dinner are served, provides one of the most stunning views of Florence—a good thing, too, as it compensates for the highly overpriced food.