From private palazzo to palatial hotel; the Grand is the only five-star establishment in the old town. It dates back to the 16th century and retains its cotto floors, frescoed and beamed ceilings and original chandeliers. As such, you can expect cosy interiors from a bygone era, as well as views of landmarks like the Piazza del Campo and the Duomo. Sleep in a canopied bed, with brocade textiles and gold-leaf finishes. Take a wine tasting in the in-house cellar, tuck into Tuscan food in the restaurant and drink beneath the huge feature clock of the Sapordivino courtyard bar.