Originally built in the 14th century, this beautifully restored, sprawling Tuscan villa lived a former life as a convent. Ensconced in the vineyards and rolling green hills of the Chianti wine region, Villa La Regina’s owners have worked tirelessly to breathe new life into the estate, creating a slick, contemporary villa and a little slice of Tuscan countryside bliss. Free-range chickens lay fresh eggs for breakfast; vegetables grown in the garden are used in the kitchen and olive oil produced on the estate is a mainstay in meals prepared by the in-house chef. Nearby Panzano – with its clutch of local restaurants and lively Sunday market – is less than 30 minutes stroll from the villa, and some of the region’s most renowned wineries and Michelin-starred restaurant are all within day-tripping distance.