Castello di Casole — A Timbers Resort
A cypress-lined road leads to the rolling 4,200-acre Tuscan estate with a castle that dates back to the 10th century. Now owned by Timber Resorts, it was formerly the home of film director Luchino Visconti and an entertainment center for countless Hollywood luminaries. The 41 rustic-luxe suites incorporate oil paintings, local antiques, wood-beamed ceilings, and reclaimed terracotta. And Essere Spa, originally the estate’s wine cellar, features seven treatment rooms and massages incorporating orange and basil essential oils.