At São Lourenço do Barrocal, a whitewashed estate dotted with olive trees in Alentejo, Portugal, peak season has always been summer. But visit when it's cooler and you'll find that the farm-style rooms have cozy throws and windows with shutters, perfect for wintry nights. In the spring, wildflowers blanket the property, and in the fall, the olive harvest begins. As Mediterranean heat waves become more commonplace and summer crowds continue to grow, travelers are catching on to São Lorenço's all-season charms.