If you would like to enjoy the pool and eating al fresco, we would recommend any time from the end of May till mid September.  It also depends on your personal preferences regarding the weather.  If time and availability permits, we do arrange a truffle hunt on the premises for the guests, we have two types of truffles so if you are lucky we find a couple during your visit.  The wine harvest is generally end September, early October.  They usually start pressing the olives and making olive oil around the last 10 days of October and finish after 2 months; but it always depends on weather.