I'm planning a May trip to Italy. The middle part will be a 7-night farm stay in Tuscany with a car. I found a farm stay near Colle di Val d'Elsa and another one near Pienza. Is it a good idea to split our 7 nights between these two (one for Siena and north, and the other for south Tuscany), or should we just stay at one of them the entire time. We plan to visit Siena, San Gimignano, Volterra, Pienza and surrounding area, Montepulciano, some Chianti towns, and probably Assisi and Cortona. We will have already been to Florence, Orvieto, and Civita di Bagnoregio by then, so they are not part of the 7-night plan. We will get the rental car from Florence and return it to Florence too.
If you have any suggestion of other towns/areas as a home base, I'd like to hear your advice too. Thank you.