My family (2 kids, 4 and 2 years) and I went to stay at Castello Di Pastine for a week at the start of September. It is in a very private setting of 140 acres of woodland. The owner, Guido, is extremely welcoming and friendly. For someone who is not familiar with Tuscany and who wants to be in a comfortable, secure, well thought-out place where English is spoken, then you can not do better than this. It has a great swimming pool, a small but good quality playground for children and a tennis court. We rented apartment 3C, a two bedroomed apartment, with good bathroom, and downstairs living/dining/kitchen. Everything was well presented, and very tidy and clean. Each apartment has a table on a panoramic terrace for dining outside, and the views are beautiful.
My family had a very relaxing time there,
I would have no hesitation staying there again.
There are loads of small towns nearby, with good restaurants, and a couple of supermarkets approx. 15 mins drive. A car is necessary, but if you are in Tuscany, it is almost a given that you need a car, unless you spend your time in Florence. Both Florence and Siena are less than an hour away. Monteriggioni, Certaldo and San Gimignano are also lovely places to visit.
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC