We spent a month in Anna's villa during September, and it was amazing! We'd really like to go back. Anna is a truly kind, warm, and thoughtful person, who became more like a friend or relative more than "just a" host.
Anna was very flexible with check-in, since we arrived late at Saturday night. We travelled with a 10 months baby, and everything was prepared to accommodate a small child: two kid's chars, a baby cot, changing area, books, etc.
During our stay, Anna gave us tips about places to go and general stories about the area and Tuscany. It was lovely to meet the rest of Anna's family, which came and went during the day. All in all, it was very relaxed and familiar atmosphere around the villa.
The apartment consists of one large bedroom (double bed), one loft (double bed) with a kitchenette below it, and one living room/entrance area. There's a single cooking stove, a small sink, microwave, and fridge/freezer. One can prepare simple meals in it without any problems. In the (very large) garden, there's a great swimming pool where we spent a lot of time with our baby during hot days. There are lounge chairs and similar pool stuff around. The villa is very very old, and the surroundings are very picturesque. We could easily spend an in-between day just hanging by the pool and in the lovely front garden.
The area is situated north of Florence, and as earlier guests have noted, it's nice to have a car at least during a part of the stay. We rented one for a week and went around in Tuscany. But I wouldn't say it's a hard requirement if you're just going into Florence, since the tram stop is a 15 min walk away (then there's 15 more minutes to downtown Florence by tram). The busy city compared to the calm villa was a nice contrast.
We made it a habit to get groceries when in the city. The closest (small) grocery store is down by the tram station (walkable), and there's a larger Coop down in Piazza Leopoldo (not walkable).
The roads around the villa are not that walkable, be aware. They are super narrow, and the cars go fast. A 10 min walk to a close restaurant (Le Fontanelle, suuuper nice food and view) is longer due to keeping track of cars coming from the behind and front. Just a thing to keep in mind.
In summary, Villa le Pergole is the perfect stay if you want to just hang out in a calm and lovely Tuscan countryside atmosphere, with an accommodating and kind host and her family, while being very close to the city of Florence.