Monteriggioni is a very nice and very small town from thirteenth century with interesting defensive walls and unique location, allowing for beautiful views of the surrounding Tuscan countryside. The town is really very small: you can go from one its end to the other in 10 minutes. It is located very close to the highway leading from Florence to Siena. It is interesting to indicate that Monteriggioni was immortalized by Dante in the "Divine Comedy" and also used in the computer games Assassin's Creed II and Assassin's Creed: Brotherhood.
Next to the town there is a large parking lot (GPS: 43.387964, 11.225011) - it has been designed in such a way to ensure a place for cars even in a high tourist season.
From the parking lot you can climb the stairs that lead to the road that surrounds the walls (Str. Attorno alle Mura). From there it is only a few steps to the gate in the ramparts (A; GPS: 43.389844, 11.224230), which leads to the street Via I Maggio passing through the square Piazza Roma (B; GPS: 43.389977, 11.223634). This is the main square where you can see interesting Romanesque church of Santa Maria Assunta and several restaurants. Then you can keep walking the street Via Maggio and soon you will reach the second gate on the opposite side of the town (C; GPS: 43.390498, 11.222349). At the gate, you can turn left and go down the street Via Matteotti. You can also climb the walls (this attraction is paid 1.5€ - children enter for free) to get spectacular views of the surrounding area.