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Driving in Italy

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Four of us are travelling to iItaly. We are thinking of renting a car in Rome and driving to our b and b near San Gimignano. In Rome we are staying at a hotel near the Termini. Is it feasible to rent a car at the station, and drive from there?
Also, is it fairly easy to drive from San Gimignano to Venice and return the car there? If so, Where would a good drop off be in Venice? Thanks

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