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Drivina to Siena

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We plan to drive from Florence to Siena, making a stop in Greve, but would like to take a train back from Siena to Florence that same evening.

Can I rent a car from Flornece, leave it in Siena to take a train back from Siena to Florence? I just don't want to drive from Siena to Florence in the dark night.

Any suggestions? Another thought is that we can leave Florence for Siena and stay 1 night in Siena. From there depart to Sorrneto the following day.

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