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Rental Car in Tuscany - logistics

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Hi all. I'm looking for suggestions on how best to spend 4 nights in Tuscany by rental car, and in particular the logistics of how to arrive from Venice and leave for Rome. Here's our dates:

Oct. 20-22 (2 nights): Venice (about 40 hours)
Oct. 22-26(4 nights): Tuscany (with rental car, definitely)
Oct. 26-30 (4 nights): Rome

Should we arrive/leave Tuscany by train, and only use the rental car in Tuscany? Or rent the car from our departure from Venice to our arrival in Rome? I have driven in Italy before and while I don't relish the idea of driving into Rome, I think I can handle it. We plan on spending all our Tuscan time in small towns and agriturismos rather than, say, Florence or other larger centres.

Thank you!

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