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3 weeks in Tuscany

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I am planning a 3 week trip to Italy in September. We fly in and out of Rome arrive in on Sept 14th. My plan at this point is to take the fast train to Florence spend a couple of night there. Then go to Luca and Siena before getting a car (I read a car is not good in either city) and then finding someplace to stay south of Siena for at least 4 or 5 day. I have not decided where we will go after that point. We will be making our way south to end up in Rome on Oct 4th. My question is how many days should I plan to stay in Luca and Siena? What is the best way to get from Luca to Siena?
Your input would be much appreciated.
Thank you

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