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Cinque Terre to Tuscany, train then car, where to pick up rental?

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Can someone kindly give me some advice on where to pick up my car-rental?
My family of 4 (2 kids) want to take an early train from Monterosso into the Tuscany region. Then pick up a car and drive through the scenic rolling hills and possibly visit
a few towns on the way. We don't have a destination in Tuscany yet,
but am really interested in Chianti region (SR 222?) or San Gimiginano to Voltera area,
stay one night and then board a train to Rome.
I have visited the mesmerizing San Gimiginano before so may be Chianti is
perferred. Which train station should I travel into for picking up a car
to drive around, preferrably some rental place not too far from train station
as we'll have luggage (travelling from US) and not that difficult to find, and
won't close in the middle of the day? Also, assuming one way rental does
not cost too much more, we can return car and board train from a different
place for a more convenient train ride into Rome the next day. Do you
have suggestion for such a station? Thanks so much for helping me shape
up this exiting trip in June.

We have been to Florence, Pisa and Siena 10 years ago and don't
need to visit them again unless it makes sense for our itinerary. (So many great
places, so little time!)

betty

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