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Italy car rental and train - best places to pick up and drop off

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We are planning a trip to Italy in June with the following itinerary:

Rome for 4 nights
Siena, Tuscany for 6 nights
Monterosso, Cinque Terre for 3 nights
Venice for 2 nights

Right now our plan is to take the train from Rome to somewhere near Siena so that we can pick up a car to have for the 6 nights we're there. I'm not sure which is the best place to stop and do that, and further, which is the best car company to rent from. I'm also having some major user issues on the trenitalia site, trying to figure out the route maps. I just keep getting the message "no solution", but it won't show what an alternative solution might be. Can anyone help?

We're also intending on taking the train into Monterosso, and back out to Venice, but I can't tell where the best place would be to drop off the car and board the train for Monterosso after we've left Siena. And...is it possible to train from Cinque Terre to Venice?

Thanks in advance to anyone that has feedback for me. I've been doing thorough reading through other posts on the forum, but was unsuccessful on finding answers to all of my questions.

Best regards,
Jennifer

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