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No Time to Research-Input on Car Logistics-Rome

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I would appreciate advice/suggestions as I don't have time to do my usual hours and hours of research as I have a six month old baby. I used to spend my nights combing these boards, I miss it!

Arrival Sunday, Oct 2nd from DTW at 9am-we have a night to kill before checking into our place near Siena, thinking of visiting Orvieto for one night. Flying Coach so will be tired.

1) Given we will have baby-should we pick up rental car at FCO or spring for a private car to Orvieto and then pick up car on our way out of Orvieto the next day?
2) Returning car after Tuscany before Rome-I have seen others recommend Chuisi as a drop off and then training into Rome-would this make sense with baby or should we just do a drop off at Termini before heading to Rome hotel?
Thank you for your input as I don't have an spare time these days!

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