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Getting From Milan to Arezzo

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Family trip of 5 people that includes a toddler. We need some guidance on how to reach our destination which is a little town outside of Arezzo.

We: Fly into Milan on a Saturday and had planned to pick up a car at airport and drive to villa (4 hours away). Thought of taking a train from Milan to Arezzo--but-- the car agencies close 12noon and of course, closed on Sunday! We would be without transport to the villa.

Then: Considered a train from Milan airport to Florence and rent car there --but-- we found that car agencies are not at train station. We would have to leave the family for what could be a long time to taxi to get the car and then, have to drive back to train station to pick them up--- may not be the answer (probably a fine zone to drive to train station!).

We already have our villa starting on the Saturday we arrive---anyone drive from Milan to Arezzo on day of arrival and have advice? Which route: A1 and around Florence to Arezzo or A1 towards Bologna and then along the eastern roadways towards Arezzo? The least hectic roadways would be best with a large group!

Lastly: since we are a family of 5, I have had to research at least a larger-sized SUV to accommodate us and our luggage. I had thought to get the larger vehicle to the villa and then change over to a more moderate size for day-to-day travel and do the same thing for the return trip to Milan when we depart.

Researching the cost of renting a car for a month in Italy has proven to be staggering! The prices range from $4-10,000 for a month for an automatic with air cond---I did not add GPS when looking! I did not expect the pricing to be so high; we have rented vehicles in Sicily and in Rome; I do not recall the pricing to be so exhorbitant---is there a reason for such a steep price?

We would not get a car, but our villa is a bit remote in a town near Anghiari, Arezzo. So to get to the grocery store, restaurants, etc. we felt it necessary. Our sightseeing plan includes a trip to Perugia, Siena, Florence, Pisa/Lucca, Ancona (?), Assisi and perhaps Venice. Except for our trips to Florence and Venice via train, we did feel a car would be fine for the other small local towns. Are we correct?

Travel advice to these towns is most welcome! Suggestions for other towns and places of interest is much appreciated!

Thank you for taking the time to read this and advise us. We are very excited about this trip and would like to plan so we can enjoy living like a local!

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