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Florence to Cortona Tuscany

Two couples headed to Cortona from Florence. Checking into a villa Saturday afternoon, arriving in Florence Friday after noon. We want a car in Tuscany, there is a timing issues with a train arriving to Tuscany and open local car rental agencies. Looks like we should just rent a car in Florence and have a nice drive to Tuscany, have a car for a week and drive back to florence the following week.
Any car rental suggestions or warnings renting in Florence?

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