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Small town near Florence to stay in

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My friend and I are visiting Italy in late September. We will arrive and plan to stay overnight in Milan, then travel down to the Florence area for an additional 4 nights before flying out to Paris. We'd like to stay in a small town rather than in Florence, and then visit Florence and possibly a day trip to Bologna.

What small town do you suggest for easy access to Florence? We could have a rental car, or not.
Where should we stay?
If we have a rental car, suggestions for parking in/around Florence for visiting the center?

Thanks!!

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