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Where to stay for 2 months in Italy

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My husband and I want to spend September and October, 2015 in Italy - one month in the northern area and one month in Tuscany. We want to be located so we can take the train to visit other cities, or have car rentals nearby. Finally, we want to be able to stroll in the neighborhood for espresso or a drink (in other words not a farmhouse situation). We have thought of Verona and Sienna, but are open to researching other towns. We are looking at Airbnb and Homeaway. Any other suggestions?

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