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Nine days in Tuscany

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After visiting Florence our party of 2 couples plan to visit Tuscany area. Question is should I base in two or one locations.. I will use vrbo site to select lodging . I like a couple of sites, one in Radicondoli and the other in Terriciola. We will have a car and wish to visit small villages and generally sightsee.
We like wine but not the tours. We are all in our 60's if that helps

Thanks for any suggestions

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