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Renting a villa in Tuscany and surrounding area

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My husband and I, along with another couple (or two) are thinking about renting a villa and living the "Italian life" for a couple weeks......I have wanted to do this since reading "Under the Tuscan Sky"....Cordona? Could someone who has done this "villa" thing and loved it give us some suggestions?. We would like a place where we could walk into a small quaint village, have drinks, food, entertainment and walk back. But also, maybe close enough to catch bus/train to some sights/towns in the nearby cities......or should we rent a car? We have been to Italy several times but we have never done this......we would like to visit some wineries, attend a local church service,theater, etc., mingle with the locals.......thank sort of thing. Thanks for any tips!

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