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Week rental in Tuscany

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Been there and done that, but looking to spend a week in September this next year. Just two of us, probably have a car, but we'd like to be CLOSE to a nice town for going to dinner most nights. So the balance between a quiet country setting with a scenic view, yet being close to town is an issue. We only need one bedroom, but AC is pretty essential for us.
And the real trick is that we need a place that rents mid week to mid week -- an issue as most seem to be only Saturday to Saturday.

I see us driving off to Florence, San Gimignano, Siena, and one of the more southern Tuscan towns for a day each, so somewhat central would be nice. I stayed at the wonderful al Poggiolo apartments in Montepulciano once and although they are a little South to be very central, I'd still do that -- except that they only rent Sat to Sat.
Oh, and we'd LIKE to spend less than about $200 US a night if possible.

Looking at most of the websites just becomes mind boggling, and reading the mixed reviews which tend to range from "the most amazingly wonderful place" to "rat-infested garbage dump" seem to be used on most of them.

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