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Recommendations for honeymoon in Tuscany region

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My fiance and I are getting married in June and have half of our trip planned. We are a little late with hotels/B&B's as we were hoping on a time share coming through for us. Now we have to scramble to find something at this late date. We have planned a few days in Florence to start, then to Venice for 2 days and our last stop in the Tuscany/Umbria region. I have been researching where to go there (San Gim, Siena?....) and stay but am becoming overwhelmed and stressed with where we should base as we have never been to this region before. I have read some fodorite comments for ideas but I don't have hours of time to read as much as I would like with work and wedding planning. Can anyone recommend the best town to stay as a base in to do day trips from and where would you stay? We will have a car so any location would work. We would like to do a wine tasting, so any recommendations there would be great. Looking for accommodations up to $150 or less a night if that helps. Many thanks in advance.

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