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Tuscany: Where to stay in Chianti or Val d'Orcia? Please help!

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My husband and I are going to Tuscany in the third week of November. We're very excited, but we're a bit spoilt for choice as to where to stay (a good problem, I know!). We have both the Lonely Planet and Eyewitness guidebooks for the region, but between those and obsessively Google-searching, I've started to get a bit overwhelmed with all the options. I would be thrilled if someone here could help us narrow it down!

Here's our details on what we're looking for:
- either in the Chianti region or somewhere near Val d'Orcia (Montalcino, Montepulciano, etc).
- ideally, on the outskirts or close to a town. I'd love to have the country experience with views of rolling hills and cypress trees, but we'd also like to be able to walk to a local restaurant for dinner (we'll have a car for longer-range trips, but we both want to drink wine for dinner without driving home!). One restaurant in a little village is fine, we don't need tons of choice.
- an apartment in a villa or a room in a B&B would be fine, but we'd like to have an inside area for relaxing (November weather means we won't be lounging outside, so we'd like a place inside to sit around!). In a B&B, a common lounge area would be fine.
- a fireplace would be amazing. Not absolutely necessary, but amazing.
- our budget is up to about 150 Euros/night. We can be a bit flexible with that, but we're hoping with the low-season rates we can get something nice for that price.

Thanks so much in advance for any suggestions you can give me!

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