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What Val d'Orcia towns are a must?

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Thanks to all who helped me narrow down my towns for Chianti. Now, I want to do the same thing for southern Tuscany-Val d'Orcia region. Here are the towns that look interesting to me:

1) Pienza - I hear it is the most scenic area of Tuscany.
2)Montepulciano - gorgeous town with cypress trees
3) San Quirico - I hear it is medieval and perfect for photo ops.
4) Bagno Vignoni - another photo op and cute town (perhaps go to the spa there)

My question is - can I do all of these towns in a day without being a mad woman? Are all of them just so beautiful that I can't miss one of them? If I had to split it up into 2 days, I could since I have 5 days in Tuscany. However, I would rather not take up 2 days just for one region. I might want to save that last day of our trip if we want to go to Florence or Pisa. At the same time, if Southern Tuscany deserves the 2 days, then by all means just scream it from the rooftops. :)

Also, are there any towns that I am missing on my southern tuscany tour?

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