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Two weeks in mostly Tuscany- need advice

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I've been reading all the great advice on Tuscany and realize it is quite a large area.
We plan to spend 2 weeks in Italy in the spring of 2014. I am thinking of flying into Rome and renting a car and traveling first to Orievto and then to the Pienza area. From reading this forum I would love to see the areas around Pienza i.e.. Chianti, Montepulciano, Pienza, Monticchiello but also San G. Siena.

We have visited Rome, Florence Venice many years ago. I was thinking of rental an apartment or staying on a farm property. There are lots of choices suggested here so I won't bother you with that.

Here is my question: Before looking at your trip reports, i originally thought I would travel to Cinque Terre also and end up in the lake region for maybe 3 days maybe leaving out of Milan for home.
I'm not sure how to spread out the trip.
Maybe 6-7 days in the Pienza region then a few days somewhere north of Siena so I could visit Lucca, San G and Cinque Terre?

Then a drive to the lake region perhaps.
I did think I might like to visit Assisi and Perugia maybe on the way to Pienza from Olivetti.

Is this too much? Any advice would be appreciated. thank you

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