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Ten Days in Tuscany -PLEASE help with itinerary

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My husband and I want to explore the towns of Tuscany. We are flying into Rome at the end of August and picking up a rental car .We have ten days. We thought we'd make our way to Florence and spend a few days there, but on the way see as much of Tuscany's art, architecture, history and landscape as possible. We thought we'd start at Civita de Bagnoregio, then Orvietto, and we want to visit Sienna, but that's as far as we've got.
Any ideas if we should base ourselves on one town? And if so where? And which towns should we see?
A small challenge is that I walk with crutches (about a kilometre) and can climb steps, but long steep hills can be a problem, so it's helpful if we can park near our destinations. I also need reasonably accessible accommodation ... I can handle a few steps but I want to keep my energy for exploring the towns.
Any ideas?

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