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Tuscany-Amalfi itinerary/B&Bs help (& car rental drop off near Volterra?)

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With a new streamlined itinerary, I’d appreciate any further comments before I make reservations. As background: we are doing a relaxed Amalfi trip, skipping Capri and town hopping; and then day dirves to different hill towns in Tuscany. Specific questions:

(1) Tuscany car rental: I want to pick-up a car away from a city, so coming from Rome and headed to Montepulciano I’ve heard to use Orvieto or Chiusi. But other than Siena, I’m not sure where to drop off the car if my last nights are in Voltarre. Through AutoEurope I can only find a Siena-Siena rental. Any tips?

(2) Any first-hand help with these Montepulciano B&B/hotel: Camere Bellavista, Hotel Duomo, Meuble il Ricco, or B&B Dimora Nel Corso?

(3) and these Ravello B&Bs: Villa Amore, Boccaccio B&B or Hotel Garden? (I don't think Villa Amore has AC but I think in mid-May that wouldn't be criitcal ???)

ITINERARY (flights are done)
- - - - - - - - - - - - - - - - - - - - - - - -
Arrival Day – Turin (meeting my daughter after her Study Abroad semester so these 2 days are fixed)
Day 1 Turin
Days 2-3 RAVELLO -Early flight direct to Naples, see Pompei, bus Sorrento to Ravello
Days 4-5 PRAIANO
Day 6 ROME – stopping just to break the travel day on our way to Montepulciano, will see Rome another trip
Days 10-12 VOLTERRA
Day 13 Return car somewhere and bus/train to MILAN, probably through Florence – this needs help!
Day 14 Early flight out of Milan

Thanks again! I'm getting there....

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