Villa Terre di Nano sits between two hill towns in Val d'Orcia, Tuscany, Montepulciano and Monticchiello. Inside the town walls, you won't find pools but some accommodations have nice rooftop decks. Keep in mind the streets are cobblestone and hilly, so not ideal for some. Outside the hill towns, you'll find villas, B&B's and agriturismos, working farms that have been renovated into guest houses, typical of Tuscany, Umbria, and Sicily. Regardless of where you book, you'll likely want A/C (or very thick country walls & fans) as it could be hot.