Hotels & Stays
Where to stay
Hotels, converted monasteries and countryside estates, with the trade-offs said out loud — including who each one is wrong for.
8 guides
Hotels & Stays
Best Luxury Hotels in Siena & Tuscany
From the only five-star within Siena's walls to the great country estates of the Tuscan hills — our curated address book of where to stay in 2026.
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La Certosa di Maggiano
A profile of La Certosa di Maggiano — a fourteenth-century Carthusian monastery turned five-star Sienese retreat, fifteen minutes from Piazza del Campo.
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Grand Hotel Continental Siena
The only five-star hotel inside Siena's historic walls, in Palazzo Gori Pannilini, 250 m from Piazza del Campo. A Leading Hotels of the World member.
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Castello di Casole, A Belmond Hotel
A Belmond hotel on a 4,200-acre Tuscan estate — a castle built in 998, 39 suites and villas, and its own Ulpaia wine, 20 minutes from Siena.
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Castello di Spaltenna
A Small Luxury Hotels of the World member in Gaiole in Chianti — a fortified monastery with 37 rooms and the Michelin-starred Il Pievano restaurant.
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Where to Stay in Siena: The Honest Geography
Inside the walls or out — the one decision that matters, the real geography of Siena's centre, the ZTL rules, and the estate hotels in the hills.
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Countryside Stays Around Siena: Castles, Farms and the Honest Choice
Estate hotels, agriturismi, villas and borghi — which countryside format fits your trip, the geometry that beats property photos, and the winter caveat.
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Renting a Villa in Tuscany: The Decisions That Matter
Podere, casale or borgo — what a Tuscan villa rental really is, the pool and aircon questions to ask, Saturday-to-Saturday mechanics, and when a hotel wins.
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