The best luxury hotels in Tuscany

Rosewood Castiglion del Bosco

You don’t come here for subtlety. You come for 5,000 acres of manicured wildness, a medieval hamlet turned resort and an impeccably designed golf course. Rosewood Castiglion del Bosco has its own winery and a cooking school where pizza is a serious academic subject. Suites are set in repurposed buildings, from old stables to priest houses, and there’s the two Michelin-starred Campo del Drago in case you tire of truffle pizza.

Monteverdi Tuscany

Half hotel, half artistic experiment, Monteverdi Tuscany spills out across a medieval village like something out of a novel. The rooms are scattered between houses and alleyways, with interiors that are rustic without being twee. There’s an art gallery, a music venue (in a 14th-century church, naturally), and enough cultural programming to keep your inner creative very busy. It’s both luxurious and slightly eccentric – a Tuscan village with a cultural agenda.

Borgo Pignano

If you’re the type to daydream about a rustic estate with a saltwater pool carved from a quarry and a days spent truffle-hunting, you’re picturing Borgo Pignano. It’s got Etruscan bones, period interiors straight from a film set, and a working organic farm sprawling across 750 acres. The rooms are timeless but not dated, and the Wi-Fi actually works. There’s horseback riding, painting classes, soap-making and a rather dramatic view from the infinity pool. Bring boots and stretchy trousers – the food’s worth it.

Castelfalfi

Castelfalfi operates like its own small nation. There’s a borgo, of course, but also Tuscany’s biggest golf course, an adventure park, a recently overhauled spa the size of a sports complex, and restaurants with enough range to go from fine dining to poolside sandwiches. The design walks the line between sleek and familiar, and the estate produces wine, olive oil, and honey with a level of seriousness that borders on agricultural ambition. Bonus: the staff are so well organised they could probably run a G7 summit without breaking a sweat.

COMO Castello Del Nero

COMO Castello Del Nero manages to feel both stately and spa-focused, which is not an easy trick. The castle is loaded with history and frescoes, but you’re just as likely to be wrapped in seaweed at the spa as admiring 18th-century ceilings. The rooms hit that sweet spot between grand and cosy, and the estate grounds are alive with olive groves and gorgeous walking trails. Service is sharp, meals are fresh-from-the-garden, and the views are to die for.

L’Andana

L’Andana has a pedigree (former summer pad of Grand Duke Leopold II, no less) and a setting near the coast that makes it feel a bit off the usual Tuscan trail. The driveway alone, lined with pines and cypresses, sets the tone for what’s to come. Inside, it’s all curated opulence, thanks to a top editor from Architectural Digest Italy. There’s a casual restaurant and a formal one in the old granary, plus a standout ESPA spa. It’s posh without being stiff, rural without being remote, and charming without trying too hard.

Castello di Casole, A Belmond Hotel

Castello di Casole’s estate dates back a thousand years, but Belmond has given it the kind of polish that means you won’t find a single draughty corridor. Rooms are spread out across the main castle and the priest’s house, with some surprisingly modern suites thrown in to keep things interesting. The food programme is robust, the staff could moonlight as concierges to actual royalty, and the grounds are basically a high-functioning Tuscan theme park for grown-ups. The pool’s great too, but we’re guessing you knew that already.

Discover more of our favourite hotels in Italy.