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The Best Luxury Hotels in Tuscany

Travel

The Best Luxury Hotels in Tuscany

May 2026 · 6 min read

Tuscany rewards two kinds of traveller: those who want Renaissance Florence at its grandest, and those who want to disappear into the vineyards and cypress hills. The region's best hotels do both beautifully. Here are the finest five-star hotels in Tuscany, all bookable through Pampered Pursuit with VIP recognition, upgrades and credits at no extra cost.

01

Four Seasons Hotel Firenze

Florence

A restored 15th-century palazzo set in the largest private garden in Florence, less a hotel than the grandest villa in the city.

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02

Belmond Villa San Michele

Fiesole

A former 15th-century monastery with a façade attributed to Michelangelo, on a hillside in Fiesole with sweeping views over Florence.

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03

Castiglion del Bosco, A Rosewood Hotel

Montalcino

A vast Brunello wine estate in the Val d'Orcia near Montalcino, with a restored medieval borgo, a private golf club and its own winery.

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04

Belmond Castello di Casole

Casole d'Elsa

A 10th-century castle estate across 4,200 acres of Tuscan hills, a private-villa retreat deep in the countryside near Siena.

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05

The St. Regis Florence

Florence

A Renaissance-era palazzo on the banks of the Arno facing the Ponte Vecchio, with a bar consistently ranked among the best in Italy.

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06

COMO Castello Del Nero

Chianti

A restored 12th-century castle estate in the Chianti hills, with a Michelin-starred restaurant, a COMO Shambhala spa and its own vineyards.

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07

Villa la Massa

Candeli

A Medici-era villa on the banks of the Arno just outside Florence, a riverside retreat of Renaissance buildings and gardens.

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08

Portrait Firenze

Florence

A Lungarno Collection hotel on the Arno beside the Ponte Vecchio, all residential-style suites and Ferragamo polish.

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09

Collegio alla Querce, Auberge Resorts Collection

Fiesole

A restored former college in the Fiesole foothills, with terraced gardens and sweeping views over the Renaissance city.

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Planning any of these stays? Start an inquiry and Pampered Pursuit will arrange it with preferred-partner VIP benefits, daily breakfast, upgrades when available, and resort credits, at no extra cost to you.