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