Tuscany rewards an unhurried stay, with vineyard-covered hills, medieval towns and Renaissance cities within reach of a country terrace. Chianti is well placed for wine estates and days in Florence or Siena; Val d'Orcia offers open landscapes around Pienza and Montalcino. Near Lucca, historic villas combine gardens with access to the coast. Choose a farmhouse for its setting and outdoor life, or a larger estate for gathering family and friends around a shared table.

Where to stay in Tuscany

Chianti: Between Florence and Siena, with vineyards, castles and classic stone villas.
Val d'Orcia: A UNESCO listed landscape around Pienza and Montalcino.
Lucca and the hills: Elegant villas close to a walled city and the Versilia coast.
Maremma: Southern Tuscany near the sea, with thermal springs and wild beaches.

Villas in Tuscany

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Villa Bludivigna

Tuscany, Italy · 10 bedrooms · 9 baths

Listed by: Le Collectionist

VillaGetaway Score 7.5/10

Price on request from Le Collectionist

San Leolino

Tuscany, Italy · 5 bedrooms · 5 baths

Listed by: Tuscany Now & More

VillaGetaway Score 7.5/10

Price on request from Tuscany Now & More

Villa Sangiovese

Tuscany, Italy · 10 bedrooms · 10 baths

Listed by: Le Collectionist

VillaGetaway Score 7.5/10

Price on request from Le Collectionist

Villa Sartori

Tuscany, Italy · 13 bedrooms · 13 baths

Listed by: Le Collectionist

VillaGetaway Score 7.0/10

Price on request from Le Collectionist

Villa Zatti

Tuscany, Italy · 9 bedrooms · 6 baths

Listed by: Le Collectionist

VillaGetaway Score 7.0/10

Price on request from Le Collectionist

Villa Benedetta

Tuscany, Italy · 6 bedrooms · 6 baths

Listed by: Le Collectionist

VillaGetaway Score 7.0/10

Price on request from Le Collectionist

La Badiole

Tuscany, Italy · 6 bedrooms · 6 baths

Listed by: Tuscany Now & More

VillaGetaway Score 6.5/10

Price on request from Tuscany Now & More

Podere Brogi

Tuscany, Italy · 7 bedrooms · 7 baths

Listed by: Tuscany Now & More

VillaGetaway Score 6.5/10

Price on request from Tuscany Now & More

Villa Caprolo

Tuscany, Italy · 10 bedrooms · 10 baths

Listed by: Tuscany Now & More

VillaGetaway Score 6.5/10

Price on request from Tuscany Now & More

Il Chiesino

Tuscany Coast and Maremma, Italy · 5 bedrooms · 5 baths

Listed by: Tuscany Now & More

VillaGetaway Score 6.5/10

Price on request from Tuscany Now & More

Villa Castellina

Tuscany, Italy · 9 bedrooms · 9 baths

Listed by: Le Collectionist

VillaGetaway Score 6.0/10

Price on request from Le Collectionist

Villa Don Milo

Tuscany, Italy · 6 bedrooms · 6 baths

Listed by: Le Collectionist

VillaGetaway Score 6.0/10

Price on request from Le Collectionist

Villa Don Nino

Tuscany, Italy · 6 bedrooms · 6 baths

Listed by: Le Collectionist

VillaGetaway Score 6.0/10

Price on request from Le Collectionist

Villa Bocce

Tuscany, Italy · 5 bedrooms · 5 baths

Listed by: Le Collectionist

VillaGetaway Score 6.0/10

Price on request from Le Collectionist

Villa Bacci

Tuscany, Italy · 7 bedrooms · 7 baths

Listed by: Le Collectionist

VillaGetaway Score 6.0/10

Price on request from Le Collectionist

The Petroio Estate with Staff and Chef

Tuscany, Italy · 15 bedrooms · 15 baths

Listed by: Tuscany Now & More

VillaGetaway Score 6.0/10

Price on request from Tuscany Now & More

Il Cortile Pratolino (Sleeps 15) with Staff and Cook

Tuscany, Italy · 8 bedrooms · 7 baths

Listed by: Tuscany Now & More

VillaGetaway Score 5.0/10

Price on request from Tuscany Now & More

Villa Cignano

Tuscany, Italy · 3 bedrooms · 3 baths

Listed by: Tuscany Now & More

VillaGetaway Score 4.5/10

Price on request from Tuscany Now & More

Poggiobuono

Tuscany, Italy · 5 bedrooms · 5 baths

Listed by: Tuscany Now & More

VillaGetaway Score 4.0/10

Price on request from Tuscany Now & More