A complete Tuscan estate — 5,000 acres in Montalcino with a Brunello vineyard, championship golf, horse riding, and a kids' club. Italy's most immersive family property.
Why We Chose It
Castiglion del Bosco sits 45km south of Siena near Montalcino. The borgo (medieval village) has been transformed into a luxury retreat where suites occupy former stables and centuries-old stone buildings. Private villas are scattered across the estate. La Canonica cooking school runs daily classes. The property closes January–mid-March; villas available year-round.
What Stands Out
- 5,000-acre estate in the UNESCO Val d'Orcia — the most complete luxury experience in Italy
- 5th-largest producer of Brunello di Montalcino — estate winery tastings
- Michelin-starred Ristorante Campo del Drago
- 11 private villas with individual heated infinity pools
- Italy's only private golf club — Tom Weiskopf 18-hole design