Autumn in Tuscany: Exclusive Villa Harvest Escapes

Curated Locations

Private Villas

Flexible Stays

Exclusive offers

Handpicked for You

Autumn in Tuscany is not something you rush—it’s something you settle into. This is the season when vineyards turn gold, olive groves come alive, and the rhythm of daily life shifts toward harvest, long lunches, and evenings that stretch well past sunset. Staying in a private villa places you right inside that moment—waking to vineyard views, exploring hilltop villages, and returning to your own space as the day winds down. These are homes with history—restored farmhouses and countryside retreats where space, privacy, and setting shape the experience. Whether you’re travelling with family, gathering friends, or celebrating something meaningful, Tuscany in harvest season offers a slower, richer way to experience Italy.

Wine & Harvest Season

Autumn is when Tuscany comes alive in a deeper way. Vineyards are active, wineries open their doors, and the region’s food culture shifts to reflect the season. Days are built around tastings, countryside drives, and long lunches that turn into late afternoons.

Food & Local Living

From private chefs in your villa to local trattorias in nearby villages, food becomes part of the rhythm. Think handmade pasta, truffle season, olive oil tastings, and dinners outdoors under the stars.

Exploring Tuscany

Your villa becomes your base for discovering:

Florence for art and culture
Siena for atmosphere and architecture
Hilltop towns like Montepulciano and Pienza
Scenic drives through Chianti and Val d’Orcia

Each day is flexible—structured or spontaneous

Getting There

Tuscany is easily reached from Florence or Pisa, with connections from major European cities.

Most journeys begin with an overnight flight from North America into Florence, or via Rome with a short connection or scenic train ride north. From there, your villa is typically a 45-minute to 2-hour drive, depending on the location.

Private transfers can be arranged directly to your villa, or you can rent a car for more flexibility to explore the countryside.

Wine & Harvest Season

Food & Local Living

Exploring Tuscany

Your villa becomes your base for discovering:

Florence for art and culture
Siena for atmosphere and architecture
Hilltop towns like Montepulciano and Pienza
Scenic drives through Chianti and Val d’Orcia

Each day is flexible—structured or spontaneous

Getting There

Tuscany is easily reached from Florence or Pisa, with connections from major European cities.

Private transfers can be arranged directly to your villa, or you can rent a car for more flexibility to explore the countryside.

Whats Included

Your own home in Tuscany for the duration of your stay.

Ideal for Families. Multiple bedrooms, shared living spaces, pools & gardens.

Perfect for Friends. Room to reconnect, with space for shared meals, wine tastings, and relaxed evenings at the villa.

Celebrations & Special Occasions. Access to select estates suited for intimate weddings, milestone gatherings, and group celebrations.

Golf & Active Options. Opportunities for golf, cycling, and walking routes, balanced with time to slow down and enjoy the surroundings.