Escape to the Heart of Tuscany!

Experience the art of Tuscan living the moment you set foot in your historic Italian villa. Nestled in the rolling hills of Cortona and surrounded by the sweet smell of cypress trees, your Tuscan retreat features a rich blend of rustic tradition and contemporary luxury. Arched windows, cathedral wood ceilings, and centuries-old stonework capture an elegant simplicity that is carried over into four stunning bedrooms.

Outside, winding gardens and sun-dappled courtyards give out over the sweeping hills and valleys, inviting afternoons of alfresco dining and refreshing dips in the sparkling waters of the private pool.

For a true taste of Tuscany, indulge in an exploration of the region's culinary treasures with a private winery tasting tour and lunch. Then, discover a world of gourmet flavors with a private cooking class and dinner-all included in your stay.

The nearby medieval towns of Cortona, Montepulciano, and Arezzo call for days of leisurely exploration. Discover ancient architecture, medieval frescoes, and timeless renaissance masterpieces with a bespoke itinerary crafted by your travel experts. This unforgettable escape invites you to slow down and savor la dolce vita.

Winners have 12 months from the purchase date to confirm their reservation and up to 24 months from the purchase date to travel.

Subject to availability and travel Saturday to Saturday year-round with the exception of Thanksgiving, Christmas, and New Year weeks.