Escape to the rolling hills and sun-drenched landscapes of Tuscany with a one-week stay in a stunning 3-bedroom villa in Cortona, Italy — the charming hilltop town made famous by Under the Tuscan Sun.
For 7 nights from September 12 to September 19, 2026, immerse yourself in authentic Italian living, where cobblestone streets, Renaissance architecture, and world-class cuisine await.
Located within the Etruscan walls, Vicollo Petrella 8 is right in the heart of Cortona. This exquisite apartment is the perfect base for your Tuscan stay. Found on the top floor of a historical building, this three-bedroom and three-bathroom property has spacious rooms that are airy and comfortable. Ideal for couples traveling together, the space offers privacy as well as communal spaces. Enjoy eating a meal or having a glass of wine on the private terrace while soaking in the breathtaking views of the valley beyond!
As a highlight of your stay, enjoy an unforgettable evening with a gift certificate for dinner at the acclaimed Osteria del Teatro, one of Cortona’s most beloved restaurants, where fine Tuscan flavors are served with flair in a romantic setting.
Whether you spend your days sipping wine in the countryside or exploring nearby gems like Florence, Siena, and Montepulciano, this Italian getaway promises memories to last a lifetime.
Donated By: Kim and John Kipp & DDS