Villa Santino

Join us in Cortona, one of Tuscany’s ancient Etruscan hill towns, with its picturesque medieval buildings and spectacular vistas of the Val di Chiana and beyond. Cortona is perfectly situated to explore all the rich culture that Tuscany has to offer: gastronomical delights, world-class wines, Renaissance art, historic architecture, the generosity of the Italian spirit and so much more. Come create treasured Tuscan memories that will last a lifetime!

Nestled between the rows of vineyards, olive groves, and cypress trees that abound in the Val di Chiana Valley, the grand and classical Villa Santino fits seamlessly into the landscape. This quintessential Tuscan estate has been masterfully redesigned with modern amenities in mind.

The grounds at Villa Santino have all the makings necessary for a dream-like Tuscan holiday: the Villa's elegant, crystal blue pool is surrounded by a row of reclining outdoor lounge chairs and a covered dining area, the ideal spot to enjoy a glass of wine or a Tuscan meal after a day of swimming and relaxation.

The recently renovated interior of the home features a refined, open-plan living and dining area, complete with an inviting fireplace and a ten-top table. The chef-grade kitchen contains high-end modern fixtures, perfect for creating beautiful dishes inspired by luscious local ingredients. The ground-floor bedrooms have private French doors that open up to the garden, while the upstairs boasts stunning views of the grounds, pool, and valley beyond. With 6 bedrooms capable of housing 11 people, this tremendous villa is the ideal location for multiple families or large groups on their Tuscan vacation.

Bedrooms: 6 bedrooms, 5 with queen-size beds, 1 with single bed

Capacity: 11 guests

Bathrooms: 4 full bathrooms

Décor: Modern and traditional Tuscan

Amenities: Air conditioning, heating, television, Wi-Fi, dishwasher, oven, stove, fridge and freezer, coffee maker, toaster, kettle, washing machine, iron and ironing board, hairdryer, cot and highchair, parking on-site for 4 cars. *Heating and air conditioning incurs an extra fee based on usage, which is to be paid at the end of your stay.

Location: Tuscan countryside, between Cortona and Castiglion Fiorentino.

The pool is open from May 15th - October 1st


What your trip includes: 

  • Seven-night stay in the countryside, a 10-20 minute drive to the historic center of Cortona

  • Personalized planning assistance & local Cortona concierge service who assist our guests in planning additional tours, experiences, and other aspects of their stay 

  • Exclusive access to Stacey and Rob’s Insider Tips to Cortona


About our Insider Tips: Having lived in Cortona for over 20 years, Sojourn Ventures founders Stacey and Rob have created their highly acclaimed Insider Tips, an exclusive guide for our guests that provides tips about our favorite shops, restaurants, cafes, and other activities to experience in Cortona. Using this guide can give you a more personalized experience that goes above the standard tourist level, especially when you mention that you are “Friends of Stacey and Rob.” 

Additional Details:

  • Welcome packets will be emailed to winners upon notification of their purchase.

  • Reservations are based on availability. Stays are Saturday to Saturday only.

  • Package is valid for 2 years from the date of purchase. 

  • Airfare and ground transportation are not included. 

  • All sales are final. There are no cash refunds. Packages cannot be resold to a third party. 

  • Photos provided are actual images of the private homes pictured. In the rare event that a home is no longer available due to circumstances beyond our control, force majeure, property damage, and/or change of ownership, Sojourn Ventures reserves the right to provide a private home and experience of equal value and quality.

  • CANCELLATION POLICY: Cancellation prior to arrival may be subject to forfeiture of reservations and funds.

  • BLACKOUT DATES AND SURCHARGE RATES APPLY for the months of July and August as well as the weeks of Christmas, New Year’s, and Easter.