Trip Code: IT207
Enjoy a 7-night stay for 10 guests in a private 5-bedroom villa nestled in the countryside surrounding the hilltop town of Cortona, Italy. This experience combines a private residency in a traditional stone estate with high-status inclusions: a signature dinner prepared in-villa by a professional private chef and six welcome bottles of local fine wine. Your stay includes 5 bathrooms, a private swimming pool, and expansive views of the Valdichiana, providing a secluded and elegant home base in the heart of Tuscany.
Set amidst ancient olive groves and rolling hills, our selection of historic estates offer a masterful blend of traditional Tuscan architecture and modern convenience. Each villa serves as a living piece of history, featuring original stonework, terracotta tiles, and heavy wooden beams. Located a short drive from the medieval walls of Cortona, the estates provide a tranquil sanctuary with panoramic views stretching across the valley toward Montepulciano and Arezzo.
The centerpiece of your stay is a traditional dinner prepared within your villa by a private chef. Using local ingredients and time-honored techniques, the chef creates a signature dining experience that highlights the flavors of the region. Upon arrival, your cellar will be stocked with six bottles of fine local wine to begin your immersion into the world-class viticulture of Tuscany. Outside, the estates feature lush manicured lawns, covered lounge areas, and private pools designed for basking under the renowned Italian sun.
While the setting is historic, the amenities are contemporary. Each villa is equipped with a professional-grade kitchen, air conditioning, and high-speed WiFi to ensure a seamless stay. A dedicated concierge service is available to curate additional activities, from guided tours of the nearby Etruscan ruins to localized vineyard tastings. With Cortona’s vibrant piazzas and world-class restaurants only a short drive away, this residency offers the perfect balance of rural seclusion and cultural exploration.
Reservations must be booked 90 days in advance of travel. Reservations must be booked within 12 months and travel must be completed within 24 months from the event date. Stays are Saturday to Saturday only. Specific villa assignment is based on availability at the time of booking; all villas in this collection are located near Cortona and feature 5 bedrooms, 5+ bathrooms, and a private pool. Check-in is from 4:00 pm to 7:00 pm. For check-in after 7:00 pm, there is a fee of €50 to be paid on-site. Check-out is by 10:00 am. Packages may not be transferred or resold. The costs of electricity, heating, air conditioning, and final cleaning are all included in the rental price. Tourist Tax: Approximately €2.50 per person, per night (for a maximum of 4 consecutive nights) must be paid on-site. Children under 12 years old are free of charge. Airfare, meals, and activities are not included unless specifically listed under Trip Details.There are no blackout dates for this experience; however, all dates are subject to villa availability.