Nestled on the southern slope of the hill that cradles the ancient Etruscan town of Cortona, Tenuta Pomona offers an unforgettable experience in a setting of undeniable charm and luxury. Immersed in the heart of Tuscany, the villa boasts one of the most captivating views of the Cortona hillside, thanks to its panoramic position overlooking the Val di Chiana and the town’s iconic skyline. Privately set away from any traffic noise, the property lies in a landscape of lush vegetation, centuries-old olive trees, and the terraced formations typical of this unique hillside—creating an exceptional environment of rare beauty and dramatic visual appeal.
Recently restored with meticulous care, the estate showcases the owners’ deep respect for the natural morphology of the land. High-quality materials and refined finishes have been carefully selected to create a contemporary, fully comfortable atmosphere that blends seamlessly with the Tuscan surroundings.
The property is composed of the main stone villa (165 sqm), accommodating up to six guests, and a charming stone cottage (24 sqm) offering space for an additional two people.
Tenuta Pomona is enveloped by a beautifully maintained garden, where a large stone terrace hosts an outdoor dining area complete with barbecue and wood-fired oven—ideal for al fresco meals under the Tuscan sky. Several inviting relaxation areas are scattered throughout the grounds, perfect for reading, unwinding, or savouring a glass of renowned local wine.
From the garden, elegant stone steps lead to the pool area. Sun-drenched throughout the day and offering breathtaking views of the surrounding countryside, the pool (8 x 4 m; depth 0.50–2.50 m; with Roman steps; open May 1st–September 30th) features a sun deck equipped with loungers and umbrellas. The estate also offers semi-covered private parking, free Wi-Fi, laundry facilities, and does not allow pets.
Inside, Tenuta Pomona has been designed with exceptional attention to detail, combining modern comforts with luxurious materials and large windows that flood the spaces with natural light and stunning scenery. The estate comfortably accommodates up to eight guests.
The main villa spans two floors connected by both an internal staircase and a beautiful external stone staircase.
On the ground floor, you’ll find the living area, featuring a fully equipped modern kitchen with a central island and an adjacent dining area. A hallway with a guest toilet leads to the cosy living room, complete with sofas, satellite TV, and a fireplace. All ground-floor rooms offer direct access to the outdoors.
The first floor hosts the sleeping area. The highlight is a stunning suite with a double bed, chaise longue, and an open bathtub—perfect for complete relaxation. The room also includes a double washbasin, with the toilet and shower discreetly separated by doors. Two additional elegant double bedrooms complete this level, along with a second bathroom featuring a shower.
Just a few meters from the villa sits the delightful cottage: a romantic double bedroom with an armchair and an en-suite bathroom with a shower.
All rooms throughout Tenuta Pomona feature air conditioning and free Wi-Fi.
CIN: IT051017C2BGR69WZL / CIR: 051017LTN0028
Villa
Bedroom 1: First floor bedroom with a double bed, A/C, WiFi, armchair, and en-suite bathroom with bathtub, shower, double vanity, and WC. 2 guests maximum.
Bedroom 2: First floor bedroom with a double bed, A/C, WiFi, and shared bathroom with shower, vanity, and WC. 2 guests maximum.
Bedroom 3: First floor bedroom with a double bed, A/C, WiFi, armchair, working desk, and shared bathroom with shower, vanity, and WC. 2 guests maximum.
Annex
Bedroom 4: Bedroom with a double bed, A/C, WiFi, sofa, working desk, access to the garden and veranda, and en-suite bathroom with shower, vanity, and WC. 2 guests maximum.
Interior Access Bedrooms: 3 Exterior Access Bedrooms: 1
Once a vacation home is selected, the pampered adventure begins. Our concierge team will assist with creating a magical and immersive vacation experience. Our services include
While available for advanced requests, the concierge team connects with guests 30 days prior to arrival to coordinate arrivals and to reserve desired services and experiences. Guests with scheduled Christmas/New Year stays will be contacted 90 days prior to arrival.
Book your winter villa escape and enjoy up to US$ 1,000 in concierge credit to elevate your stay with private chefs, spa services, yacht charters, rental cars, airport transfers, and curated experiences.
Winter Concierge Credit Tiers
• US$ 200 concierge credit on bookings between US$ 5,000 and US$ 9,999
• US$ 500 concierge credit on bookings between US$ 10,000 and US$ 19,999
• US$ 1,000 concierge credit on bookings of US$ 20,000 or more
Booking window: January 20– February 4, 2026
Terms and conditions
• Credit is based on total booking value before taxes and fees
• Credit applies to experiences only and cannot be used toward villa rental, taxes, or fees
• Credit must be used during the booked stay and expires at checkout
• Cannot be combined with other offers and has no cash value
• Valid only on new reservations made within the booking window