Search Cortona villas and holiday homes

This one-bedroom villa is situated in a peaceful rural location just 10km from the historic centre of Cortona, placing you within easy reach of attractions such as Santa Maria delle Grazie, Cortona Cathedral, and Signorelli Theatre.
The 25 square metre property features a fully equipped kitchen, a private garden with barbecue facilities, and a balcony offering panoramic views, making it an ideal choice for couples or small families seeking a relaxing escape.

Fringuello - Mandorlo, near Cortona, offers a spacious 5-bedroom, 6-bathroom villa, ideally located 29km from Piazza Grande and 37km from Montepulciano Terme.
This self-catering property boasts a private garden, swimming pool, free Wi-Fi, electric vehicle charging, and is perfect for large families or groups seeking a relaxing Tuscan getaway.

Casa Caldesi, a farmhouse located in Santa Cristina, is situated 21 kilometres from Piazza Grande in Arezzo and 77 kilometres from Perugia Airport.
This 90-square-metre agriturismo accommodates up to 10 guests across 3 bedrooms and 2 bathrooms, featuring air conditioning, a fully equipped kitchen, a swimming pool with a safety fence, a terrace with garden views, an outdoor fireplace, and free private parking.

This ground floor apartment is located in the countryside near Cortona, a short drive from the town centre and close to the 71 Country road, connecting to major urban centres like Florence and Rome. The 90 square metre property features one bedroom, one bathroom, and can accommodate up to two guests, with a private garden, swimming pool, and parking available.

Il Gelso is a renovated farmhouse located just outside Cortona, less than 3km from the town centre and a 15-minute drive from Lake Trasimeno. The property has received very good ratings for its location, cleanliness and overall experience.
The apartments feature traditional Tuscan furnishings, tiled floors, and some have wood-beamed ceilings. Guests can enjoy amenities such as a swimming pool, BBQ facilities, free bike rental, and a spacious garden.

Casale21, a recently renovated holiday home near Castiglion Fiorentino, is situated 19 kilometres from Piazza Grande and 45 kilometres from Montepulciano Terme.
This 140-square-metre property boasts three bedrooms, four bathrooms, sleeps fifteen guests, and includes a private garden, terrace, free Wi-Fi, and parking.

This gîte is located on the Tuscan-Umbrian border near Cortona, offering proximity to both regions' natural beauty and cultural heritage.
This four-bedroom, four-bathroom gîte accommodates eight guests and features air conditioning, a jacuzzi available from May to October, and parking, with two apartments each containing a lounge, dining area, and a fully equipped kitchenette.

This historic villa near Cortona offers an authentic Tuscan experience with mountain views, situated 27 kilometres from Piazza Grande and 34 kilometres from Montepulciano Terme.
This spacious 300 square metre property features five bedrooms, six bathrooms, a well-equipped kitchen with a dishwasher, microwave, and oven, plus a garden with barbecue facilities and free WiFi and private parking for up to 19 guests.

This Cortona farmhouse, situated in Camucia, 5km from Cortona's historic centre, 20km from Lake Trasimeno, and 32km from Arezzo, offers easy access to Tuscan attractions.
The 95 square metre property comprises three bedrooms, two bathrooms, and sleeps six guests, boasting a private terrace, swimming pool, and fully equipped kitchen including a dishwasher and microwave; a cook can be arranged on request.

This spacious villa, near Cortona in the Tuscan countryside, offers easy access to the historic centre and other attractions.
The 170 square metre property sleeps up to 10 guests in 4 bedrooms, each with an ensuite bathroom, and boasts a private 11m x 5.5m swimming pool, a large garden with barbecue, ample parking for four cars, and high-speed Wi-Fi.

This detached Tuscan villa, located on the Capanne di Sopra estate, offers a secluded and panoramic position 1.3 kilometres from Montefollonico and 7 kilometres from Montepulciano, with expansive views of the Val d'Orcia and the temple of San Biagio.
This 90 square metre country house, accommodating up to six guests, features three bedrooms, two bathrooms, a kitchen-diner with a fireplace, and two terraces, with nearby access to riding schools, canoeing, and cycling routes.

This Cortona villa, situated within 3.2km of Santa Maria delle Grazie, Piazza della Repubblica, and the Giuseppe Garibaldi Memorial, offers convenient access to key historical sites.
The 170 square metre property boasts four bedrooms, three bathrooms, sleeping up to eight guests, and features a private pool, barbecue, and modern amenities including a dishwasher and washing machine.

Fattoria del Nonno Berto is a farm stay situated near Cortona, approximately 30 kilometres from Piazza Grande and 39 kilometres from Montepulciano Terme.
This family-friendly farm offers guests a range of amenities including a swimming pool, jacuzzi, spa, restaurant, tennis court, and fitness centre, as well as packed lunches for exploring the Tuscan countryside.

This charming house is located in Cortona Old Town, just a short walk from the Santa Margherita Basilica, Signorelli Theatre, and Piazza della Repubblica, offering easy access to the area's historical attractions and vibrant atmosphere. It has received very good ratings for user experience, location, and cleanliness.
The house spans 120 square metres and comfortably accommodates up to 6 guests across 3 bedrooms and 1 bathroom. It features a private pool, a sauna, a spa, a fitness centre, a garden, a terrace, and a fully equipped kitchen, allowing guests to enjoy a relaxing and luxurious stay.

The Antica Residenza I Capricci Di Merion is located in the Umbrian countryside, 2 kilometres from Lake Trasimeno and 18 kilometres from Cortona.
This farmhouse offers a range of amenities for a relaxing stay, including a swimming pool, a jacuzzi, a sauna, a spa, a restaurant, a bar, and a tennis court.

Casa Quercuum Dimorae is a one-bedroom house in Cortona, conveniently located 27km from Montepulciano Terme, 40km from Piazza Grande, and 42km from Perugia San Francesco d'Assisi Airport.
This self-catering property boasts a private swimming pool, Jacuzzi, garden, and terrace, sleeping up to two guests and featuring a fully equipped kitchen with dishwasher, microwave, and fridge.