Villas and Holiday homes in Cortona

Dependance 2 pax is situated just a short drive from Cortona's historic centre, offering easy access to attractions like Piazza Grande, San Severo Church, and Montepulciano Terme, while enjoying a peaceful location away from the hustle and bustle. The accommodation has received very good ratings for its cleanliness and user experience, and an excellent rating for its location.
This charming property features a private terrace and balcony, perfect for enjoying stunning views and fresh air. You'll also find a fully equipped kitchen, air conditioning, free private parking, and a garden with a swimming pool and tennis court, making it ideal for a relaxing and enjoyable stay.

House rental listing for 4 people with an excellent rating of 100% based on 22 reviews. You will be based in Cortona.
Services and facilities: a barbecue, free parking and a garden. This house also has air conditioning!

Belvilla by OYO San Martino Ulivi is situated in the San Martino district of Cortona, just 29 kilometres from the historic Piazza Grande and 39 kilometres from Montepulciano Terme, offering a peaceful escape from the bustling town centre. The property has received excellent ratings for its location, cleanliness, and overall experience.
This five-bedroom villa provides ample space for families and groups, with two living rooms and four bathrooms. Guests can enjoy a private garden with an outdoor pool, a fully equipped kitchen, a charming fireplace, and a barbecue for al fresco dining, along with free Wi-Fi throughout the property.

This house is located in Cortona, just 32 kilometres from the Piazza Grande and 34 kilometres from Montepulciano Terme, offering a peaceful retreat in the Tuscan countryside.
The property features a private garden and swimming pool, a fully equipped kitchen with a dishwasher and oven, air conditioning, a fireplace, and a separate bedroom, all within a comfortable living space.

This three-bedroom apartment is located on the Cortona hillside, just a 3.2-kilometre drive from the historic centre of Cortona, offering stunning views of the Tuscan countryside.
The apartment boasts a private swimming pool and garden, perfect for enjoying the warm Italian climate, and can accommodate up to six guests.

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.

This charming house is situated in Cortona, a picturesque town just 30 kilometres from Perugia Train Station and 37 kilometres from Montepulciano Terme, offering stunning lake views. The property has consistently received excellent user ratings for its cleanliness, location, and overall experience.
The house features three bedrooms and two bathrooms across 140 square metres of living space. Guests can enjoy a fully equipped kitchen, a private terrace and garden, free Wi-Fi, and a washing machine, making it ideal for families or groups of friends seeking a comfortable and convenient stay.

This rustic cottage, situated 4km from Cortona in the Tuscan hills, offers easy access to Lake Trasimeno (15km), Arezzo (35km), Montepulciano (30km), and Pienza (40km).
The 40 square metre property features two bedrooms, one bathroom, and a private pool with outdoor shower; it sleeps two guests and includes a kitchen with fridge and dishwasher, air conditioning, a terrace with barbecue, and parking.

Villa Eleonora is a recently renovated country house, located 5 kilometres from Cortona, offering unparalleled panoramic views of the Tuscan countryside from a private, elevated setting.
This 170 square metre villa accommodates up to 8 guests across 3 bedrooms, featuring 5 bathrooms, air conditioning, Wi-Fi, a private swimming pool set within 2 hectares of olive groves, and a garden with a barbecue and wood-burning oven.

This Cortona apartment rental is situated in the historic centre, offering tranquil sunset views over the Val di Chiana from its central, yet peaceful, location within easy walking distance of Cortona's major attractions.
The two-bedroom, one-bathroom flat sleeps five guests and includes a fully equipped kitchen with dishwasher, washing machine, and flat-screen TV, ideal for groups exploring Tuscany.

This detached house is situated in the countryside near Cortona, approximately 34 kilometres from Piazza Grande and 50 kilometres from Perugia Cathedral.
The property offers a private entrance, stunning garden views, a swimming pool, yoga classes, a fully equipped kitchen, air-conditioned rooms, free Wi-Fi, parking and a sun terrace.

This two-storey villa, situated on the Cortona hillside less than 1 kilometre from the city centre, boasts breathtaking views of Lake Trasimeno and the Valdichiana valley.
The 250 square metre property features three double bedrooms furnished with antiques, a large kitchen with dishwasher and freezer, a private terrace, access to a shared swimming pool (open 15 May to 30 September), and shared parking; perfect for families or groups seeking a tranquil escape near Cortona's historic centre.

LA CAPANNINA 2&2 is situated in the countryside, 30.5 kilometres from Cortona's historic Piazza Grande and just 35 kilometres from the town of Montepulciano Terme.
This two-bedroom villa, spanning 117 square metres, boasts a private pool, a jacuzzi, and a terrace with a barbecue, perfect for enjoying the Tuscan sunshine and al fresco dining.

This nine-bedroom villa in Cortona is situated within 5km of Santa Maria delle Grazie, the Giuseppe Garibaldi Memorial, and San Domenico Church, with Piazza della Repubblica and the Etruscan Academy Museum also nearby.
The 1052 square metre property boasts a private pool, jacuzzi, and extensive gardens, accommodating up to 18 guests with ten bathrooms and a fully equipped kitchen; enjoy nearby restaurants and free Wi-Fi.

Casa Primo is situated in Cortona, a short distance from the historic centre, with Piazza Grande 30.6km away and Montepulciano Terme 37km distant. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The house offers 80 square metres of living space, comfortably accommodating up to four guests in its two bedrooms and two bathrooms. This charming dwelling comes with a range of amenities including a well-equipped kitchen, a relaxing hot tub, a peaceful garden, and a private patio, perfect for enjoying the Italian sunshine.

This four-bedroom, four-bathroom villa is located in the Chiana Valley, a short distance from Cortona's historical centre and its restaurants.
The property boasts a private swimming pool, jacuzzi, sauna, and BBQ, sleeping up to six guests and offering free Wi-Fi, satellite TV, and parking; pets are welcome.