Villas and Holiday homes in Cortona

Casa Capanni alla Fila, near Cortona, is situated approximately 34 kilometres from Piazza Grande and 35 kilometres from Montepulciano Terme.
This nine-bedroom, eight-bathroom villa boasts a 600 square metre floor area, a private pool, tennis court, spa, and ample amenities including a mini-market, table tennis, and bike rentals, ideal for large groups or families.

This five-bedroom house in Castiglion Fiorentino, Tuscany, is situated 27km from Piazza Grande and 49km from Montepulciano Terme, offering easy access to major attractions.
The 220 square metre property boasts a private pool, free Wi-Fi, parking, and a fully equipped kitchen, comfortably accommodating families or groups of up to ten people.

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 five-bedroom, five-bathroom farmhouse, sleeping up to ten guests, is located 1.5km from Cortona's historic centre, offering easy access to shops and local attractions, and within easy driving distance of Arezzo (33km), Lake Trasimeno (22km), and Siena (78km).
The 230 square metre property comprises two stone houses, boasts a private 12m x 6m swimming pool, a large garden with barbecue and wood-fired oven, and includes amenities such as air conditioning, Wi-Fi, and parking; a welcome barbecue dinner and access to seasonal produce are also offered.

Farm for 6 guests with an excellent rating of 99% based on 13 reviews. You will be based in Castiglion Fiorentino.
Services and facilities include a swimming pool, a barbecue and a kitchen.

This four-bedroom detached house is located in a panoramic position near Lake Trasimeno, on the border of Umbria and Tuscany, within a historic park offering exceptional views and proximity to lakeside activities.
Accommodating up to 10 guests, this property features air conditioning, Wi-Fi, a Jacuzzi, a garden, and a fully equipped kitchen, with adjacent pine forest providing shade and a natural playground.

Agrisalotto farmhouse, near Cortona, is situated 31 kilometres from Piazza Grande and offers easy access to other Tuscan towns such as Montepulciano Terme (35km) and Bagno Vignoni (50km).
This family-friendly property boasts an infinity pool, hot tub, tennis court, spa, restaurant, and bar, along with air-conditioned rooms, a kids' pool, and electric vehicle charging.

Casa Alessandra, a luxury villa near Arezzo, is situated 16km from Piazza Grande and 48km from Montepulciano Terme, offering easy access to both Arezzo's historical centre and the Tuscan countryside.
This 180 square metre property boasts three bedrooms, two bathrooms, and sleeps seven, featuring a private saltwater pool, garden, hot tub, fitness centre, and spa, alongside free Wi-Fi and parking.

La Poventa is a detached holiday home located in the heart of Tuoro sul Trasimeno, just 29 miles from Assisi and 17 miles from Perugia, offering easy access to the picturesque Trasimeno Lake and its surrounding attractions. The property consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
The self-catering property boasts a comfortable layout, spanning 55 square metres and comprising one bedroom and one bathroom. Guests can enjoy a range of amenities, including a fully equipped kitchen, free Wi-Fi, flat-screen TVs, a tennis court, and a restaurant and bar on site.

Borgo Antico, a spacious villa located in Poggioni, 35km from Cortona's Piazza Grande, offers a tranquil retreat close to Tuscan attractions.
This seven-bedroom property, boasting two living rooms, a private pool, and outdoor amenities including a barbecue and table tennis, comfortably accommodates large families or groups, and includes free Wi-Fi and parking.

This historic 17th-century Tuscan villa is located on the hillsides of Cortona, 28 kilometres from Arezzo, within easy reach of Siena, Perugia, Assisi, and Florence.
This 550 square metre manor offers 15 bedrooms, accommodation for 34 guests, a swimming pool, air conditioning, and is set within an 8-hectare park with opportunities for equestrian excursions and pitch & putt golf.

This Tuscan farmhouse rental in Pierle, a medieval village 20km from Cortona and 4km from Mercatale, offers stunning views of the valley and Umbrian mountains.
The 50-square-metre property features one bedroom, one bathroom, sleeps two, and includes a private pool (12m x 6m), barbecue, wood-fired oven, and a large garden.

Poggio Martino is a farm stay located in Cignano, Tuscany, just 48 kilometres from Piazza Grande and 24 kilometres from Montepulciano Terme, offering a peaceful escape in the rolling hills. The farm stay has received excellent ratings for location, cleanliness, and overall user experience.
The property features a range of amenities, including a private swimming pool, a well-equipped kitchen, and a terrace with stunning views of the Tuscan countryside. Guests can enjoy relaxing by the pool, preparing their own meals, and exploring the surrounding area, with Cortona just a short drive away.

This Tuscan guesthouse, Borgo Santa Lucia, is located a 10-15 minute drive from Castiglion Fiorentino and Cortona, with Siena and Florence also accessible within an hour's drive.
This independent villa accommodates up to nine guests, featuring three bedrooms and three bathrooms, a private garden with a large swimming pool, complimentary Wi-Fi, air conditioning, and offers organised cooking classes and wine tastings.

This spacious 170 square metre villa, located in Cortona's historic district, offers convenient access to the town's Renaissance architecture and cultural sites, with its precise location placing it within easy reach of local landmarks.
This property accommodates up to 8 guests across 4 bedrooms, featuring air conditioning, a fully equipped kitchen with a dishwasher and freezer, a swimming pool, garden, parking, and multiple living areas including one with a fireplace.

Villa il Giuggiolo is a luxurious villa located in Cortona, Tuscany, 34km from Piazza Grande and 48km from Perugia Cathedral.
This family-friendly property offers a private infinity pool, an open-air bath, a well-equipped kitchen, a fireplace, a restaurant, a tennis court, and a fitness centre.