Villas and Vacation Homes in Cortona

Secluded within a vast park and woods in the Cortona region, this historic 17th-century villa offers tranquil valley views from its elevated position, approximately 1.2 miles from the nearest accessible road via a gravel path.
This expansive holiday home accommodates up to 24 guests with 12 bedrooms and 10 bathrooms, featuring a private swimming pool, billiards room, playroom, and a separate outbuilding for additional privacy, with optional domestic help and a cook available.

Located in Cortona's historic center, this two-room apartment is situated directly across from the Signorelli Theater and Piazza Signorelli, just 100 meters from Piazza della Republica, offering an authentic 1700s building experience.
This welcoming holiday home accommodates up to 4 guests, featuring a well-equipped kitchen with a fridge, freezer, and dishwasher, along with essential safety detectors, making it an ideal base for exploring the area.

Located in the upper district of Cortona, this authentic 20th-century Tuscan-style house is just 150 meters from the main piazza, offering convenient access to the town center.
This 40 sqm holiday home, formerly a teacher's studio, accommodates 2 guests and features a fully equipped kitchen, antique furnishings, and is pet-friendly with provided dog amenities, making it an ideal villa rental for exploring Cortona.

Vacation house for 8 guests. You will be in Cortona.
Facilities and services: a washing machine, an iron and a kitchen.

Located in Cortona's historic center, this 750 sq ft house offers prime positioning with views of terracotta rooftops and the Church of San Francesco.
This welcoming villa provides three bedrooms, one bathroom, and accommodates up to three guests, featuring Wi-Fi, air conditioning in the living area, and a fully equipped kitchen, with free parking available 984 feet away.

Vacation house rental. You will be located in Cortona.
Facilities and services include a kitchen, a terrace and a fridge.

Located in the historic center of Cortona, this welcoming villa offers immediate access to the town's rich heritage and is conveniently situated a short walk from parking facilities.
This comfortable 2-bedroom, 1-bathroom holiday home accommodates up to 4 guests and features essential amenities including air conditioning, a full kitchen, and high-speed WiFi, making it an ideal base for exploring the region.

This restored historic stone farmhouse, offering an authentic spirit of Cortona, is located just 1 mile from the town's center, providing a serene escape with a unique panoramic view.
This exceptional villa boasts 5 bedrooms, 3 bathrooms, and capacity for 10 guests, featuring a private swimming pool, ample outdoor dining space, and multiple fully equipped kitchens, ensuring a comfortable stay for larger groups.

Located 19 miles from Piazza Grande in Cortona, this spacious holiday home offers a prime Tuscan retreat.
This recently renovated 5-bedroom, 3-bathroom villa sleeps 23 guests and features a private swimming pool, a lush garden, air conditioning, a fully equipped kitchen, and free WiFi.

Located in the tourist area of Cortona and Surroundings, Villa Luana is just 1.9 miles from Cortona and 18 miles from Arezzo, offering stunning views of the Tuscan hills and city.
This 1610 sq ft villa accommodates up to eight guests in three bedrooms and three bathrooms, featuring a private pool, air conditioning, WiFi, and a well-equipped kitchen, with al fresco dining options and barbecue facilities available in the garden.

This exclusive countryside villa is located in the tranquil hills near Cortona, offering complete privacy amidst olive groves and vineyards, just 8 miles from the historic center of Cortona and convenient to Montepulciano and Perugia.
Boasting 1610 square feet, this luxurious holiday home accommodates 8 guests with 4 bedroom suites, featuring an infinity pool with panoramic Tuscan hill views, a fully equipped kitchen, air conditioning, high-speed Wi-Fi, and private parking.

Located in a tranquil area of Cortona, this villa offers convenient access to the town's historic center and the surrounding Tuscan countryside, placing you within easy reach of renowned historical sites.
This luxurious holiday home features approximately 1600 sq ft of spacious interiors, accommodating up to 8 guests with three double bedrooms and a sofa bed, complemented by amenities like air conditioning, a swimming pool, and a jacuzzi for an exclusive Tuscan experience.

Casale Delle Rose, a spacious holiday home in Cortona, is located just 2.1 miles from Chiesa San Francesco and Cattedrale, offering convenient access to local landmarks.
This luxurious 1610 sq ft villa boasts 4 bedrooms, 4 bathrooms, air conditioning, a private terrace, a garden, and a seasonal outdoor swimming pool with panoramic views, accommodating up to 17 guests with parking and free WiFi.

Perched on the slopes of Cortona, this 17th-century villa offers panoramic views and a direct connection to the historic hill town famously featured in 'Under the Tuscan Sun'.
This expansive 550 m2 holiday home comfortably accommodates 34 guests with 15 bedrooms, featuring air conditioning, a swimming pool, a garden, and parking for an authentic Tuscan experience.

Offering an exclusive private infinity swimming pool, this elegant three-bedroom villa in Cortona is located 2 miles from Chiesa San Francesco and Cattedrale, and 20 miles from Piazza Grande.
This 1940 square foot holiday home comfortably accommodates 13 guests with a fully equipped kitchen, air conditioning, and barbecue facilities, providing a perfect base for exploring the Cortona area.

Located in Cortona, this luxury villa is just steps from Chiesa San Francesco and a short walk to Chiesa di San Niccolò and Cattedrale, offering a prime position for exploring historical landmarks.
This 1290 sq ft holiday home accommodates up to 22 guests with 3 bedrooms and 3 bathrooms, featuring a private pool, garden, terrace, air conditioning, and complimentary WiFi, plus bicycles for local exploration.