Compare villa rentals in Cortona from 100+ providers!

This Cortona vacation rental is located near the town, about 19 miles from Piazza Grande and 22 miles from Montepulciano Terme, offering a peaceful escape from the hustle and bustle of city life. It's the perfect spot to explore the charming Tuscan countryside.
The home features air-conditioned rooms, a seating area, and a flat-screen TV for a relaxing stay. Enjoy the private pool with stunning views, the spacious garden, and the fully equipped kitchen with a dishwasher, oven, toaster, fridge, stovetop, coffee machine, and kettle.

This 1020 sq ft, 3-bedroom, 2-bathroom house in Cortona accommodates up to 6 guests and features rustic furnishings, a fireplace, a private garden, terrace, and barbecue facilities.
This property offers a kitchen with a fridge, freezer, microwave, and dishwasher, plus a washing machine, WiFi, and allows one small pet, located near local attractions without being in the immediate center.

This Cortona villa, located within 3 miles of the Diocesan Museum, Cortona Cathedral, and Palazzo Comunale, offers easy access to major historical sites.
The 540-square-foot property features one bedroom, one bathroom, sleeps three guests, and includes a private garden, swimming pool, and fully equipped kitchen with modern appliances.

This Cortona vacation home, located near the town center, is approximately 20 miles from Piazza Grande and 31 miles from Perugia Cathedral.
The 1020-square-foot (approximately 95-square-meter) property features three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a private terrace and garden, a seasonal outdoor pool, free Wi-Fi, and free parking.

This house in Cortona offers mountain views and is located 17 miles from Piazza Grande and 31 miles from Perugia Train Station, with Magione Motorspeedway 23 miles away and Perugia Golf Club 28 miles away.
This 540 sq ft residence accommodates up to 7 guests with 2 bedrooms and 1 bathroom, featuring a dishwasher, air conditioning, Wi-Fi, a seasonal swimming pool, garden, terrace, and parking.

Villa il Giuggiolo is a luxurious villa located in Cortona, Tuscany, 21 miles from Piazza Grande and 30 miles from Perugia Cathedral.
This family-friendly villa boasts an infinity pool, an open-air bath, a well-equipped kitchen, a restaurant, and a fitness center, ideal for a relaxing and enjoyable stay in Tuscany.

Chalet Amphora, near Cortona, Italy, is located approximately 20 miles from Piazza Grande and within 30 miles of Perugia's Cathedral and Piazza IV Novembre.
This 540-square-foot (50-square-meter) one-bedroom, one-bathroom vacation rental sleeps three and features a private pool, garden, free Wi-Fi, parking, and a fully equipped kitchen.

This ground floor suite is located in the Tuscan countryside near Cortona, just off the 71 Country road and within easy reach of the Florence – Rome Railway and the A1 highway.
This 830 square foot suite boasts a fully equipped kitchen, private terrace, and a swimming pool, offering accommodation for up to four guests and easy access to Cortona's historical center.

Monastero San Silvestro is a 14th-century farmhouse located in the Valdichiana Valley, near Cortona, with views of the town and the surrounding countryside. The farmhouse is close to Lake Trasimeno and Mount Amiata and is within a half-hour drive of Arezzo and Perugia. The property has received excellent ratings for location, cleanliness, and overall user experience.
The farmhouse offers spacious self-catering apartments with a Tuscan style featuring stone walls, terracotta floors, exposed wood beams, and fireplaces. Guests can enjoy amenities like a saltwater pool with views of Cortona and the Valdichiana Valley, a garden with BBQ facilities, free parking, and WiFi.

Villa Elisa, a 16th-century villa near Cortona, Tuscany, is located 1 kilometer from Camucia and 5 kilometers from Cortona's town center, offering easy access to Arezzo, Siena, and Lake Trasimeno.
This 170-square-meter (1800-square-foot) Tuscan-style house features 4 bedrooms, 3 bathrooms, a private 12 x 6 meter (39 x 20 foot) swimming pool, and accommodates up to 8 guests, with amenities including a fully equipped kitchen, air conditioning, and parking.

This Cortona vacation home, located 1.2 miles from the town center and 6.2 miles from Lake Trasimeno, offers a secluded yet convenient base for exploring Tuscany.
The 700-square-foot cottage features one bedroom, one bathroom, and can accommodate two guests, boasting a private garden, shared pool (open May 15th-September 30th), air conditioning, and a fully equipped kitchenette.

This semi-detached villa is located in Foiano della Chiana, Arezzo, Tuscany, just 0.5 miles from the town center, offering proximity to Etruscan origins, shops, and restaurants.
This spacious villa spans 2,480 square feet and accommodates up to 10 guests with 4 bedrooms and 5 bathrooms, featuring exclusive use of a garden, swimming pool, sauna, Jacuzzi, and extensive outdoor amenities including barbecue spots, a children's playground, and provided mountain bikes for exploring the surrounding Tuscan towns.

This renovated mountain villa in Cortona offers a secluded setting amidst chestnut groves, providing direct access to hiking trails and proximity to the Castle of Poggioni and San Cristoforo church.
This spacious 1,830 square foot house accommodates up to 8 guests with 4 bedrooms and 2 bathrooms, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, a terrace, garden, spa, and parking.

I Capricci Di Merion, an Art Nouveau-style farmhouse, is located in the Umbrian countryside, just 1.2 miles from Lake Trasimeno and 11 miles from Cortona. This farmhouse offers a range of amenities, including two pools, a wellness center with a sauna, and a restaurant serving traditional Umbrian cuisine.

This gîte is located on the border of Tuscany and Umbria, offering a prime position for exploring both regions' natural beauty and cultural heritage.
This accommodation sleeps 8 guests in 4 bedrooms and 4 bathrooms, featuring air conditioning, a Jacuzzi, and parking, with two apartments each including a kitchenette and living area, situated just a short drive from Cortona.

Sweet Cortona is located in Cortona, a short distance from the town center, approximately 31 km from Piazza Grande and 37 km from Terme di Montepulciano, offering a peaceful and secluded setting. The house has received excellent ratings for user experience, location, and cleanliness.
Sweet Cortona is a 970 square foot home with 3 bedrooms, 2 bathrooms, and a capacity for 4 guests. This property offers amenities such as a private spa bath, free Wi-Fi, and parking.