Where To Stay In Cortona, Italy:10 Luxurious Hotels & Vacation Rentals - Updated 2023

where to stay in cortona italy
| 6 min read

The beautiful city of Cortona is situated in Italian Tuscany. In the 8th century, when the Etruscans came to the city, Cortona was a growing and prospering center and the ancient city preserved its medieval and historic ambiance. Cortona can be seen from many points of the surrounding areas and while to driving to the city center, you will pass kilometers of vineyards and olive groves. The road will lead you to the city, where the fascinating fortress dominates the landscape. Cortona is full of art and history. The narrow and steep streets offer a spectacular view over the beautiful hills and surrounding. During your stay in Cortona, you will surely appreciate the comforts of the accommodation we mention in the list below.

1. II Casale (from USD 1318)

II Casale is situated in the beautiful Tuscan countryside, about three kilometers (1.9 miles) from Cortona. The residence offers rooms for couples or families and is surrounded by a spacious green lawn and nature. This place is a great choice for those who want to stay close to Cortona and are eager for comfort and luxury. On the grounds is a huge swimming pool and its seating area offers stunning views, all around.

The city can be accessed by car or by walking. In case you decide to go by foot, all you need to do is enjoy the footpaths through the archeological park.

Available rooms: 3 rooms with 4-5 beds, 3 rooms with 3 beds, 2 2-bed apartments

“Beautiful property with traditional old buildings that have been fully equipped with kitchen/bathroom amenities and tastefully decorated. Only a 10 minute drive from Cortona. This is ideal if you want to see the Tuscan countryside as a family!”

Residence Il Casale

Wifi Available

Address: Loc. San Pietro A Cegliolo 434

Parking Pets allowed Meeting/banquet facilities Tennis court Golf course (within 3 km) Garden Non-smoking rooms Babysitting/child services

2. Relais Villa Baldelli (from USD 232)

In the peaceful and picturesque nature, surrounded by stunning landscapes is Villa Baldelli. The house dates back to the 18th century and is fully restored, with 15 rooms of various types. On offer are junior suites, deluxe rooms, superior rooms and classic double rooms. Wifi is free of charge and throughout the whole property. The large swimming pool is the perfect place to relax and enjoy the summer days.

The villa is designed in vintage style with antique furniture and the bathrooms have their own hydromassage showers or baths. There is a cozy lobby and lounge with a small bar and breakfast room. Breakfast, served every morning, is buffet style. While staying in the villa, you can visit the local golf course and the many paths for hiking, horse riding or biking.

Available rooms: Classic double room, Superior rooms, Deluxe rooms, Junior suites

“We loved it here! Such amazing decor and history. The gardens, pool, and buildings are stunning! Very relaxing and peaceful. Wonderful place for a wedding, honeymoon or an anniversary.”

Relais Villa Baldelli

Wifi Available

Address: San Pietro a Cegliolo 420

Parking Pets allowed Room service Meeting/banquet facilities Bar Garden Non-smoking rooms Babysitting/child services

3. Panoramic country house in Cortona (from USD 197)

The house is located in Cortona, close to the city walls and features spectacular views over the vineyard and Lake Trasimeno. The house has two apartments, both which can accommodate up to six people. The spacious garden has a grill where you can enjoy a barbecue with family and friends and is adorned by a beautiful fountain.

As a welcome gift, you will get a basket with groceries, which you can use for breakfasts. The villa was recently renovated and enriched by a spacious swimming pool. There are two fully equipped kitchens and the accommodation is perfect for families or friends and especially for those who want to be in the middle of nature but close to the center.

“We had an absolutely wonderful visit in Cortana. We loved our accommodation. We found the location ideal. Just below the hill town of Cortana. We could walk through the olive grove up to the town or a short drive to a handy parking lot. Everything was as described. Picturesque. Would be happy to return and highly recommend. Ciao”

Cortona, Tuscany, Italy
165 reviews Superhost  Wifi Available
ENTIRE RENTAL UNIT 4 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
also the wifi + the ac were both really strong
stunning views great pool and lovely rooms
the pool was so nice and had beautiful views views overlooking the tuscan countryside
the children loved the pool and the view was amazing
the pool was a real treat given that it was 30 degrees
the pool was fabulous and so clean
the swimming pool was great and was cleaned every two days
it is clean and very roomy for 4 adults
sparkling clean home & pool comfortable beds and great ac
everything is clean and well maintained and the location couldn't be better
the hosts were lovely and helpful
they were so welcoming and hospitable
rita and alessandro were lovely hosts
rita and alessandro were amazing hosts
the hosts were great and responsive
the location is great
the location was perfect
we found the location ideal
close to beautiful cortona (5min drive) & supermarket near by
cortona central is a 30-minute walk up the hill easy enough to walk with kids
Read more reviews

4. Panoramic holiday house in Tuscany (from USD 140)

The holiday home II Villino di Cortona is located in the Val di Chiana, surrounded by Tuscan nature and close to all interesting landmarks. The farm house has two double rooms and can accommodate four people. The adjacent garden features a swimming pool and sun terrace, which offers the most beautiful views, all around. You can enjoy breakfast on the veranda or just relax and simply enjoy the view. A great choice for families!

Cortona, Tuscany, Italy
3 reviews  Wifi Available
ENTIRE HOME 3 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

5. La Vecchia Fornace (from 90 USD)

This Airbnb rental is situated 11 kilometers (6.8 miles) from Cortona and 10 minutes by car to the central railway station. The house was built in the 18th century and features two rooms equipped with flat-screen TVs and views of the garden. Surrounded by beautiful nature and featuring a spacious swimming pool, this place guarantees a wonderful and peaceful holiday.

“Gloria is a very cordial host, the house has an amazing view and the cappuccino at the easy bar is really good. Thank you very much, Gloria! We enjoyed our stay.”

La Vecchia Fornace

Price: from 90 USD

Number of Guests: 4

6. Farmhouse with amazing views (from USD 196)

This accommodation is situated close to Cortona, has stunning views all around and is in a very peaceful area. The kitchen is fully equipped and has everything you need to prepare your meals. On the property are two bedrooms to rent and in total it can accommodate four people.

As with the previous rental, this house is a typically ancient building in a fantastic surrounding and is ideal for families, couples or business travelers. This villa is especially good for those who appreciate privacy and a calm area.

Cortona, Toscana, Italy
3 reviews  Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

7. Agrisalotto (from USD 117)

The Agrisalotto Farm is a holiday resort and restaurant, built in an old farmhouse, from the 18th century. Even though the house was completely renovated, it still preserves its elegance and ancient beauty. The property offers rooms with various designs, all fully equipped and featuring open air areas, for private use.

The Agrisalotto has a unique and romantic atmosphere, and beautiful nature surrounds it. The local restaurant is a great representative of Italian cuisine and features ancients tradition as well as modern culinary creations. The house features a garden and swimming pool, which you can use for relaxing.

Available rooms: Rooms for 2 people, Superior rooms for 2, Apartments for 2 or 4 people

“Beautiful property, and amazing hosts! We had a very nice stay. The food in the restaurant was spectacular and a highlight of Cortona. We would love to return some day. Thank you to Simonetta and Dimitri for making us feel welcome.”


Wifi Available

Address: Santa Caterina - loc. Burcinella 88

Parking Meeting/banquet facilities Bar Tennis court Golf course (within 3 km) Garden Terrace Fishing

8. Il Grifone A Cortona (from USD 63)

Il Grifone A Cortona, with its picturesque surroundings and medieval atmosphere, is situated in nature, not far to Cortona. The residence was built into an old farmhouse, considered a Cortona Township Heritage building and still preserves its ancient traditions. Available are six apartments of various kinds, all fully equipped. The rooms come with a kitchen, bedroom, bathroom and living area.

Here, you can borrow bicycles, free of charge and the surrounding area offers many things to do. You can hike along the paths of the Chiana Relćlamation and for those who love horses, there is horseback riding available. Full relaxation is possible in the spacious swimming pool or the peaceful garden. The perfect place for couples and families and for real nature enthusiasts who still want to be close to Cortona.

Available rooms: Apartments with one or two bedrooms

“Patrizia was a wonderful host who was very helpful and accommodating. The place is absolutely lovely, a real Tuscan retreat! Wonderful having a pool and lots of places to sit and watch the sunset. Cortona nearby is also a beautiful town.”

9. I Nidi Di Cortona (from USD 63)

This country villa is situated in the beautiful town of San Marco, in a house from the 14th century. Its position is perfect due to the peaceful and natural area, but still not far from the historic center of Cortona. The area is ideal for sportive activities such as hiking, cycling or horseback riding. You can stroll on the many touristic footpaths and explore the picturesque surroundings of Tuscany.

The property is surrounded by a huge park with seating and there is a spacious swimming pool with whirlpool, on-site. Close to the villa are also tennis courts, car rental and tours with guides. Besides the perfect comfort, this place is full of friendly ambiance.

Available rooms: Apartments with one or two bedrooms

“Perfect host, surrounding is amazing. Bikes were available. The village is really amazing and also going out for dinner is really cheap. The apartment includes everything you need! :) Would definitely come back. Also, the curtains are so good that I woke up in the morning and really believed it was in the middle of the night! So perfect if you like a really dark room to sleep in! :)”

“The apartment was absolutely perfect. The location is convenient as it’s a five-minute drive to Cortona. The owners are gracious and make you feel at home. A very peaceful, clean and comfortable location. It is not a five-star hotel, that is for sure, but it is a very cute apartment with everything you can ask for. The owners have thought of everything. I highly recommend it for those looking for a real Tuscan experience to a stuffy four or five-star hotel.”

10. Villa Loggio Winery and Boutique Hotel (from USD 197)

Villa Loggio is situated 15 kilometers (9.3 miles) from Cortona, in a beautiful, natural area. It offers rooms with flat-screen TVs and air conditioning and all rooms come with a private bathroom and free toiletries, towels, and hair dryer, for your comfort. A sweet and savory breakfast is served every morning and around the house, you will find local vineyards and be able to taste award-winning wines.

On sunny days you can enjoy the terrace, as well as the swimming pool and the surrounding area is open for all sportive activities. Cycling, hiking and also table tennis are possible. Montepulciano, famous for its delicious red wine is 22 kilometers (13.7 miles) away. Another good tip for a day trip is Lake Trasimeno, which is only 15 minutes away, by car.

Available rooms: Superior double room with terrace, Double room, Double room deluxe, Double room classic, Apartments

“Wonderful winery, finest, excellent and multiple awarded wines, very comfortable hotel with luxurious but familiar atmosphere, excellent breakfast and dinner, superb staff and accommodation and a wonderful location, between Cortona and Montepulciano, easy to find with Google Maps.”

Villa Loggio Winery and Boutique Hotel

Wifi Available

Address: Località Il Loggio 24 Cortona

Parking Room service 24-hour front desk Garden Terrace Non-smoking rooms Babysitting/child services Laundry

Surround yourself with the endless beauty of nature

All the villas and hotels mentioned above represent comfort and luxury, not to mention quality service and they are perfect for people who love nature. During your stay in Cortona, you will enjoy countless incredible views, so book your accommodation and get planning!

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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I am Veronica from beautiful Prague, Czech republic. I am passionate about traveling and discovering our beautiful country the same as about meeting other cultures and people from all around the...Read more

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