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 in the surrounding areas and while 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 in one of the Vrbo vacation rentals or Airbnbs. Scroll down to find a list of the best places to stay in Cortona, Italy.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 03, 2024.
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1. Ancient house in authentic Tuscan flavors (from USD 252)
This lodging in Cortona, Italy, is steps away from the beautiful Lake Trasimeno. The ancient house has witnessed careful restoration and curation to cater to the needs of its modern visitors. Guests can savor coffee on the patio while soaking in the sights of the Valdichiana - the serene countryside of Tuscany.
The interiors flaunt an impeccable style designed in authentic Tuscan flavors. Dark wood ceiling beams and tile floors stand in sharp contrast to the white walls and ornate furnishings. Cozy beds in this four-bedroom home ensure a good sleep after a tiring day of sightseeing. Guests can curl up by the comforting embers of the fireplace and stay toasty on chilly evenings. Other modern amenities include an internet connection and a well-appointed kitchen for fixing meals.
Not up for cooking? You can head to the nearby La Bucaccia - Da Romano for some Tuscan classics.
2. Rustic home with pet-friendly amenities (from USD 132)
Found in Cortona, this accommodation faces the famous church of San Francesco and is a great choice for a family of four. Resting only a few minutes away from the bustling main square, the rustic house is clearly influenced by the Italian love for exquisite pieces of art and antique decor. You can experience the old-world charm vividly in this house that also offers modern comforts such as a high-definition TV, air conditioning, heaters, and fast Wifi.
Housekeeping services are also available ensuring a clean home during your stay. Planning to visit with your furry companions? Bring them over to this pet-friendly home.
3. II Casale (from USD 224)
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
Address: Loc. San Pietro A Cegliolo 434
3.17 km (2.0 mi) from Hermitage "Le Celle"
4. Relais Villa Baldelli (from USD 139)
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
Address: San Pietro a Cegliolo 420
2.99 km (1.9 mi) from Hermitage "Le Celle"
5. Panoramic country house in Cortona (from USD 155)
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”
6. Panoramic holiday house in Tuscany (from USD 421)
The holiday home Airbnb in Cortona, Italy, is located in the Val di Chiana, surrounded by Tuscan nature, and is close to all interesting landmarks. The farmhouse has two double rooms and can accommodate four people. The adjacent garden of II Villino di Cortona 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!
7. 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
8. Farmhouse with amazing views (from USD 190)
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.
9. Agrisalotto (from USD 121)
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.”
Agrisalotto
Address: Santa Caterina - loc. Burcinella 88
8.5 km (5.3 mi) from Hermitage "Le Celle"
10. Il Grifone A Cortona (from USD 64)
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.”
Il Grifone A Cortona Residence
Address: Fratta di Cortona. Località Burcinella 8283
6.21 km (3.9 mi) from Hermitage "Le Celle"
11. I Nidi Di Cortona (from USD 64)
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.”
I Nidi Di Cortona
Address: Via San Marco in Villa, 16
3.88 km (2.5 mi) from Hermitage "Le Celle"
12. Villa Loggio Winery and Boutique Hotel (from USD 200)
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
Address: Località Il Loggio 24 Cortona
13.72 km (8.6 mi) from Hermitage "Le Celle"
Surround yourself with the endless beauty of nature
All the villas, hotels, and apartments for rent in Cortona, Italy, that are 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!
Should you decide to venture out further into the neighboring city, you will find plenty of Vrbo vacation rentals in Arezzo as well for your accommodation needs.
Frequently asked questions about places to stay in Cortona, Italy
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