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 11, 2025.
1. Ancient house in authentic Tuscan flavors (from USD 439)
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.
Cortona, Tuscany, Italy
2.39 km (1.5 mi) from Hermitage "Le Celle"Accommodates: 8
Top guest reviews
Host:
saverio and jennifer were great hosts and we really appreciated their kindness and availabilitythe hosts are warm and friendlysuper accommodating and lovely hostswe will always remember this visit and our hosts very fondlysaverio and jennifer are great hosts and were accommodating with every requestLocation:
location is best in cortonathe house and location was perfectgreat place and wonderful locationperfect location for shopping restaurants and sightseasy to find close to parkingCleanliness:
this is a clean well-appointed home in a spectacular locationthe home was very clean and comfortablethe home was clean and comfortable for three couplesRead more reviewsAmenities & Room:
this is a beautiful home with a stunning view and plenty of roombut the location and the views from both the living room and top floor balcony are breathtakingthe living rooms and roof terrace captured the winter sun and stunning views over the valleyexpect some wifi and tv delays if working remotely but the value is unsurpassedthe most magical and incredible home to visit the decor is superb and the kitchen
2. Rustic home with pet-friendly amenities (from USD 199)
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.
Cortona, Toscana, Italy
2.28 km (1.5 mi) from Hermitage "Le Celle"Superhost
Accommodates: 4
Top guest reviews
Host:
she was patient and helpful with directionsmargherita is an outstanding hostmargherita the host was greatmargherita was the perfect hostmargarita is a fantastic host and very quick to respond to any questions you may haveLocation:
amazing location in a beautiful townperfect location to see everything cortona has to offerperfect dreamy comfy gorgeous location and apartment rloved the location & apartment and hosther property is excellent fantastic location and we thoroughly recommend to everyoneCleanliness:
clean and very well-equippedthe room was beautiful and clean and cortona is amazingthe apartment itself was super clean and fresh feelingthe home was very clean and we had everything we neededRead more reviewsAmenities & Room:
a beautiful rustic apartment with glorious views out over the tuscan countrysideeach window and balcony in this apartment has lovely picturesque viewsthe apartment is beautiful only outdone by the views of the town from every windowa wonderful view of tuscany each morning from margherita's apartmentthis apartment was a dream come true
3. II Casale
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 149)
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 627)
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
2.76 km (1.8 mi) from Hermitage "Le Celle"Superhost
Accommodates: 6
Top guest reviews
Host:
the hosts were lovely and helpfulthey were so welcoming and hospitablerita and alessandro were amazing hostsrita and alessandro were lovely hoststhe hosts were great and responsiveLocation:
the location is greatthe location was perfectwe found the location idealclose to beautiful cortona (5min drive) & supermarket near bycortona central is a 30-minute walk up the hill easy enough to walk with kidsCleanliness:
the pool was fabulous and so cleanthe swimming pool was great and was cleaned every two daysit is clean and very roomy for 4 adultssparkling clean home & pool comfortable beds and great aceverything is clean and well maintained and the location couldn't be betterRead more reviewsAmenities & Room:
also the wifi + the ac were both really strongstunning views great pool and lovely roomsthe pool was so nice and had beautiful views views overlooking the tuscan countrysidethe children loved the pool and the view was amazingthe pool was a real treat given that it was 30 degrees
6. Panoramic holiday house in Tuscany (from USD 615)
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!
Cortona, Tuscany, Italy
2.52 km (1.6 mi) from Hermitage "Le Celle"Accommodates: 4
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 287)
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, Arezzo , Italy
2.84 km (1.8 mi) from Hermitage "Le Celle"Accommodates: 4
9. Agrisalotto (from USD 115)
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"
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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