You cannot visit Tuscany without spending a couple of days in the picturesque town of Cortona. Gain insights into the town’s Etruscan past by making a stop at The Etruscan Academy Museum. Here, you can enjoy an extensive collection of bronze and ceramic items as well as city fortifications as part of the archaeological park. If you are interested in artworks, spend time at Diocesan Museum that displays paintings and artworks of renowned artists that include Fra Angelico and Bartolomeo della Gatta. Keep reading to find out the best Vrbo vacation rentals in Cortona, Italy. Book your favorite one and have a great stay.
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 March 13, 2023.
1. Villa with a private pool (from USD 147)
Ideally located close to Lake Trasimeno, this villa is what you need for a modern style of living in Cortona. Soak in the large and private swimming pool anytime you want to relax. Enjoy a good night sleep in one of three bedrooms available and unwind in one of the three modern bathrooms. The terraces make great places for you to enjoy al fresco dining. Prepare your delicious dishes in the fully equipped kitchen. And to keep you entertained, the living room comes with a satellite TV and music system.
Top guest reviews
Amenities & Room:
The villa has 3 good size bedrooms withThe road is just beside the houseBeautiful comfortable and well-equipped villa with a fantastic view over the valleyyou will have a beautiful view over the valleyThe villa has stunning views and the pool was perfectCleanliness:
the house was very clean andThe owners (Rosanna and her mother) hospitableThe house was very clean and it is spacious enough for a group of 6 adultsIt had absolutely everything we needed and was spotlessly cleanTuscany in August can be very hotHost:
Lovely hosts Definitely recommendWe had a lovely holiday in a beautiful villa and we were made to feel very welcomeAll in all a great experience andWhen we arrive there were cool drinks in the refrigeratorThey were very helpful and gave us lovely fresh eggs cakes and a bottle of local wineRead more reviewsLocation:
A beautiful villa in a stunning locationIt was about 20 minute drive to Cortona where there are lots of restaurantsThere was a restaurant within walking distance and a lovely forest walk behind the villaAs the house is 15 min up from CortonaThe road that passes by the house is not very busy at all Absolutely recommended
2. Modern accommodation for eight (from USD 140)
Located in a quiet neighborhood in the heart of Cortona, this modern apartment welcomes up to eight guests to comfortably stay and spend a pleasant stay. There are three bedrooms and two bathrooms available, along with a fully equipped kitchen and a spacious living area. Relax by the fireplace in the evening while you watch a show on the TV or play a movie on the DVD player. Have a barbecue feast in the garden that is equipped with a barbecue grill, table, and chairs.
Top guest reviews
Amenities & Room:
you have to park outside the city wallsthere are two parking areas on that side of the townThere is a step down from the family room and the bedroom/bunkbed roomone is free the other is notthe pictures are a reality of how it looksCleanliness:
The house was very beautiful spacious and cleanThe property was everything it promised andThere is also washer and dryerThe house was spacious clean comfortable and well equippedHost:
Fernando was warm friendlyHe was great - all emails were answered quickly and questions were answeredHe was very helpful with information and the fruit juice milk and wine as a welcome treatvery helpful and responsive by phone text or emailmore Fernando and his son Pierfrancesco showed us true Tuscan hospitalityRead more reviewsLocation:
The MAEC Esruscan Academy Museum had a photography exhibit which included Pete Souza's collection of "ObamaThe apartment is located a few minutes walk from the center of Cortona with barsThe location of the property is an easy walk from Porta Colonia and is also a 3 minute walk from either Teatro Signorelli or the main piazza in Cortona where there are several restaurants a small...We walked into town several times a day visiting many shops and restaurantsIt is a 5 minute walk uphill to the house
3. Flat overlooking Piazza Signorelli for a family (from USD 140)
Set in the historic center of Cortona, this apartment features two bedrooms for four people. As soon as you wake up, make yourself a morning coffee in the kitchen and sit down in the living room for relaxation. You can also prepare your own breakfast as the kitchen is fully equipped with necessary utensils and appliances. Other facilities offered include a washing machine, a smart TV, and wireless internet.
Top guest reviews
Amenities & Room:
It is as beautiful as it looks in the photos and is immaculatereally everything one could needhad fresh flowers in the suitethe bathroom is amazing and the beds sleepThe bathroom and namely the shower is very niceCleanliness:
The place is beautifully decorated with a very modern bathApartment was super clean beautifully decorated and had ACRosanna was the perfect hostess and the accommodation was beautifully furnished and immaculately cleanHost:
She met us to guide parkingshe even made dinner reservations for usRosanna is wonderful and very helpfulOur host Rosanna was so warm friendly and accommodating that we felt as we were part of her familyShe made the checkin process seamlessRead more reviewsLocation:
it is around a cornerno steep uphill walking to get to it near a great parking area many tasty restaurants right outside your door and a pastry and a cheese shop nearbyare an easy walk awayParking is very close byIt is in the best of all locations in Cortona
4. Farmhouse with all modernities (from USD 112)
For an authentic countryside experience, you should book this farmhouse that is equipped with all modernities you need during your stay. Enjoy a morning stroll in the garden as soon as you wake up for a fresh start. Head to the kitchen to prepare a delicious breakfast and make your own morning tea or coffee. Right before you cover yourself with a blanket for a good night’s sleep, enjoy a glass of Tuscan wine in the private terrace or plunge into the swimming pool to burn some calories. Sleep in one of the two bedrooms available–both of them come with double beds.
Top guest reviews
Amenities & Room:
te bereiken maar niet bezocht dit keerCleanliness:
kleinere plaatsen in de omgeving enHost:
golfbanen Wij hebben er een heerlijke vakantieer alleen dus ruim voldoende privacyArezzo Grote steden als Rome Pisa en Florence Orvieto goedheerlijk huis direct aan zwembadWe waren met 5 volwassenen en een baby VoldoendeRead more reviewsLocation:
Enjoyed Cumacia quiet town close to train and CortonaCortona is een leuk stadje enMinpuntje geen wandelgebied vanaf locatie en geen zithoek binnenProperty good but a little run downSiena Assisi Perugia zijn goed
5. Home surrounded by greenery (from USD 300)
Have a relaxed and peaceful stay at this large villa that is surrounded by greenery and nature. Soak up the natural light in the morning while you are enjoying your morning coffee. Relax on the armchair by the fireplace whenever you feel the need to refuel. Enjoy a barbecue party at the outdoor area that features a barbecue grill, a wood-fired oven, tables, and chairs. Up to fourteen people can rest comfortably in the six bedrooms available. You can also use the swimming pool to refresh your mind and body.
Top guest reviews
Amenities & Room:
2 aan elkaar met eigen voordeur)Fedrico worked with our budget and created wonderful italian disheslots of space outside to sit and have our mealsWe hired Fedrico - to be our Chef for 4 evening mealswe had lots of space seperate bedrooms for the childrenCleanliness:
The Villa was decorated so beautifulThe pizzas were lovely and Fredrico is extremely talentedThe house was very homelyHost:
From the moment we arrived Mauro and his family welcomed us and made us feel very comfortableThe train station is very close and made visiting Florence easy Graci to our amazing chef Federico who made our arrival dinner of brick oven pizza(theMauro is a very attentive and humble hostaanwezig veel ruimte prachtige grote tuinThey had a welcome home dinner waiting for us and it was so amazing and a blessing for usRead more reviewsLocation:
Cortona is a great location - in Tuscanyswimming pool above and far enough away from the houseWe walked to the local shopsgeen bakkertje of restaurantje op loopafstand daardoor erg afhankelijk van auto (of fiets) Maar jaThis is villa is well located close to Montepulciano Assisi
6. Contemporary and lush apartment (from USD 105)
Surrounded by vines, olive trees, and fruit trees, this contemporary apartment offers a tranquil atmosphere for those who need a place to enjoy a hideaway. Three bedrooms and two bathrooms are provided and up to seven people can stay together. Sit by the swimming pool to enjoy the morning sunshine or relax on the expansive patio to recharge your energy.
Top guest reviews
Amenities & Room:
and we spent each afternoon cooling off from the heat of the dayThe washing machine was handyOh and eating prunes fresh off the tree after dinnerThe apartment is attractive well equipped and very comfortableThe photos don't do it justice -Cleanliness:
avec sa terrasse exterieure couverte pour dejeuner et diner (en ete du moins)The fruits and vegetables especially the tomatoes and basil were molto deliciosoThe fruits and vegetables especially the tomatoes and basil were molto deliciosoI was really worried as we were travelling with our 8 month old baby and getting around Tuscany without a carThe pool was very relaxingHost:
They are friendly helpful kind and generousThey promptly responded to our calls and questions They visited and wanted to learn about us as well as share their storiesWhat really made our time standout however was the hospitality of our hosts Rina and her daughters could not have been more welcoming or generousWhat really made our time standout however was the hospitality of our hosts Rina and her daughters could not have been more welcoming or generousbut we could and did experience the warm wonderful weeklong welcome given by Rina and her daughters Lucia and MartinaRead more reviewsLocation:
avec ses 2 salle de bainsThe location is perfect-- quiet with great views of Cortona yet close enough to be in the center of Cortona in under 10 minutesThe location is perfect-- quiet with great views of Cortona yet close enough to be in the center of Cortona in under 10 minutesThe location is perfect bringing the essence of Tuscany and it's beautiful countryside yetThe house we stayed in (Casa Lucia) accomodated us perfectly
7. Sun-soaked apartment with a large terrace (from USD 85)
Let the romantic sound of the church bells wake you up in the morning and let the quietness of the night give you comfortable sleep during the night. That is the kind of awesome experience you will get when staying at this spacious apartment. Featuring two bedrooms and one bathroom, the apartment is most ideal for couples and small families. Unwind in your private terrace where you will be presented with the spectacular view of Lake Trasimeno. What is more, you can bring a bottle of wine and watch the sunset over the hills.
Top guest reviews
Amenities & Room:
Also the bed was super comfyThe town of Cortona was beautifulThe flat itself is very charming and quite roomyThis apartment was beautiful and immaculateThe balcony with its view was spectacular overlooking miles and miles of TuscanyCleanliness:
and we weren't disappointedThe greatest feature is the large terrace which we used for morning coffe and evening wine and appetizersThe Flat is super cute and very clean and right in the middle of everythingHost:
Samantha was the best host and very responsiveShe met us at check in and explained everything and answered all of our questionsShe was available and got back to me quickly with every single question I hadWe enjoyed her warm welcome and restaurant recommendationsWe had several questions and she was always prompt in replyingRead more reviewsLocation:
The location to the center of Cortona is prime but not so close that there is any street noiseNo worries there are convenient parking lots (free)Fantastic view great convenient location beautiful cityand I loved that it has a washing machineIn a quiet and wonderful area a three minute walk to towne centre
8. Small and charming villa (from USD 123)
Situated in between the gardens and olive grove, this small but charming villa promises both warmth and comfort for as long as you stay. Beamed ceilings and terracotta floors are among the best features of this villa. With regards to facilities, the villa is equipped with two bedrooms, two bathrooms, a wood-burning fireplace, a kitchen, a living room, and a patio. From the spacious patio, look up to the sky to enjoy the stars while sipping your wine before you close your eyes.
Top guest reviews
Amenities & Room:
It has all the amenities including very comfortable beds and air conditioningAnd to top it all offThe kitchen is small but fully equipped; and the dining room overlooks the olive grovesthe property would be ideally suited to two couple with 2 ensuite bedrooms - each of comparable size and comfortPlease look up when you enter to see the gorgeous ceilings in every room including the bathroomsCleanliness:
The property was immaculately presented very comfortable and(No we didn't get paid to say this )Large grounds Very well maintained Very clean highly recommended Beautiful Vistas Very PrivateHost:
Extremely kind and friendly owners discreet yet always available when neededThey answered questions abut train travel car rental restaurant selection and suggested side tripswell equipped with a fantastic outdoor areaThey deserve each and all the rave commentsThey made reservations for us the first evening at a superb restaurant in a nearby town and made sure we knew they would help with anything we needed during our stay Communications with Cesare be...Read more reviewsLocation:
The location and setting is idealThe house is in a perfect location for touring TuscanyJust as advertised and better Everything you need to live the Tuscan lifestyleIt is located on a large gated property near Marciano della Chiana with a nice patioCesare lived in a house adjacent to the villa
Visit Cortona for a wonderful vacation
What a beautiful town Cortona is thanks to its natural landscape and attractions that include museums and parks. Come and visit one of the most ancient towns in Italy and don’t forget to select one among these best Vrbo vacation rentals in Cortona, Italy, if you want to enjoy a wonderful vacation.
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