10 Best Vrbo Vacation Rentals In Cortona, Italy - Updated 2021

vrbo cortona italy

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.

1. Villa with a private pool (from USD 205)

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.

Villa Portole Uno - Holiday Villa Rental in Cortona
19 reviews
villa 3 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
The villa has 3 good size bedrooms with
The road is just beside the house
Beautiful comfortable and well-equipped villa with a fantastic view over the valley
you will have a beautiful view over the valley
The villa has stunning views and the pool was perfect
the house was very clean and
The owners (Rosanna and her mother) hospitable
The house was very clean and it is spacious enough for a group of 6 adults
It had absolutely everything we needed and was spotlessly clean
Tuscany in August can be very hot
Lovely hosts Definitely recommend
We had a lovely holiday in a beautiful villa and we were made to feel very welcome
All in all a great experience and
When we arrive there were cool drinks in the refrigerator
They were very helpful and gave us lovely fresh eggs cakes and a bottle of local wine
A beautiful villa in a stunning location
It was about 20 minute drive to Cortona where there are lots of restaurants
There was a restaurant within walking distance and a lovely forest walk behind the villa
As the house is 15 min up from Cortona
The road that passes by the house is not very busy at all Absolutely recommended
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2. Modern accommodation for eight (from USD 168)

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.

Il Roseto - Special prices for 2019 ! ! Get a quote ! ! "Plan your dream"
38 reviews
House 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
you have to park outside the city walls
there are two parking areas on that side of the town
There is a step down from the family room and the bedroom/bunkbed room
one is free the other is not
the pictures are a reality of how it looks
The house was very beautiful spacious and clean
The property was everything it promised and
There is also washer and dryer
The house was spacious clean comfortable and well equipped
Fernando was warm friendly
He was great - all emails were answered quickly and questions were answered
He was very helpful with information and the fruit juice milk and wine as a welcome treat
very helpful and responsive by phone text or email
more Fernando and his son Pierfrancesco showed us true Tuscan hospitality
The MAEC Esruscan Academy Museum had a photography exhibit which included Pete Souza's collection of "Obama
The apartment is located a few minutes walk from the center of Cortona with bars
The 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 restaurants
It is a 5 minute walk uphill to the house
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3. Flat overlooking Piazza Signorelli for a family (from USD 170)

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.

La Finestra sul Teatro
20 reviews
Apartment 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
It is as beautiful as it looks in the photos and is immaculate
really everything one could need
had fresh flowers in the suite
the bathroom is amazing and the beds sleep
The bathroom and namely the shower is very nice
The place is beautifully decorated with a very modern bath
Apartment was super clean beautifully decorated and had AC
Rosanna was the perfect hostess and the accommodation was beautifully furnished and immaculately clean
She met us to guide parking
she even made dinner reservations for us
Rosanna is wonderful and very helpful
Our host Rosanna was so warm friendly and accommodating that we felt as we were part of her family
She made the checkin process seamless
it is around a corner
no 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 nearby
are an easy walk away
Parking is very close by
It is in the best of all locations in Cortona
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4. Stunning villa with a pool (from USD 375)

Nestled adjacent to a large park at the foot of Cortona’s hills, this stunning villa promises a delightful stay for a large group of travelers. There are six bedrooms available to accommodate up to twelve people. You are going to love the antique furniture that can be found throughout the villa that dates back to the 16th century. Step into the pool when you want to relax your muscles and come out feeling fresh. The living room comes with a fireplace that will keep you warm during colder nights. Whip up some gourmet meals in the kitchen if you prefer homemade cooking.

Villa Elisa - Vacation rental with swimming pool near Cortona, Tuscany
15 reviews
villa 5 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
unbearable Very hot weather during our stay - kitchen
The accommodation was tested to the limit as the temperature during our stay was mid thirties to forty
The name of the villa is not shown on any signpost or gatepost
Our only complaint would be the lack of air-conditioning in most rooms
we loved drinking our morning coffee outside
Bathrooms dated but clean Fantastic characterful property in lovely setting but facilities dated
We received a very warm welcome from the owner and a guided tour of the property and grounds
is a fantastic and warm person caring helping always available with good tips
thats what made our vacation so wonderful new and different surroundings
There should be far more local information available as the owner speaks no English Bus timetables taxi firms bike hire etc
A problem with the dishwasher caused an upset as the owner did not want us to contact the agency -
It is about a 20 minute walk to Camucia which has a number of very good restaurants and bars
it's really a piece of paradise in Tuscany Elisa
Amazing place and view Great location and very peaceful
It was a great location and easy access to the train in Camucia and to Cortona
Beautiful villa in stunning rural setting walkable to amenities and a short drive / bus from Cortona Gorgeous pool area
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5. Farmhouse with all modernities (from USD 185)

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.

Farmhouse with private terrace, garden and pool, overlooking the town of Cortona
7 reviews
farmhouse 4 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
te bereiken maar niet bezocht dit keer
kleinere plaatsen in de omgeving en
golfbanen Wij hebben er een heerlijke vakantie
er alleen dus ruim voldoende privacy
Arezzo Grote steden als Rome Pisa en Florence Orvieto goed
heerlijk huis direct aan zwembad
We waren met 5 volwassenen en een baby Voldoende
Enjoyed Cumacia quiet town close to train and Cortona
Cortona is een leuk stadje en
Minpuntje geen wandelgebied vanaf locatie en geen zithoek binnen
Property good but a little run down
Siena Assisi Perugia zijn goed
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6. Home surrounded by greenery (from USD 445)

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.

Villa in a hilly area surrounded by greenery with swimming pool and breathtaking views
42 reviews
villa 6 Bedrooms 5 Bathrooms
Top guest reviews
Amenities & Room:
2 aan elkaar met eigen voordeur)
Fedrico worked with our budget and created wonderful italian dishes
lots of space outside to sit and have our meals
We hired Fedrico - to be our Chef for 4 evening meals
we had lots of space seperate bedrooms for the children
The Villa was decorated so beautiful
The pizzas were lovely and Fredrico is extremely talented
The house was very homely
From the moment we arrived Mauro and his family welcomed us and made us feel very comfortable
The 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(the
Mauro is a very attentive and humble host
aanwezig veel ruimte prachtige grote tuin
They had a welcome home dinner waiting for us and it was so amazing and a blessing for us
Cortona is a great location - in Tuscany
swimming pool above and far enough away from the house
We walked to the local shops
geen bakkertje of restaurantje op loopafstand daardoor erg afhankelijk van auto (of fiets) Maar ja
This is villa is well located close to Montepulciano Assisi
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7. Contemporary and lush apartment (from USD 166)

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.

Casa Rina, Cortona with large terrace, large pool + garden, beautiful views,WiFi
21 reviews
Apartment 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
and we spent each afternoon cooling off from the heat of the day
The washing machine was handy
Oh and eating prunes fresh off the tree after dinner
The apartment is attractive well equipped and very comfortable
The photos don't do it justice -
avec sa terrasse exterieure couverte pour dejeuner et diner (en ete du moins)
The fruits and vegetables especially the tomatoes and basil were molto delicioso
The fruits and vegetables especially the tomatoes and basil were molto delicioso
I was really worried as we were travelling with our 8 month old baby and getting around Tuscany without a car
The pool was very relaxing
They are friendly helpful kind and generous
They promptly responded to our calls and questions They visited and wanted to learn about us as well as share their stories
What really made our time standout however was the hospitality of our hosts Rina and her daughters could not have been more welcoming or generous
What really made our time standout however was the hospitality of our hosts Rina and her daughters could not have been more welcoming or generous
but we could and did experience the warm wonderful weeklong welcome given by Rina and her daughters Lucia and Martina
avec ses 2 salle de bains
The location is perfect-- quiet with great views of Cortona yet close enough to be in the center of Cortona in under 10 minutes
The location is perfect-- quiet with great views of Cortona yet close enough to be in the center of Cortona in under 10 minutes
The location is perfect bringing the essence of Tuscany and it's beautiful countryside yet
The house we stayed in (Casa Lucia) accomodated us perfectly
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8. Sun-soaked apartment with a large terrace (from USD 127)

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.

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
32 reviews
Apartment 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
Also the bed was super comfy
The town of Cortona was beautiful
The flat itself is very charming and quite roomy
This apartment was beautiful and immaculate
The balcony with its view was spectacular overlooking miles and miles of Tuscany
and we weren't disappointed
The greatest feature is the large terrace which we used for morning coffe and evening wine and appetizers
The Flat is super cute and very clean and right in the middle of everything
Samantha was the best host and very responsive
She met us at check in and explained everything and answered all of our questions
She was available and got back to me quickly with every single question I had
We enjoyed her warm welcome and restaurant recommendations
We had several questions and she was always prompt in replying
The location to the center of Cortona is prime but not so close that there is any street noise
No worries there are convenient parking lots (free)
Fantastic view great convenient location beautiful city
and I loved that it has a washing machine
In a quiet and wonderful area a three minute walk to towne centre
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9. Quaint house with a private garden (from USD 111)

Whether you want to enjoy a romantic escape or quality time with your loved ones, this quaint house is an excellent place. Sit and chat in the walled garden in the morning while indulging in a delicious breakfast. Come to the living room to enjoy a good book that you can choose from a wide selection available. There are also some games provided for your entertainment.

House with private garden, in Cortona's town centre
44 reviews
House 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
The bedroom is roomy and the bathroom is very nice
The apartment offered additional sleeping options in two other rooms so it could easily accommodate 4-5 people
The master bedroom was charming with a canopy bed and lovely antiques
The kitchen is one-person size but packs a double sink
mom and 2 girls on our own) walking and enjoying the town
The cottage was very charming and immaculately clean
The property is lovely and decorated very sweetly
and we had bathrobes too
The owners are very nice
Alessandro was so very accommodating and helpful
They were extremely helpful with all aspects of the travel arrangements
helping us deal with a medical emergency and wishing us a hearty hello when we saw them a few times while walking through town
Alessandro the owners are delightful and gave us a very warm welcome
Alessandro was very helpful at booking and prior to arrival and met us upon arrival and gave us a thorough introduction to their historic home
A very enjoyable way to live tuscany life
We found several restaurants we really liked but
Location is perfect for day trips into Tuscany and Umbria
The location was marvelous - - easy to walk everywhere
Lovely house and property Excellent location
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10. Small and charming villa (from USD 146)

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.

Charming small villa near Cortona,garden,olive grove.A/C.Free Wifi - LA COLONICA
119 reviews
villa 2 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
It has all the amenities including very comfortable beds and air conditioning
And to top it all off
The kitchen is small but fully equipped; and the dining room overlooks the olive groves
the property would be ideally suited to two couple with 2 ensuite bedrooms - each of comparable size and comfort
Please look up when you enter to see the gorgeous ceilings in every room including the bathrooms
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 Private
Extremely kind and friendly owners discreet yet always available when needed
They answered questions abut train travel car rental restaurant selection and suggested side trips
well equipped with a fantastic outdoor area
They deserve each and all the rave comments
They 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...
The location and setting is ideal
The house is in a perfect location for touring Tuscany
Just as advertised and better Everything you need to live the Tuscan lifestyle
It is located on a large gated property near Marciano della Chiana with a nice patio
Cesare lived in a house adjacent to the villa
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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.

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

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Tenissa is a content writer, translator and editor. She enjoys being a globetrotter and has traveled to many countries around the world. So far, her favourite destination is Switzerland. She looks...Read more

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