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Cortona

Excellent 548 Reviews 4.8/5

Searching for the perfect villa in Cortona? Look no further! Our exclusive selection of villas offers the ideal blend of comfort, and authenticity, making your escape to Tuscany truly unforgettable. If you rent one of our Cortona villas, you will have the entire property to yourself and will not have to worry about other guests.. Find the right villa for your vacation in Italy now.

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Results 16 - 30 of 38
  • 9
  • 5
  • 3
  • 250 m2
  • Tennis court
  • Pool table
  • Great location for visiting Tuscany and Umbria
from 254 $per night
  • 12
  • 6
  • 5
  • 340 m2
  • Traditional restored Tuscan farmhouse
  • Enchanting views of the Cortona hills
  • Basic services within walking distance (1.5 km)
from 1252 $per night
  • 6
  • 3
  • 3
  • 145 m2
  • Hilly position
  • Swimming pool with panoramic view
  • Typical country villa
from 330 $per night
  • 4
  • 2
  • 2
  • 100 m2
  • Beautiful property in the Tuscan countryside
  • Charging station for electric cars
  • Only 8 km from the Etruscan town of Cortona
from 170 $per night
Someone else is currently looking at this property!
  • 10
  • 6
  • 5
  • 220 m2
  • Enchanting country property
  • Ideal for a peaceful vacation
  • Strategic location for visiting Tuscany and Umbria
from 894 $per night
  • 6
  • 3
  • 3
  • 130 m2
  • Traditional country House
  • View of the medieval town of Cortona
  • 3 bedrooms each with private bathroom
from 186 $per night
  • 10
  • 5
  • 5
  • 340 m2
  • Beautiful country property with stone walls
  • 5 bedrooms, each with private bathroom
  • Large garden with panoramic views
from 660 $per night
  • 10
  • 5
  • 4
  • 250 m2
  • Property on a farm (wine & oil)
  • Beautiful pool with views of the countryside
  • Large garden with play area
from 400 $per night
  • 24
  • 12
  • 11
  • 760 m2
  • Beautiful large property with views
  • Panoramic pool and outdoor Jacuzzi
  • Ideal for organising events
from 1055 $per night
  • 8
  • 4
  • 3
  • 170 m2
  • Traditional country villa
  • Private swimming pool with panoramic view
  • Near the medieval town of Cortona
from 186 $per night
  • 6
  • 3
  • 2
  • 90 m2
  • Modern detached villa in the countryside
  • Large garden with private pool
  • Perfect for family holidays
from 184 $per night
  • 12
  • 5
  • 4
  • 450 m2
  • Villa in a residential area
  • Strategic position to explore Tuscany and Umbria
  • Lovely pool area
from 393 $per night
  • 8
  • 4
  • 3
  • 150 m2
  • Beautiful pool with views of the countryside
  • Large, Tuscan style villa
  • Just 12 km away from Cortona
from 715 $per night
  • 4
  • 1
  • 1
  • 50 m2
  • Ancient mill recently restored
  • Completely immersed in the countryside
  • Ideal for those who love tranquility
from 131 $per night
  • 7
  • 3
  • 3
  • 140 m2
  • Villa with private pool
  • On the border of Tuscany and Umbria
  • Near Lake Trasimeno
from 229 $per night

Can't find your perfect villa here? Explore our holiday homes in Cortona with guest reviews to see what our previous guests have to say about their stay. Gain insights from real experiences and choose your ideal accommodation with confidence. You can also discover our exclusive collection of luxury villas in Cortona, designed for those seeking elegance and comfort. If you're looking for a last-minute escape, browse our last-minute villa offers in Cortona for exclusive deals on premium stays.

Still searching? Expand your options with our selection of villas all over Italy, handpicked for their unique charm, prime locations, and exceptional amenities.

Why Choose a Villa in Cortona with a Private Pool

Imagine waking up to the gentle rustle of olive trees and the golden glow of the Italian sun – all from the comfort of your own private villa. Choosing a villa in Cortona isn’t just about where to stay – it’s about how you experience Italy. With exclusive access to a private pool, you can unwind in total privacy, far from the bustle of daily life. Our handpicked collection of Cortona villas caters to every type of traveller – from intimate retreats for couples to spacious homes for families or groups. Each property is thoughtfully equipped with a full kitchen, giving you the freedom to savour local ingredients and feel truly at home. These villas offer more than just relaxation. They are the perfect base for wine tasting tours, scenic countryside walks, and exploring charming hilltop villages. And with a range of affordable options, your dream Italian escape can be both indulgent and within reach. Choose a villa in Cortona – where comfort, culture, and calm meet under the Italian sun.

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Guido Posarelli
Founder of Posarelli Villas, hand-picking all the vacation rentals in Italy we offer on our website.
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Looking for a memorable holiday experience without breaking the bank? With our range of advantageous deals and discount codes, you can enjoy incredible savings while creating unforgettable memories.

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