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Castiglion Fiorentino

Excellent 620 Reviews 4.8/5

Searching for the perfect villa in Castiglion Fiorentino? 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 Castiglion Fiorentino 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 43
  • 4
  • 2
  • 2
  • 75 m2
  • Traditional Tuscan country house
  • Hilly and panoramic position
  • Perfect for a family holiday
from 223 $per night
  • 4
  • 2
  • 2
  • 100 m2
  • Near Cortona
  • Characteristic Tuscan villa
  • Immersed in the countryside
from 177 $per night
  • 4
  • 1
  • 1
  • 55 m2
  • Charming country house
  • Beautiful swimming pool with panoramic view
  • Perfect to explore Tuscany and Umbria
from 187 $per night
  • 12
  • 6
  • 5
  • 450 m2
  • Traditional Tuscan manor house
  • Only 500 metres away from the centre of Cortona
  • Incredible panoramic position
from 707 $per night
  • 8
  • 4
  • 4
  • 250 m2
  • Large luxury villa in the Tuscan countryside
  • Lovely pool with panoramic views
  • 4 bedrooms, each with a private bathroom
from 1252 $per night
  • 6
  • 3
  • 3
  • 145 m2
  • Hilly position
  • Swimming pool with panoramic view
  • Typical country villa
from 330 $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
  • 150 m2
  • Beautiful pool with views of the countryside
  • Large, Tuscan style villa
  • Just 12 km away from Cortona
from 714 $per night
  • 8
  • 4
  • 4
  • 250 m2
  • Large villa overlooking the Tuscan countryside
  • Swimming pool with panoramic view of Arezzo
  • 4 bedrooms, each with private bathroom
from 501 $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
  • 8
  • 4
  • 4
  • 150 m2
  • Traditional Tuscan farmhouse in the countryside
  • Elegant terraced garden
  • An ideal base for discovering Tuscany and Umbria
from 876 $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
  • 9
  • 5
  • 3
  • 250 m2
  • Tennis court
  • Pool table
  • Great location for visiting Tuscany and Umbria
from 254 $per night
  • 12
  • 6
  • 6
  • 2000 m2
  • Traditional Tuscan country house
  • 6 bedrooms, each with a private bathroom
  • Strategic location for exploring Tuscany and Umbria
from 1252 $per night

Can't find your perfect villa here? Explore our holiday homes in Castiglion Fiorentino 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 Castiglion Fiorentino, designed for those seeking elegance and comfort. If you're looking for a last-minute escape, browse our last-minute villa offers in Castiglion Fiorentino 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 Castiglion Fiorentino 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 Castiglion Fiorentino 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 Castiglion Fiorentino 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 Castiglion Fiorentino – 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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