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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 31 - 43 of 43
  • 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
  • 10
  • 6
  • 5
  • 220 m2
  • Enchanting country property
  • Ideal for a peaceful vacation
  • Strategic location for visiting Tuscany and Umbria
from 894 $per night
  • 13
  • 7
  • 4
  • 2000 m2
  • Large Tuscan-style villa
  • Large swimming pool with panoramic view
  • Just 12 km from Cortona
from 356 $per night
  • 8
  • 4
  • 3
  • 800 m2
  • Restored 18th century farmhouse
  • Swimming pool overlooking the Tuscan countryside
  • Church of San Francesco (Lucignano) within walking distance
from 229 $per night
Someone else is currently looking at this property!
  • 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
  • 12
  • 6
  • 7
  • 400 m2
  • Wonderful view over the Tuscan countryside
  • Swimming pool surrounded by Tuscan olive groves
  • 6 bedrooms each with private bathroom
from 399 $per night
  • 15
  • 7
  • 9
  • 350 m2
  • Typical Tuscan dwelling with stone walls
  • Completely immersed in the countryside
  • Volleyball and/or basketball court
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
  • 2
  • 1
  • 1
  • 50 m2
  • Romantic detached house for couples
  • Large garden with panoramic view
  • Swimming pool and tennis court
from 446 $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
  • 8
  • 4
  • 2
  • 120 m2
  • Beautiful country property
  • Private pool with view over the Valdichiana
  • Outdoor jacuzzi
from 268 $per night
  • 9
  • 4
  • 4
  • 400 m2
  • Beautiful Tuscan residence
  • 4 bedrooms and 4 bathrooms
  • Enchanting view of Civitella
from 482 $per night
  • 12
  • 6
  • 5
  • 750 m2
  • Large country property
  • Tennis court and billiard room
  • Basic facilities 1 km away
from 568 $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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  • 6
  • 6
  • 320 m2
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