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Last Minute Bargains

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Are you seeking a spontaneous escape to Castiglion Fiorentino? Explore our range of exquisite villas, now available at unbeatable prices. Whether you're after a romantic retreat or a family getaway, we have the ideal villa for you.

Enjoy savings of up to 20% with our last-minute deals on holiday rentals in Castiglion Fiorentino when you book your next vacation. If you're flexible with travel dates, location, and accommodation, we offer a fantastic selection of last-minute availability offers on villa rentals across Castiglion Fiorentino. Start your search today, and you may discover your dream villa in Italy at a significantly reduced price. Book your holiday rental in Castiglion Fiorentino less than 15 days before arrival and save a substantial amount of money. Also, explore our extensive range of vacation rentals in Castiglion Fiorentino, including villa rentals and luxury villa rentals.

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Results 16 - 30 of 33
  • 4
  • 2
  • 2
  • 100 m2
  • Near Cortona
  • Characteristic Tuscan villa
  • Immersed in the countryside
from 176 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
Someone else is currently looking at this property!
  • 12
  • 6
  • 5
  • 450 m2
  • Traditional Tuscan manor house
  • Only 500 metres away from the centre of Cortona
  • Incredible panoramic position
from 705 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 2
  • 1
  • 1
  • 50 m2
  • Lovely flat in the centre of Cortona
  • Facilities within walking distance
  • Perfect for romantic getaways
from 76 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 24
  • 12
  • 11
  • 760 m2
  • Beautiful large property with views
  • Panoramic pool and outdoor Jacuzzi
  • Ideal for organising events
from 1052 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 10
  • 5
  • 4
  • 250 m2
  • Property on a farm (wine & oil)
  • Beautiful pool with views of the countryside
  • Large garden with play area
from 399 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 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 499 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 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 169 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 4
  • 1
  • 1
  • 50 m2
  • Ancient mill recently restored
  • Completely immersed in the countryside
  • Ideal for those who love tranquility
from 117 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 9
  • 5
  • 3
  • 250 m2
  • Tennis court
  • Pool table
  • Great location for visiting Tuscany and Umbria
from 228 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 12
  • 6
  • 5
  • 340 m2
  • Traditional restored Tuscan farmhouse
  • Enchanting views of the Cortona hills
  • Basic services within walking distance (1.5 km)
from 1248 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 13
  • 7
  • 4
  • 2000 m2
  • Large Tuscan-style villa
  • Large swimming pool with panoramic view
  • Just 12 km from Cortona
from 355 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 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 398 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 6
  • 3
  • 3
  • 130 m2
  • Traditional country House
  • View of the medieval town of Cortona
  • 3 bedrooms each with private bathroom
from 167 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 8
  • 4
  • 3
  • 800 m2
  • Restored 18th century farmhouse
  • Swimming pool overlooking the Tuscan countryside
  • Church of San Francesco (Lucignano) within walking distance
from 206 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
  • 8
  • 4
  • 3
  • 170 m2
  • Traditional country villa
  • Private swimming pool with panoramic view
  • Near the medieval town of Cortona
from 167 $per night
Price of stay excluding taxes and extras. The final price will be calculated when you select your dates of stay.
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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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