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Castel San Gimignano

Excellent 623 Reviews 4.8/5
A vacation rental in Castel San Gimignano within the San Gimignano and Surroundings tourist area in Tuscany is a great choice if you are planning to spend a holiday togeteher with family or friends in Italy. Browsing holiday rentals near Castel San Gimignano with guest reviews is a good way to start planning your trip. Unlike a typical hotel stay, or a common holiday rental, our vacation rentals in Castel San Gimignano are carefully selected to offer the best experience with all the comforts you expect for your stay. Also consider other vacation rentals nearby Castel San Gimignano as villas with pool in Castel San Gimignano, last minute rentals near Castel San Gimignano, apartments in Castel San Gimignano and luxury villas for rent in Castel San Gimignano. If you don’t find the right solution here we suggest you to expand your search to see our villas in Tuscany or all our holiday rentals in Italy.

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Results 16 - 30 of 36
Someone else is currently looking at this property!
  • 12
  • 6
  • 7
  • 360 m2
  • Charming villa in the Tuscan countryside
  • Suitable for disabled guests
  • 6 bedrooms, each with private bathroom
from 1431 $per night
  • 3
  • 16
  • 8
  • 5
  • Comfortable apartments in the Tuscan countryside
  • Strategic location for exploring Tuscany
  • Perfect for nature lovers
from 187 $per night

Torre 1

 2  1  1  30 m2
from187 $
per night

Torre 2

 4  2  1  100 m2
from325 $
per night

Torre 3

 10  5  3  140 m2
from814 $
per night
Someone else is currently looking at this property!
  • 6
  • 18
  • 9
  • 7
  • 18th century villa with large garden
  • Small spa (hot tub)
  • Restaurant 50 meters from the property
from 197 $per night

Dante 1

 2  1  1  40 m2
from197 $
per night

Dante 2

 4  2  1  65 m2
from293 $
per night

Dante 3

 2  1  1  40 m2
from241 $
per night

Dante 4

 2  1  1  45 m2
from231 $
per night

Dante 5

 2  1  1  40 m2
from244 $
per night

Dante 6

 6  3  2  70 m2
from332 $
per night
  • 3
  • 16
  • 6
  • 4
  • Traditional Tuscan farmhouse
  • "Infinity pool" with a view of the hills
  • Perfect for nature lovers
from 325 $per night

Arturo 1 - Macina

 6  2  1  90 m2
from325 $
per night

Arturo 2 - Dependance

 4  1  1  60 m2
from325 $
per night

Arturo 3 - Borgo

 6  3  2  80 m2
from488 $
per night
  • 12
  • 6
  • 6
  • 350 m2
  • Luxury villa in Tuscany with heatable pool
  • Panoramic views of San Gimignano
  • Indoor spa with jacuzzi, sauna e steam room
from 2067 $per night
  • 6
  • 3
  • 2
  • 240 m2
  • Detached villa in the countryside
  • Hilly and panoramic position
  • Close to San Gimignano and the Via Francigena
from 314 $per night
  • 6
  • 3
  • 3
  • 115 m2
  • Characteristic Tuscan country house
  • Large garden with relaxation areas
  • Good location to visit Chianti
from 241 $per night
  • 3
  • 10
  • 3
  • 3
  • Historic building in a small medieval village
  • Free access to the tower with panoramic view
  • Basic services within walking distance
from 66 $per night

Certaldo 1

 3  1  1  50 m2
from66 $
per night

Certaldo 2

 3  1  1  41 m2
from66 $
per night

Certaldo 3

 4  1  1  54 m2
from70 $
per night
  • 8
  • 4
  • 3
  • 130 m2
  • Beautiful property in a panoramic position
  • Large terraced garden with private pool
  • Basic services within walking distance
from 185 $per night
  • 12
  • 6
  • 6
  • 300 m2
  • Luxurious villa near the Etruscan town of Volterra
  • 6 bedrooms each with private bathroom
  • The owner owns a farm
from 1700 $per night
  • 15
  • 8
  • 7
  • 400 m2
  • Renovated villa of 17th century
  • Panoramic position in the Chianti area
  • Suitable for events
from 412 $per night
  • 12
  • 6
  • 6
  • 270 m2
  • Beautiful villa in the Tuscan countryside
  • 6 bedrooms, each with a private bathroom
  • Magnificent panoramic views
from 1028 $per night
  • 5
  • 2
  • 2
  • 110 m2
  • Beautiful property in Chianti
  • Private pool with panoramic views
  • Conveniently situated to explore the area
from 133 $per night
  • 11
  • 5
  • 5
  • 300 m2
  • Ancient historical venue dating back to the XIII century
  • Next to the Paneretta Castle (cellars)
  • 5 bedrooms, each with private bathroom
from 1002 $per night
  • 12
  • 6
  • 7
  • 250 m2
  • Large villa in the Tuscan countryside
  • 6 bedrooms, each with private bathroom
  • Electric charging station
from 1127 $per night
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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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Cancellation Costs Cover

Included in the rental price! Our Commitment to a Worry-Free Experience.

We have introduced a cancellation penalty reimbursement mechanism, designed to provide our guests with an extra layer of security, allowing them to book with confidence.

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Special Deals

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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Villa Petra: Building Exterior, Outdoor, Pool, Scenic View
  • 8
  • 3
  • 2
  • 106 m2
from332  per night
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