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Certaldo

Excellent 1609 Reviews 4.7/5
A vacation rental in Certaldo 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 Certaldo 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 Certaldo are carefully selected to offer the best experience with all the comforts you expect for your stay. Also consider other vacation rentals nearby Certaldo as villas with pool in Certaldo, last minute rentals near Certaldo, apartments in Certaldo and luxury villas for rent in Certaldo. 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 1 - 15 of 53
  • 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
Someone else is currently looking at this property!
  • 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
  • 4
  • 2
  • 1
  • 65 m2
  • Pretty house with private pool
  • Completely surrounded by greenery
  • 6 km from the medieval village of Certaldo
from 141 $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
  • 5
  • 28
  • 13
  • 10
  • Beautiful property in the Tuscan countryside
  • Swimming pool with panoramic view over the hills
  • Riding stables just 2 km away
from 130 $per night

Casa Rossa 3

 4  1  1  47 m2
from130 $
per night

Casa Rossa 4

 6  3  3  95 m2
from172 $
per night

Casa Rossa 5

 6  3  2  95 m2
from172 $
per night

Casa Rossa 6

 6  3  2  95 m2
from172 $
per night

Casa Rossa 7

 6  3  2  95 m2
from172 $
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
  • 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
  • 15
  • 8
  • 7
  • 400 m2
  • Renovated villa of 17th century
  • Panoramic position in the Chianti area
  • Suitable for events
from 412 $per night
  • 14
  • 7
  • 7
  • 450 m2
  • Luxury villa in Tuscany near San Gimignano
  • Suitable for weddings and other celebrations
  • Swimming pool, tennis court, jacuzzi and sauna
from 1212 $per night
  • 8
  • 4
  • 5
  • 250 m2
  • Traditional country house in Chianti area
  • Large interior spaces, tastefully furnished
  • Enchanting view of San Gimignano (2 km away)
from 411 $per night
  • 4
  • 2
  • 2
  • 80 m2
  • Independent country house
  • Nestled in the countryside near San Gimignano
  • Outdoor hot tub
from 185 $per night
  • 14
  • 7
  • 7
  • 400 m2
  • Large garden with panoramic view
  • Close to the famous city of San Gimignano "the medieval New York"
  • Elegant pool table
from 653 $per night
Someone else is currently looking at this property!
  • 10
  • 5
  • 3
  • 310 m2
  • Stone farmhouse in Chianti
  • Large garden with panoramic view
  • Quiet and strategic position
from 527 $per night
  • 7
  • 3
  • 2
  • 160 m2
  • Panoramic view of the Chianti hills
  • Traditional Tuscan country House
  • Large garden with equipped outdoor spaces
from 303 $per night
  • 3
  • 6
  • 3
  • 4
  • Large property in the Tuscan countryside
  • Swimming pool with hydromassage corner
  • Enchanting view of San Gimignano (at 300m)
from 82 $per night

La Capanna

 2  1  2  70 m2
from121 $
per night

Il Cottage

 2  1  1  45 m2
from106 $
per night

Ovile

 2  1  1  35 m2
from82 $
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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Travel Experiences

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  • 8
  • 5
  • 3
  • 260 m2
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  • 14
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  • 90 m2
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