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Last Minute Bargains

Excellent 1518 Reviews 4.7/5

Are you seeking a spontaneous escape to Castelfiorentino? 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 Castelfiorentino 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 Castelfiorentino. Start your search today, and you may discover your dream villa in Italy at a significantly reduced price. Book your holiday rental in Castelfiorentino less than 15 days before arrival and save a substantial amount of money. Also, explore our extensive range of vacation rentals in Castelfiorentino, including villa rentals and luxury villa rentals.

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Results 1 - 15 of 35
  • 4
  • 2
  • 1
  • 50 m2
  • Beautiful detached house in Chianti
  • Large terrace with swimming pool
  • Basic services within walking distance
from 107 $per night
  • 12
  • 6
  • 7
  • 250 m2
  • Large villa in the Tuscan countryside
  • 6 bedrooms, each with private bathroom
  • Electric charging station
from 1135 $per night
  • 7
  • 46
  • 16
  • 12
  • Enchanting property with panoramic views
  • Children's Separate swimming pool and play area
  • Tennis court available
from 126 $per night

La Valle 1

 6  2  2  80 m2
from181 $
per night

La Valle 2

 8  3  2  90 m2
from202 $
per night

La Valle 3

 8  3  2  120 m2
from202 $
per night

La Valle 4

 6  2  2  70 m2
from155 $
per night

La Valle 5

 4  1  1  45 m2
from126 $
per night

La Valle 6

 8  3  2  80 m2
from184 $
per night

La Valle 7

 6  2  1  70 m2
from155 $
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 278 $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 64 $per night

Certaldo 1

 3  1  1  50 m2
from64 $
per night

Certaldo 2

 3  1  1  41 m2
from64 $
per night

Certaldo 3

 4  1  1  54 m2
from69 $
per night
Someone else is currently looking at this property!
  • 6
  • 3
  • 3
  • 200 m2
  • Large villa with luxury furnishings
  • Enchanting view of the Tuscan countryside
  • 3 bedrooms, each with private bathroom
from 285 $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 127 $per night

Casa Rossa 3

 4  1  1  47 m2
from127 $
per night

Casa Rossa 4

 6  3  3  95 m2
from169 $
per night

Casa Rossa 5

 6  3  2  95 m2
from169 $
per night

Casa Rossa 6

 6  3  2  95 m2
from169 $
per night

Casa Rossa 7

 6  3  2  95 m2
from169 $
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 139 $per night
  • 39
  • 159
  • 68
  • 56
  • Original 12th Century Castle in the Tuscan countryside
  • Frescos and decorations of 18th century
  • Suitable to host events
from 93 $per night

Tettoia

 4  2  2  85 m2
from134 $
per night

Torre

 2  1  1  75 m2
from110 $
per night

Montegufoni 10

 2  1  1  45 m2
from93 $
per night

Montegufoni 11

 3  1  1  45 m2
from99 $
per night

Montegufoni 13

 4  1  1  75 m2
from99 $
per night

Acciaioli 14

 6  3  3  113 m2
from180 $
per night

Montegufoni 17

 4  1  1  55 m2
from105 $
per night

Montegufoni 18

 5  2  1  80 m2
from105 $
per night

Acciaioli 1Bis

 6  3  3  120 m2
from180 $
per night

Montegufoni 22

 2  1  1  32 m2
from99 $
per night

Montegufoni 23

 6  3  1  120 m2
from140 $
per night

Montegufoni 27

 5  2  1  100 m2
from122 $
per night

Montegufoni 28

 3  1  1  70 m2
from99 $
per night

Montegufoni 29

 3  2  1  65 m2
from110 $
per night

Montegufoni 3

 5  2  1  75 m2
from99 $
per night

Montegufoni 30

 4  2  2  80 m2
from128 $
per night

Acciaioli 3

 2  1  2  90 m2
from105 $
per night

Tiglio

 5  2  2  90 m2
from140 $
per night

Acciaioli 4

 5  2  2  70 m2
from140 $
per night

Torre 2

 2  1  1  35 m2
from105 $
per night

Villa Acciaioli

 8  4  3  180 m2
from199 $
per night

Bellavista

 2  1  1  50 m2
from99 $
per night

Archi

 4  1  1  45 m2
from205 $
per night

Camino

 2  1  1  25 m2
from99 $
per night

Forno

 4  2  1  65 m2
from105 $
per night

Giardino

 4  1  1  75 m2
from140 $
per night

Guardiano

 3  1  1  70 m2
from99 $
per night

Segretario

 5  2  1  100 m2
from151 $
per night

Tramonto

 4  2  2  80 m2
from140 $
per night

Fattoressa

 4  1  1  70 m2
from105 $
per night

Montegufoni 19B

 5  3  2  80 m2
from146 $
per night

Cappella

 3  1  1  45 m2
from93 $
per night

Bastione

 2  1  1  65 m2
from117 $
per night

Galleria

 9  4  3  310 m2
from333 $
per night

La Grotta

 5  2  2  100 m2
from169 $
per night

Cardinale

 6  3  2  110 m2
from151 $
per night

Teatro

 3  1  1  90 m2
from122 $
per night

Montegufoni 7

 4  1  1  60 m2
from140 $
per night

Cupola

 4  2  1  75 m2
from128 $
per night
  • 6
  • 3
  • 3
  • 115 m2
  • Characteristic Tuscan country house
  • Large garden with relaxation areas
  • Good location to visit Chianti
from 236 $per night
  • 10
  • 5
  • 4
  • 350 m2
  • Traditional Tuscan country house
  • Large and well-kept garden
  • Incredible view of the Chianti hills
from 336 $per night
  • 8
  • 4
  • 2
  • 350 m2
  • Large property on a hill
  • Pool with panoramic views of the Tuscany countryside
  • Tennis and five-a-side soccer pitch
from 215 $per night
  • 18
  • 8
  • 8
  • 345 m2
  • Large Tuscan farmhouse in Chianti
  • Wine and oil production (cellar)
  • 8 bedrooms, each with private bathroom
from 857 $per night
  • 15
  • 8
  • 7
  • 400 m2
  • Renovated villa of 17th century
  • Panoramic position in the Chianti area
  • Suitable for events
from 365 $per night
Someone else is currently looking at this property!
  • 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 1073 $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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