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Best Montalcino Estates on Holiday Lettings - Villas

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60 Vacation rentals

Vacation farmhouse in San Giovanni d'Asso

San Giovanni d'Asso farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $225 / night

$1,621 / week

1 / 17

Vacation apartment in Montalcino

Montalcino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $100 / night

$699 / week

1 / 48

Val d'Orcia Vacation apartment rental

Val d'Orcia apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $116 / night

$811 - $1,160 / week

1 / 18

Vacation apartment in Montalcino

Montalcino apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from $367 / night

$2,566 / week

1 / 13

Vacation b&b in Val d'Orcia

Val d'Orcia b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $113 / night

$786 / week

1 / 15

Vacation farmhouse in San Giovanni d'Asso

San Giovanni d'Asso farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $343 / night

$2,400 / week

1 / 20

Castelnuovo dell'Abate Vacation home rental

Castelnuovo dell'Abate house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from $250 / night

$1,621 / week

1 / 8

Vacation villa with swimming pool in Montalcino

Montalcino villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

from $1,185 / night

$7,480 - $16,170 / week

1 / 39

Val d'Orcia Vacation apartment rental

Val d'Orcia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $125 / night

$873 / week

1 / 15

Val d'Orcia Vacation b&b rental

Val d'Orcia b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $194 / night

$1,353 / week

1 / 16

Vacation home in Montalcino

Montalcino house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $125 / night

$873 / week

1 / 24

Vacation apartment in Montalcino

Montalcino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $138 / night

$624 / week

1 / 23

Home rental in Montalcino

Montalcino house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $75 / night

$524 / week

1 / 13

Vacation apartment in Tavernelle

Tavernelle apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $225 / night

$1,571 - $2,357 / week

1 / 6

Tavernelle Vacation apartment rental

Tavernelle apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

from $162 / night

$1,135 - $1,397 / week

1 / 5

Poggio alle Mura Vacation villa rental

Poggio alle Mura villa

  • 11 bedrooms
  • 13 bathrooms
  • sleeps 30

from $2,785 / night

$13,768 - $25,364 / week

1 / 35

Vacation villa with swimming pool in Montalcino

Montalcino villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

from $935 / night

$6,545 / week

1 / 51

Vacation villa with shared pool in Montalcino

Montalcino villa

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 26

from $1,721 / night

$12,043 / week

1 / 30

San Giovanni d'Asso Vacation villa rental

San Giovanni d'Asso villa

  • 14 bedrooms
  • 15 bathrooms
  • sleeps 30

from $3,156 / night

$22,088 / week

1 / 50

Vacation home in Castelnuovo dell'Abate

Castelnuovo dell'Abate house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $216 / night

$1,505 - $1,572 / week

1 / 27

Montalcino Vacation villa rental

Montalcino villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $490 / night

$3,430 / week

1 / 22

Vacation apartment with shared pool in Castelnuovo dell'Abate

Castelnuovo dell'Abate apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $187 / night

$1,247 / week

1 / 12

Vacation home in Montalcino

Montalcino house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

from $426 / night

$2,479 - $3,090 / week

1 / 28

B&b rental in Montalcino

Montalcino b&b

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $262 / night

$1,571 / week

1 / 22

Vacation apartment in Sant'Angelo in Colle

Sant'Angelo in Colle apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $225 / night

$1,496 - $2,369 / week

1 / 26

B&b rental in Montalcino

Montalcino b&b

  • 1 bedroom
  • sleeps 2

from $150 / night

$998 / week

1 / 12

B&b rental in Montalcino

Montalcino b&b

  • 1 bedroom
  • sleeps 2

from $150 / night

$998 / week

1 / 12

B&b rental in Montalcino

Montalcino b&b

  • 1 bedroom
  • sleeps 2

from $150 / night

$998 / week

1 / 12

Montalcino Vacation b&b rental

Montalcino b&b

  • 1 bedroom
  • sleeps 3

from $200 / night

$1,397 / week

1 / 12

Montalcino Vacation b&b rental

Montalcino b&b

  • 1 bedroom
  • sleeps 1

from $94 / night

$655 / week

1 / 12

Montalcino Vacation b&b rental

Montalcino b&b

  • 1 bedroom
  • sleeps 3

from $200 / night

$1,397 / week

1 / 12

San Giovanni d'Asso Vacation villa rental

San Giovanni d'Asso villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $686 / night

$4,800 / week

1 / 31

Vacation apartment in Montalcino

Montalcino apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $444 / night

$3,107 / week

1 / 50

Vacation farmhouse in San Giovanni d'Asso

San Giovanni d'Asso farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $225 / night

$1,571 / week

1 / 15

Vacation apartment in Val d'Orcia

Val d'Orcia apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

from $287 / night

$2,008 / week

1 / 24

Vacation apartment in San Giovanni d'Asso

San Giovanni d'Asso apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $81 / night

$568 / week

1 / 22

Vacation apartment in Val d'Orcia

Val d'Orcia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $250 / night

$1,746 / week

1 / 24

Vacation villa with swimming pool in San Giovanni d'Asso

San Giovanni d'Asso villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $733 / night

$5,132 / week

1 / 48

Vacation villa with swimming pool in Montalcino

Montalcino villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 7

from $636 / night

$4,451 / week

1 / 9

Vacation home with swimming pool in San Giovanni d'Asso

San Giovanni d'Asso house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 7

from $727 / night

$6,633 / week

1 / 12

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