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Montalcino Vacation Rentals & Homes - 53 Rentals Available

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53 Vacation rentals

1 / 29

Poggio alle Mura Villa

  • 5
  • 16
  • 7 nights min
  • Child friendly

$910

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from $910 / night

(2)

1 / 40

Poggio alle Mura Villa

  • 6
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1321

Excellent (2 reviews)

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from $1321 / night

1 / 22

Montalcino Villa

  • 4
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$318

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from $318 / night

(3)

1 / 59

San Giovanni d'Asso House

  • 5
  • 10
  • 7 nights min
  • Ask about children
  • Pet friendly

$679

Very Good (3 reviews)

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from $679 / night

1 / 32

Poggio alle Mura Villa

  • 6
  • 16
  • 7 nights min
  • Child friendly

$737

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from $737 / night

1 / 30

Poggio alle Mura Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$1099

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from $1099 / night

1 / 28

Poggio alle Mura House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children

$794

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from $794 / night

(2)

1 / 12

Montalcino Villa

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Ask about pets

$855

Very Good (2 reviews)

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from $855 / night

1 / 39

Montalcino House

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$633

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from $633 / night

1 / 14

Montalcino House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children

from $436 / night

1 / 26

Poggio alle Mura Villa

  • 5
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children

$1841

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from $1841 / night

1 / 20

San Giovanni d'Asso House

  • 4
  • 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$545

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from $545 / night

1 / 12

Montalcino Villa

  • 6
  • 11
  • 7 nights min
  • Ask about children
  • Ask about pets

$842

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from $842 / night

(2)

1 / 39

San Giovanni d'Asso Villa

  • 3
  • 5
  • 7 nights min
  • Ask about children
  • Pet friendly

$330

Excellent (2 reviews)

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from $330 / night

(2)

1 / 71

San Giovanni d'Asso Villa

  • 8
  • 16
  • 7 nights min
  • Ask about children
  • Pet friendly

$861

Excellent (2 reviews)

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from $861 / night

1 / 20

San Giovanni d'Asso Villa

  • 7
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$813

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from $813 / night

1 / 20

Montalcino Villa

  • 22
  • 44
  • 3 nights min
  • Child friendly

$18837

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from $18837 / night

1 / 50

Montalcino House

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $717 / night

1 / 5

Poggio alle Mura Villa

  • 5
  • 10
  • 7 nights min
  • Child friendly

$739

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from $739 / night

1 / 45

Montalcino Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $862 / night

(1)

1 / 39

Montalcino Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children

$837

Excellent (1 reviews)

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from $837 / night

(1)

1 / 21

Montalcino Apartment

  • 3
  • 6
  • 2 nights min
  • Nearest beach 137 mi
  • Swimming pool
  • Pet friendly

$459

Excellent (1 reviews)

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from $459 / night

1 / 30

San Giovanni d'Asso Villa

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $977 / night

1 / 25

Montalcino Villa

  • 9
  • 19
  • 7 nights min
  • Ask about children
  • Ask about pets

$1761

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from $1761 / night

1 / 19

Montalcino Apartment

  • 2
  • 6
  • 2 nights min
  • Nearest beach 137 mi
  • Swimming pool
  • Pet friendly

from $302 / night

1 / 10

Montalcino Villa

  • 6
  • 12
  • Min stay varies
  • Child friendly
  • Ask about pets

Inquire for Rates

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Pricing unknown

1 / 18

Montalcino Apartment

  • 2
  • 4
  • 2 nights min
  • Nearest beach 137 mi
  • Swimming pool
  • Pet friendly

from $337 / night

1 / 18

Montalcino Apartment

  • 2
  • 4
  • 2 nights min
  • Nearest beach 137 mi
  • Swimming pool
  • Pet friendly

from $317 / night

1 / 30

Montalcino House

  • 14
  • 30
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$3727

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from $3727 / night

1 / 24

Montalcino House

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $479 / night

1 / 20

Montalcino Apartment

  • 2
  • 6
  • 2 nights min
  • Nearest beach 137 mi
  • Swimming pool
  • Pet friendly

from $407 / night

1 / 11

Castelnuovo dell'Abate Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $591 / night

1 / 30

Montalcino Apartment

  • 4
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $351 / night

(1)

1 / 47

Castelnuovo dell'Abate Villa

  • 5
  • 8
  • 3 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$1556

Excellent (1 reviews)

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from $1556 / night

1 / 30

Montalcino Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $647 / night

1 / 12

Montalcino Villa

  • 4
  • 7
  • 7 nights min
  • Ask about children
  • Ask about pets

$648

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from $648 / night

1 / 30

Montalcino Villa

  • 4
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $368 / night

1 / 22

Montalcino Villa

  • 4
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $341 / night

1 / 23

Poggio alle Mura Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $495 / night

1 / 30

Montalcino Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $442 / night