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Montalcino 4+ bedroom Vacation Rentals, Homes & More - 39 Rentals Available.

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39 Vacation rentals

Filters applied: 4+ Bedrooms

1 / 29

Poggio alle Mura Villa

  • 5
  • 16
  • 7 nights min
  • Child friendly

$910

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from $910 / night

1 / 20

Montalcino Villa

  • 22
  • 44
  • 3 nights min
  • Child friendly

$18837

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from $18837 / night

1 / 14

Montalcino House

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

from $432 / night

1 / 32

Poggio alle Mura Villa

  • 6
  • 16
  • 7 nights min
  • Child friendly

$737

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from $737 / night

1 / 50

Montalcino House

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

from $711 / night

1 / 30

Montalcino House

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

$3694

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from $3694 / night

1 / 26

Poggio alle Mura Villa

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

$1824

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from $1824 / 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 / 40

Poggio alle Mura Villa

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

$1309

Excellent (2 reviews)

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from $1309 / night

1 / 30

San Giovanni d'Asso Villa

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

from $973 / night

1 / 28

Poggio alle Mura House

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

$786

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from $786 / 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 / 25

Montalcino Villa

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

$1761

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from $1761 / night

1 / 30

Poggio alle Mura Villa

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

$1095

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from $1095 / 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 / 22

Montalcino Villa

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

$315

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from $315 / night

1 / 24

Montalcino House

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

from $474 / night

1 / 30

Montalcino Apartment

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

from $350 / 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 / 14

Montalcino Villa

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

from $498 / 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 / 20

Montalcino Villa

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

from $315 / night

1 / 45

Montalcino Villa

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

from $862 / night

1 / 5

Poggio alle Mura Villa

  • 5
  • 10
  • 7 nights min
  • Child friendly

$739

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from $739 / night

1 / 11

Castelnuovo dell'Abate Villa

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

from $591 / night

1 / 22

Montalcino Villa

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

from $340 / night

(1)

1 / 39

Montalcino Villa

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

$830

Excellent (1 reviews)

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from $830 / 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)

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 / 10

San Giovanni d'Asso Villa

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

from $588 / night

1 / 17

Montalcino Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Inquire for Rates

Inquire

Pricing unknown

1 / 30

Montalcino Villa

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

from $367 / night

1 / 30

Montalcino Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $488 / night

1 / 30

Montalcino Villa

  • 7
  • 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $469 / night

1 / 23

Poggio alle Mura Villa

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

from $495 / night

1 / 30

San Giovanni d'Asso Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $767 / night

1 / 20

San Giovanni d'Asso Villa

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

$820

Book

from $820 / night

1 / 30

Montalcino Apartment

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $937 / night

1 / 46

San Giovanni d'Asso Villa

  • 5
  • 10
  • 7 nights min
  • Child friendly
  • Air conditioning

$335

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from $335 / night

Your search has been expanded 4.2 miles to include more rentals

1 / 29

San Quirico d'Orcia House - 4.2 miles away

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

from $146 / night