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Montalcino 4+ bedroom Vacation Rentals, Homes & More - 441 Rentals Available.

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441 Vacation rentals

Filters applied: 4+ Bedrooms

1 / 37

Montalcino House

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

$457.00

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from $457.00 / night

1 / 12

San Giovanni d'Asso House

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

$606.00

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from $606.00 / night

(1)

1 / 39

Montalcino Villa

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

$1,000.00

Excellent (1 reviews)

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from $1,000.00 / night

1 / 27

Montalcino Apartment

  • 4
  • 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

$369.00

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from $369.00 / night

1 / 30

Montalcino Villa

  • 4
  • 8
  • Min stay varies
  • Child friendly
  • Ask about pets

$1,056.00

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from $1,056.00 / night

1 / 41

Montalcino Villa

  • 4
  • 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

$630.00

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from $630.00 / night

1 / 22

Montalcino Villa

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

$335.00

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from $335.00 / night

1 / 33

San Giovanni d'Asso Villa

  • 4
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$565.00

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from $565.00 / night

(2)

1 / 71

San Giovanni d'Asso Villa

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

$929.00

Excellent (2 reviews)

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from $929.00 / night

1 / 19

Montalcino Villa

  • 4
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$668.00

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from $668.00 / night

1 / 41

Montalcino Villa

  • 4
  • 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

$700.00

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from $700.00 / night

1 / 29

Poggio alle Mura Villa

  • 4
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$749.00

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from $749.00 / night

1 / 47

San Giovanni d'Asso Villa

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

$394.00

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from $394.00 / night

1 / 30

Poggio alle Mura Villa

  • 5
  • 10
  • Min stay varies
  • Child friendly
  • Ask about pets

$2,141.00

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from $2,141.00 / night

1 / 31

Poggio alle Mura Villa

  • 6
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,109.00

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from $1,109.00 / night

1 / 28

Poggio alle Mura Villa

  • 5
  • 10
  • Min stay varies
  • Child friendly
  • Pet friendly

$2,099.00

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from $2,099.00 / night

1 / 30

Montalcino Villa

  • 4
  • 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

$686.00

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from $686.00 / night

(4)

1 / 59

San Giovanni d'Asso House

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

$702.00

Excellent (4 reviews)

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from $702.00 / night

1 / 31

Montalcino Villa

  • 7
  • 18
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

$857.00

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from $857.00 / night

1 / 57

Poggio alle Mura Villa

  • 5
  • 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

$1,888.00

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from $1,888.00 / night

1 / 30

Poggio alle Mura Villa

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

$1,756.00

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from $1,756.00 / night

1 / 30

Montalcino Apartment

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

$1,272.00

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from $1,272.00 / night

1 / 30

Montalcino House

  • 14
  • 30
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$3,909.00

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from $3,909.00 / night

1 / 23

Castelnuovo dell'Abate Villa

  • 6
  • 12
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$1,052.00

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from $1,052.00 / night

(1)

1 / 47

Castelnuovo dell'Abate Villa

  • 5
  • 8
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$1,655.00

Excellent (1 reviews)

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from $1,655.00 / night

1 / 50

Montalcino House

  • 8
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$753.00

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from $753.00 / night

1 / 23

Montalcino Villa

  • 4
  • 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

$644.00

Inquire

from $644.00 / night

1 / 32

San Giovanni d'Asso House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$239.00

Book

from $239.00 / night

1 / 17

San Giovanni d'Asso Villa

  • 5
  • 10
  • Min stay varies
  • Child friendly
  • Ask about pets

$1,073.00

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from $1,073.00 / night

1 / 30

San Giovanni d'Asso Villa

  • 5
  • 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$1,311.00

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from $1,311.00 / night

1 / 49

Montalcino Villa

  • 12
  • 24
  • Min stay varies
  • Child friendly
  • Pet friendly

$1,591.00

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from $1,591.00 / night

1 / 10

Montalcino Villa

  • 6
  • 12
  • 7 nights min
  • Child friendly
  • Ask about pets

$6,138.00

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from $6,138.00 / night

1 / 41

Poggio alle Mura Villa

  • 6
  • 12
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$1,724.00

Inquire

from $1,724.00 / night

1 / 45

Montalcino Villa

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

$976.00

Inquire

from $976.00 / night

1 / 41

San Giovanni d'Asso Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$481.00

Inquire

from $481.00 / night

1 / 25

Montalcino Villa

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

$820.00

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from $820.00 / night

1 / 39

Montalcino House

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$503.00

Inquire

from $503.00 / night

1 / 38

Poggio alle Mura Villa

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

$914.00

Book

from $914.00 / night

1 / 30

San Giovanni d'Asso Villa

  • 8
  • 16
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

$1,676.00

Inquire

from $1,676.00 / night

(2)

1 / 52

Montalcino House

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

$1,140.00

Very Good (2 reviews)

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from $1,140.00 / night