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Montalcino Vacation Rentals & Homes - 745 Rentals Available

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745 Vacation rentals

1 / 12

San Giovanni d'Asso House

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

$602.00

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from $602.00 / 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

(34)

1 / 46

Montalcino Farmhouse

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$358.00

Very Good (34 reviews)

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from $358.00 / night

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 / 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

1 / 24

Montalcino Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$304.00

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from $304.00 / night

(2)

1 / 39

San Giovanni d'Asso Villa

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

$350.00

Excellent (2 reviews)

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from $350.00 / 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)

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)

1 / 21

Montalcino Apartment

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

$486.00

Excellent (1 reviews)

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from $486.00 / night

1 / 22

Montalcino Villa

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

$333.00

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from $333.00 / night

1 / 19

Montalcino Apartment

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

$320.00

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from $320.00 / night

1 / 30

Montalcino Villa

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$189.00

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from $189.00 / 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 / 20

Montalcino Apartment

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

$430.00

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from $430.00 / night

1 / 32

San Giovanni d'Asso House

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

$239.00

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from $239.00 / night

1 / 18

Montalcino Apartment

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

$357.00

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from $357.00 / night

1 / 45

Montalcino Villa

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

$976.00

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from $976.00 / night

1 / 41

Poggio alle Mura Villa

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

$1,724.00

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from $1,724.00 / night

1 / 23

Montalcino Villa

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

$644.00

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from $644.00 / 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 / 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

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 / 30

Montalcino Villa

  • 3
  • 6
  • Min stay varies
  • Child friendly
  • Ask about pets

$1,336.00

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from $1,336.00 / 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 / 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 / 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 / 23

Montalcino Apartment

  • 2
  • 4
  • Min stay varies
  • Child friendly
  • Ask about pets

$272.00

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from $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 / 68

Montalcino Villa

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

$480.00

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from $480.00 / 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 / 23

Montalcino Apartment

  • 2
  • 3
  • Min stay varies
  • Child friendly
  • Ask about pets

$254.00

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from $254.00 / night

1 / 18

Montalcino Apartment

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

$338.00

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from $338.00 / night

(2)

1 / 12

Montalcino Villa

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

$906.00

Very Good (2 reviews)

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from $906.00 / night

1 / 27

San Giovanni d'Asso Apartment

  • 3
  • 6
  • Min stay varies
  • Child friendly
  • Ask about pets

$376.00

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from $376.00 / 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 / 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 / 41

San Giovanni d'Asso Villa

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

$481.00

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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 / 35

Montalcino Villa

  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$936.00

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from $936.00 / night