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Montalcino Vacation Rentals & Homes - 633 Rentals Available

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633 Vacation rentals

1 / 22

Montalcino Villa

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

$334.00

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from $334.00 / night

1 / 12

San Giovanni d'Asso House

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

$603.00

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from $603.00 / 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)

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 / 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 / 29

Poggio alle Mura Villa

  • 5
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,025.00

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from $1,025.00 / night

(2)

1 / 40

Poggio alle Mura Villa

  • 6
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,692.00

Excellent (2 reviews)

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from $1,692.00 / night

1 / 50

Montalcino House

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

$755.00

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from $755.00 / 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

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 / 30

Montalcino House

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

$3,916.00

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from $3,916.00 / 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 / 26

Poggio alle Mura Villa

  • 5
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$2,209.00

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from $2,209.00 / night

1 / 20

Montalcino Apartment

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

$434.00

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from $434.00 / 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 / 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 / 18

Montalcino Apartment

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

$341.00

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from $341.00 / night

1 / 31

Poggio alle Mura Villa

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

$830.00

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from $830.00 / night

1 / 20

San Giovanni d'Asso Villa

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

$868.00

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from $868.00 / night

1 / 36

Montalcino Villa

  • 22
  • 44
  • 3 nights min
  • Ask about children
  • Ask about pets

$18,818.00

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from $18,818.00 / night

1 / 38

Poggio alle Mura Villa

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

$913.00

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from $913.00 / night

(1)

1 / 47

Castelnuovo dell'Abate Villa

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

$1,649.00

Excellent (1 reviews)

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from $1,649.00 / night

1 / 32

San Giovanni d'Asso House

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

$282.00

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from $282.00 / 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 / 49

Montalcino Villa

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

$1,567.00

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from $1,567.00 / 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 / 19

Montalcino Villa

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

$604.00

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from $604.00 / night

1 / 28

Poggio alle Mura House

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children

$1,157.00

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from $1,157.00 / night

1 / 50

Montalcino Villa

  • 9
  • 18
  • 3 nights min
  • Ask about children
  • Ask about pets

$8,754.00

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from $8,754.00 / night

1 / 18

San Giovanni d'Asso Villa

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Ask about pets

$477.00

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from $477.00 / night

1 / 30

Montalcino Villa

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

$1,263.00

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from $1,263.00 / night

1 / 30

San Giovanni d'Asso Villa

  • 3
  • 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

$545.00

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from $545.00 / night

1 / 61

Poggio alle Mura Villa

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

$1,706.00

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from $1,706.00 / night

1 / 31

Montalcino Villa

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

$809.00

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from $809.00 / night

1 / 39

Montalcino House

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

$504.00

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from $504.00 / 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

1 / 43

Poggio alle Mura Villa

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

$1,154.00

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from $1,154.00 / night

1 / 34

Montalcino Villa

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

$904.00

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from $904.00 / night

1 / 30

San Giovanni d'Asso Villa

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

$1,085.00

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from $1,085.00 / 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