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Montalcino Vacation Rentals & Homes - 392 Rentals Available

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392 Vacation rentals

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1 / 18

Montalcino Apartment

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

$297.00

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from $297.00 / night

(1)

1 / 29

Castelnuovo dell'Abate Villa

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

$1,501.00

Excellent (1 reviews)

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from $1,501.00 / night

1 / 48

San Giovanni d'Asso Villa

  • 5
  • 10
  • 7 nights min
  • Nearest beach 94 mi
  • Swimming pool
  • Ask about children

$358.00

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from $358.00 / night

1 / 15

Montalcino Villa

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$400.00

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from $400.00 / night

1 / 18

Montalcino Apartment

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

$269.00

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from $269.00 / night

1 / 20

Montalcino Apartment

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

$336.00

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from $336.00 / night

1 / 25

Montalcino Villa

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Pet friendly

$277.00

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from $277.00 / night

1 / 31

Montalcino Villa

  • 2
  • 4
  • 7 nights min
  • Nearest beach 60 mi
  • Ask about children
  • Pet friendly

$191.00

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from $191.00 / night

1 / 61

Tavernelle House

  • 4
  • 8
  • 7 nights min
  • Nearest beach 71 mi
  • Swimming pool
  • Ask about children

$317.00

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from $317.00 / night

1 / 42

San Giovanni d'Asso Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$198.00

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from $198.00 / night

1 / 27

Castelnuovo dell'Abate Villa

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

$1,171.00

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from $1,171.00 / night

1 / 10

Montalcino Villa

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

$5,594.00

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from $5,594.00 / night

1 / 58

San Giovanni d'Asso Villa

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

$800.00

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from $800.00 / night

1 / 19

Montalcino Villa

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

$355.00

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from $355.00 / night

1 / 35

Castelnuovo dell'Abate Villa

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

$913.00

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from $913.00 / night

1 / 20

San Giovanni d'Asso House

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

$761.00

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from $761.00 / night

1 / 19

Montalcino Apartment

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

$235.00

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from $235.00 / night

1 / 48

Montalcino Villa

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

$1,132.00

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from $1,132.00 / night

1 / 20

San Giovanni d'Asso House

  • 11
  • 21
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$1,175.00

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from $1,175.00 / night

1 / 72

San Giovanni d'Asso Villa

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

$1,072.00

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from $1,072.00 / night

1 / 40

San Giovanni d'Asso House

  • 3
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$320.00

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from $320.00 / night

1 / 58

San Giovanni d'Asso House

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

$657.00

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from $657.00 / night

1 / 40

San Giovanni d'Asso Villa

  • 3
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$391.00

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from $391.00 / night

1 / 72

San Giovanni d'Asso Villa

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$875.00

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from $875.00 / night

(1)

1 / 21

Montalcino Apartment

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

$381.00

Excellent (1 reviews)

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from $381.00 / night

1 / 29

Poggio alle Mura Villa

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

$585.00

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from $585.00 / night

1 / 48

Castelnuovo dell'Abate Apartment

  • 4
  • 8
  • 7 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Ask about children

$928.00

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from $928.00 / night

(4)

1 / 20

Montalcino House

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

$419.00

Excellent (4 reviews)

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from $419.00 / night

1 / 20

San Giovanni d'Asso House

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

$981.00

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from $981.00 / night

(1)

1 / 20

San Giovanni d'Asso House

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

$357.00

Very Good (1 reviews)

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from $357.00 / night

1 / 37

Montalcino Villa

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

$518.00

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from $518.00 / night

(1)

1 / 20

Montalcino House

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$580.00

Excellent (1 reviews)

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from $580.00 / night

1 / 41

Montalcino Villa

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

$378.00

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from $378.00 / night

1 / 37

Montalcino Villa

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

$858.00

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from $858.00 / night

1 / 37

Montalcino Villa

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

$467.00

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from $467.00 / night

Your search has been expanded 19.3 miles to include more rentals

1 / 62

Pienza Villa - 9.2 miles away

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

$511.00

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from $511.00 / night

1 / 24

Siena Villa - 19.3 miles away

  • 7
  • 14
  • 7 nights min
  • Ask about children
  • Pet friendly

$345.00

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from $345.00 / night

(1)

1 / 32

Siena Villa - 19.3 miles away

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Ask about pets

$316.00

Excellent (1 reviews)

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from $316.00 / night

1 / 37

Chianciano Terme Apartment - 14.7 miles away

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

$217.00

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from $217.00 / night

1 / 45

Siena Villa - 19.3 miles away

  • 5
  • 10
  • 7 nights min
  • Nearest beach 117 mi
  • Ask about children
  • Pet friendly

$355.00

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from $355.00 / night