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Montalcino Vacation Rentals & Homes - 68 Rentals Available

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68 Vacation rentals

1 / 61

Tavernelle House

  • 4
  • 8
  • 7 nights min
  • Nearest beach 71 mi
  • Swimming pool
  • Ask about children
Match: 3+ Bedrooms All filters match

$316.00

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from $316.00 / night

1 / 20

San Giovanni d'Asso House

  • 5
  • 10
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
Match: 3+ Bedrooms All filters match

$765.00

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from $765.00 / night

1 / 40

San Giovanni d'Asso House

  • 3
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Match: 3+ Bedrooms All filters match

$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
Match: 3+ Bedrooms All filters match

$654.00

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from $654.00 / night

1 / 20

San Giovanni d'Asso House

  • 11
  • 21
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
Match: 3+ Bedrooms All filters match

$1,182.00

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from $1,182.00 / night

(4)

1 / 20

Montalcino House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Match: 3+ Bedrooms All filters match

$417.00

Excellent (4 reviews)

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from $417.00 / night

1 / 20

San Giovanni d'Asso House

  • 8
  • 16
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
Match: 3+ Bedrooms All filters match

$987.00

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from $987.00 / night

(1)

1 / 20

Montalcino House

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Match: 3+ Bedrooms All filters match

$578.00

Excellent (1 reviews)

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from $578.00 / night

(1)

1 / 20

San Giovanni d'Asso House

  • 3
  • 5
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
Match: 3+ Bedrooms All filters match

$359.00

Very Good (1 reviews)

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from $359.00 / night

These homes match some but not all of your filters. Clear all filters

1 / 48

Castelnuovo dell'Abate Apartment

  • 4
  • 8
  • 7 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Ask about children
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$929.00

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from $929.00 / night

1 / 26

Poggio alle Mura Villa

  • 11
  • 22
  • 7 nights min
  • Child friendly
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$1,152.00

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from $1,152.00 / night

1 / 20

San Giovanni d'Asso Villa

  • 7
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

Responds fast! Avg. 3 hours 50 minutes

$789.00

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from $789.00 / night

1 / 25

Montalcino Villa

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Pet friendly
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$277.00

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from $277.00 / night

(1)

1 / 29

Castelnuovo dell'Abate Villa

  • 5
  • 8
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$1,496.00

Excellent (1 reviews)

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from $1,496.00 / night

(1)

1 / 21

Montalcino Apartment

  • 3
  • 6
  • 2 nights min
  • Nearest beach 137 mi
  • Swimming pool
  • Child friendly
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$380.00

Excellent (1 reviews)

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from $380.00 / night

1 / 72

San Giovanni d'Asso Villa

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$876.00

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from $876.00 / night

1 / 48

San Giovanni d'Asso Villa

  • 5
  • 10
  • 7 nights min
  • Nearest beach 94 mi
  • Swimming pool
  • Ask about children
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$358.00

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from $358.00 / night

1 / 35

Castelnuovo dell'Abate Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

Responds fast! Avg. 2 hours 51 minutes

$909.00

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from $909.00 / night

1 / 12

Castelnuovo dell'Abate Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$1,112.00

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from $1,112.00 / night

1 / 10

Montalcino Villa

  • 6
  • 12
  • 7 nights min
  • Child friendly
  • Ask about pets
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$5,594.00

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from $5,594.00 / night

1 / 41

Montalcino Villa

  • 4
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$378.00

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from $378.00 / night

1 / 58

San Giovanni d'Asso Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$798.00

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from $798.00 / night

1 / 29

Poggio alle Mura Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$585.00

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from $585.00 / night

1 / 37

Montalcino Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$516.00

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from $516.00 / night

1 / 27

Castelnuovo dell'Abate Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$504.00

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from $504.00 / night

1 / 42

San Giovanni d'Asso Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$198.00

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from $198.00 / night

1 / 81

Castelnuovo dell'Abate Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$416.00

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from $416.00 / night

1 / 48

Montalcino Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$1,133.00

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from $1,133.00 / night

1 / 38

San Giovanni d'Asso Villa

  • 9
  • 22
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$2,140.00

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from $2,140.00 / night

1 / 23

Castelnuovo dell'Abate Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$616.00

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from $616.00 / night

1 / 40

San Giovanni d'Asso Villa

  • 3
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$389.00

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from $389.00 / night

1 / 72

San Giovanni d'Asso Villa

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$1,068.00

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from $1,068.00 / night

1 / 37

Montalcino Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$858.00

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from $858.00 / night

1 / 19

Montalcino Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$355.00

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from $355.00 / night

1 / 12

Montalcino Villa

  • 4
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$259.00

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from $259.00 / night

1 / 59

La Croce Villa

  • 13
  • 26
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$697.00

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from $697.00 / night

1 / 27

Castelnuovo dell'Abate Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$1,165.00

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from $1,165.00 / night

1 / 17

San Giovanni d'Asso Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
1 of 2 match: 3+ Bedrooms, Rental types 1 of 2 filters match

$672.00

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from $672.00 / night

Your search has been expanded 13.3 miles to include more rentals

1 / 39

Vivo d'Orcia House - 11.6 miles away

  • 3
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly
Match: 3+ Bedrooms All filters match

$259.00

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from $259.00 / night

1 / 41

Montepulciano House - 13.3 miles away

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Match: 3+ Bedrooms All filters match

$511.00

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from $511.00 / night