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Montalcino Vacation Rentals & Homes - 74 Rentals Available

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74 Vacation rentals

1 / 30

Montalcino House

  • 14
  • 30
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$3732

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from $3732 / night

1 / 20

San Giovanni d'Asso House

  • 4
  • 50
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$551

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from $551 / night

1 / 20

San Giovanni d'Asso House

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

from $685 / night

(2)

1 / 40

Poggio alle Mura Villa

  • 6
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1322

Excellent (2 reviews)

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from $1322 / night

1 / 22

Montalcino Villa

  • 4
  • 50
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$318

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from $318 / night

(2)

1 / 12

Montalcino Villa

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

$864

Very Good (2 reviews)

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from $864 / night

1 / 50

Montalcino House

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $718 / night

1 / 12

Montalcino Villa

  • 6
  • 11
  • 7 nights min
  • Ask about children
  • Ask about pets

$851

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from $851 / night

1 / 31

Poggio alle Mura Villa

  • 6
  • 16
  • 7 nights min
  • Child friendly

$737

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from $737 / night

1 / 30

Poggio alle Mura Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$1110

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from $1110 / night

1 / 30

Montalcino Villa

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

$201

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from $201 / night

(2)

1 / 39

San Giovanni d'Asso Villa

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

$334

Excellent (2 reviews)

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from $334 / night

1 / 14

Montalcino House

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

from $436 / night

(1)

1 / 39

Montalcino Villa

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

$838

Excellent (1 reviews)

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from $838 / night

(1)

1 / 21

Montalcino Apartment

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

$464

Excellent (1 reviews)

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from $464 / night

1 / 20

San Giovanni d'Asso House

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

from $898 / night

1 / 29

Poggio alle Mura Villa

  • 5
  • 16
  • 7 nights min
  • Child friendly

$910

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from $910 / night

(34)

1 / 52

Montalcino Farmhouse

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

$326

Very Good (34 reviews)

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from $326 / night

1 / 19

Montalcino Apartment

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

from $305 / night

1 / 20

Montalcino Apartment

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

from $411 / night

1 / 24

Montalcino Villa

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

$290

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from $290 / night

1 / 26

Poggio alle Mura Villa

  • 5
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children

$1843

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from $1843 / night

(4)

1 / 20

Montalcino House

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

$442

Excellent (4 reviews)

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from $442 / night

1 / 14

Montalcino Villa

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

from $503 / night

1 / 45

Montalcino Villa

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

$352

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from $352 / night

(1)

1 / 20

Montalcino House

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

$612

Excellent (1 reviews)

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from $612 / night

1 / 20

Montalcino Villa

  • 22
  • 44
  • 3 nights min
  • Child friendly

$18837

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from $18837 / night

1 / 30

San Giovanni d'Asso Villa

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

from $987 / night

1 / 20

San Giovanni d'Asso House

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

$1229

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from $1229 / night

(2)

1 / 71

San Giovanni d'Asso Villa

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

$870

Excellent (2 reviews)

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from $870 / night

(3)

1 / 59

San Giovanni d'Asso House

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

$686

Very Good (3 reviews)

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from $686 / night

(8)

1 / 60

Montalcino Villa

  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$453

Excellent (8 reviews)

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from $453 / night

1 / 46

San Giovanni d'Asso Villa

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

$335

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from $335 / night

1 / 56

Poggio alle Mura Villa

  • 5
  • 10
  • 7 nights min
  • Child friendly

$740

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from $740 / night

1 / 28

Poggio alle Mura House

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

$795

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from $795 / night

1 / 25

Montalcino Villa

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

from $505 / night

1 / 25

Montalcino Villa

  • 9
  • 19
  • 7 nights min
  • Ask about children
  • Ask about pets

$1780

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from $1780 / night

1 / 58

Montalcino House

  • 10
  • Min stay varies
  • Ask about children
  • Ask about pets

Inquire for Rates

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Pricing unknown

1 / 17

Montalcino Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Inquire for Rates

Inquire

Pricing unknown

1 / 12

Montalcino Villa

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

$655

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from $655 / night