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Montalcino Vacation Rentals & Homes - 148 Rentals Available

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148 Vacation rentals

1 / 18

Montalcino Apartment

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

$294.00

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from $294.00 / night

(34)

1 / 46

Montalcino Farmhouse

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$343.00

Very Good (34 reviews)

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from $343.00 / night

(1)

1 / 29

Castelnuovo dell'Abate Villa

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

$1,483.00

Excellent (1 reviews)

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from $1,483.00 / night

1 / 42

Poggio alle Mura Villa

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

$1,205.00

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from $1,205.00 / night

1 / 15

Montalcino Villa

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

$395.00

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from $395.00 / night

1 / 18

Montalcino Apartment

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

$266.00

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from $266.00 / night

1 / 20

Montalcino Apartment

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

$332.00

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from $332.00 / night

1 / 20

San Giovanni d'Asso Villa

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

Responds fast! Avg. 2 hours 47 minutes

$782.00

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from $782.00 / night

1 / 40

Poggio alle Mura Villa

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

$1,738.00

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from $1,738.00 / night

1 / 19

Montalcino Apartment

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

$233.00

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from $233.00 / night

1 / 20

San Giovanni d'Asso House

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

$751.00

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from $751.00 / night

1 / 35

Montalcino Villa

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

$1,443.00

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from $1,443.00 / night

1 / 20

San Giovanni d'Asso House

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

$972.00

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from $972.00 / night

(1)

1 / 20

Montalcino House

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

$572.00

Excellent (1 reviews)

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from $572.00 / night

(4)

1 / 20

Montalcino House

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

$413.00

Excellent (4 reviews)

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from $413.00 / night

(1)

1 / 21

Montalcino Apartment

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

$377.00

Excellent (1 reviews)

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from $377.00 / night

1 / 50

Tavernelle Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$617.00

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from $617.00 / night

(1)

1 / 20

San Giovanni d'Asso House

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

$352.00

Very Good (1 reviews)

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from $352.00 / night

1 / 20

San Giovanni d'Asso House

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

$1,160.00

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from $1,160.00 / night

1 / 72

San Giovanni d'Asso Villa

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

$759.00

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from $759.00 / night

1 / 26

Poggio alle Mura Villa

  • 11
  • 22
  • 7 nights min
  • Child friendly

$1,672.00

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from $1,672.00 / night

1 / 58

San Giovanni d'Asso House

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

$664.00

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from $664.00 / night

1 / 38

San Giovanni d'Asso House

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

$301.00

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from $301.00 / night

1 / 35

Castelnuovo dell'Abate Villa

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

$901.00

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from $901.00 / night

1 / 48

Castelnuovo dell'Abate Apartment

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

$1,059.00

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from $1,059.00 / night

1 / 68

Montalcino Villa

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

$447.00

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from $447.00 / night

Your search has been expanded 19.7 miles to include more rentals

1 / 40

Vivo d'Orcia House - 11.1 miles away

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$186.00

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from $186.00 / night

(2)

1 / 39

Montepulciano Apartment - 16.5 miles away

  • 2
  • 6
  • min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$130.00

Excellent (2 reviews)

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from $130.00 / night

1 / 38

Sarteano Villa - 19.6 miles away

  • 9
  • 20
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$2,993.00

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from $2,993.00 / night

1 / 34

Lucignano Apartment - 19.7 miles away

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

$403.00

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from $403.00 / night

1 / 20

Asciano House - 12.9 miles away

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Pet friendly

$124.00

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from $124.00 / night

(1)

1 / 20

Murlo Apartment - 10.1 miles away

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

$188.00

Excellent (1 reviews)

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from $188.00 / night

1 / 20

Asciano House - 12.6 miles away

  • 2
  • 4
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$152.00

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from $152.00 / night

1 / 18

Asciano Apartment - 12.6 miles away

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Pet friendly

$109.00

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from $109.00 / night

1 / 20

Asciano House - 12.6 miles away

  • 2
  • 4
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$152.00

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from $152.00 / night

1 / 20

Montepulciano House - 18.9 miles away

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

$1,036.00

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from $1,036.00 / night

1 / 15

Asciano Apartment - 12.6 miles away

  • 1
  • 2
  • 7 nights min
  • Ask about children
  • Pet friendly

$67.00

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from $67.00 / night

1 / 16

Chianciano Terme House - 14.7 miles away

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

$443.00

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from $443.00 / night

1 / 20

Monticiano House - 17.3 miles away

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

$243.00

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from $243.00 / night

1 / 120

Pienza Villa - 9.2 miles away

  • 8
  • 14
  • 7 nights min
  • Nearest beach 95 mi
  • Swimming pool
  • Child friendly

$617.00

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from $617.00 / night