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Search 105,200+ Vacation Rentals

Montalcino 4+ bedroom Vacation Rentals, Homes & More - 87 Rentals Available.

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87 Vacation rentals

Filters applied: 4+ Bedrooms

(1)

1 / 29

Castelnuovo dell'Abate Villa

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

$1,489.00

Excellent (1 reviews)

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from $1,489.00 / night

1 / 20

San Giovanni d'Asso Villa

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

$771.00

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from $771.00 / night

1 / 48

San Giovanni d'Asso Villa

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$425.00

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from $425.00 / night

(4)

1 / 20

Montalcino House

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

$507.00

Excellent (4 reviews)

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from $507.00 / night

1 / 72

San Giovanni d'Asso Villa

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

$762.00

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from $762.00 / night

1 / 58

San Giovanni d'Asso House

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

$667.00

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from $667.00 / night

1 / 20

San Giovanni d'Asso House

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

$1,342.00

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from $1,342.00 / night

1 / 20

San Giovanni d'Asso House

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

$599.00

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from $599.00 / night

1 / 35

Castelnuovo dell'Abate Villa

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

$1,103.00

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from $1,103.00 / night

1 / 20

San Giovanni d'Asso House

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

$863.00

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from $863.00 / night

1 / 48

Castelnuovo dell'Abate Apartment

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

$1,068.00

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from $1,068.00 / night

(1)

1 / 20

Montalcino House

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

$692.00

Excellent (1 reviews)

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from $692.00 / night

1 / 50

Tavernelle Villa

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

$628.00

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from $628.00 / night

1 / 26

Poggio alle Mura Villa

  • 11
  • 22
  • 7 nights min
  • Child friendly

$1,548.00

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from $1,548.00 / night

Your search has been expanded 19.7 miles to include more rentals

1 / 37

Castiglione D'Orcia House - 6.7 miles away

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

$414.00

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from $414.00 / night

1 / 52

Lucignano Apartment - 19.7 miles away

  • 6
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$607.00

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from $607.00 / night

(1)

1 / 34

Sant'Albino Villa - 15.6 miles away

  • 7
  • 21
  • 7 nights min
  • Nearest beach 115 mi
  • Swimming pool
  • Child friendly

$562.00

Excellent (1 reviews)

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from $562.00 / night

1 / 43

Montepulciano Villa - 14.9 miles away

  • 7
  • 16
  • min stay varies
  • Nearest beach 115 mi
  • Swimming pool
  • Child friendly

$562.00

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from $562.00 / night

(2)

1 / 35

Castelmuzio Villa - 10.5 miles away

  • 5
  • 10
  • min stay varies
  • Nearest beach 161 mi
  • Swimming pool
  • Child friendly

$546.00

Excellent (2 reviews)

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from $546.00 / night

1 / 41

Montepulciano House - 13.3 miles away

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

$538.00

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from $538.00 / night

1 / 31

Sarteano Villa - 19.6 miles away

  • 6
  • 12
  • 7 nights min
  • Child friendly

$2,435.00

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from $2,435.00 / night

1 / 56

Sinalunga Villa - 17.2 miles away

  • 5
  • 11
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$359.00

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from $359.00 / night

1 / 28

Chianciano Terme Apartment - 14.6 miles away

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

$733.00

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from $733.00 / night

1 / 30

Celle sul Rigo Villa - 19.7 miles away

  • 13
  • 26
  • min stay varies
  • Child friendly

$1,087.00

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from $1,087.00 / night

1 / 33

Montefollonico Villa - 14.4 miles away

  • 5
  • 10
  • 7 nights min
  • Ask about children
  • Ask about pets

$965.00

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from $965.00 / night

1 / 28

Chianciano Terme Apartment - 14.7 miles away

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

$623.00

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from $623.00 / night

1 / 17

Chianciano Terme House - 14.6 miles away

  • 11
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$421.00

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from $421.00 / night

1 / 86

Siena Villa - 19.6 miles away

  • 8
  • 16
  • min stay varies
  • Child friendly
  • Pet friendly

$898.00

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from $898.00 / night

1 / 28

Radicofani Villa - 16.5 miles away

  • 5
  • 11
  • 7 nights min
  • Child friendly

$954.00

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from $954.00 / night

1 / 59

Ville di Corsano Villa - 15 miles away

  • 9
  • 19
  • 7 nights min
  • Nearest beach 85 mi
  • Swimming pool
  • Child friendly

$1,994.00

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from $1,994.00 / night

1 / 102

Pienza Villa - 9.3 miles away

  • 6
  • 12
  • 7 nights min
  • Nearest beach 95 mi
  • Swimming pool
  • Child friendly

$608.00

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from $608.00 / night

1 / 34

Contignano Villa - 13.9 miles away

  • 9
  • 18
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,591.00

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from $1,591.00 / night

1 / 20

Buonconvento House - 5.4 miles away

  • 6
  • 13
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$513.00

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from $513.00 / night

1 / 65

Buonconvento Villa - 7.8 miles away

  • 8
  • 18
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$386.00

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from $386.00 / night

1 / 20

Pienza House - 9.6 miles away

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

$426.00

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from $426.00 / night

1 / 20

Siena House - 12.7 miles away

  • 8
  • 14
  • 7 nights min
  • Ask about children
  • Pet friendly

$451.00

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from $451.00 / night

1 / 20

Sarteano House - 19 miles away

  • 10
  • 20
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$3,551.00

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from $3,551.00 / night

1 / 20

Siena House - 12.7 miles away

  • 12
  • 22
  • 7 nights min
  • Ask about children
  • Pet friendly

$927.00

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from $927.00 / night

1 / 20

Monteroni d'Arbia House - 12.7 miles away

  • 6
  • 12
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$545.00

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from $545.00 / night

1 / 120

Pienza Villa - 9.2 miles away

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

$622.00

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from $622.00 / night