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Montepulciano 4+ bedroom Vacation Rentals, Homes & More - 102 Rentals Available.

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102 Vacation rentals

Filters applied: 4+ Bedrooms

1 / 30

Sant'Albino Villa

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

$2,195.00

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from $2,195.00 / night

1 / 28

Montepulciano Villa

  • 7
  • 19
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$790.00

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from $790.00 / night

(1)

1 / 34

Sant'Albino Villa

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

$569.00

Excellent (1 reviews)

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from $569.00 / night

(1)

1 / 30

Bivio di San Biagio Villa

  • 7
  • 15
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$570.00

Excellent (1 reviews)

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from $570.00 / night

1 / 41

Montepulciano House

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

$545.00

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from $545.00 / night

1 / 20

Montepulciano House

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

$1,036.00

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from $1,036.00 / night

(16)

1 / 47

Montepulciano House

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

$721.00

Excellent (16 reviews)

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from $721.00 / night

1 / 18

Montepulciano Villa

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

$443.00

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from $443.00 / night

(1)

1 / 30

Montepulciano Villa

  • 8
  • 16
  • 4 nights min
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$829.00

Very Good (1 reviews)

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from $829.00 / night

1 / 43

Montepulciano Villa

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

$569.00

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from $569.00 / night

1 / 24

Montepulciano Villa

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$514.00

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from $514.00 / night

Your search has been expanded 19.5 miles to include more rentals

1 / 46

Colle di Val d'Elsa Villa - 12.7 miles away

  • 18
  • 30
  • 7 nights min
  • Ask about children
  • Ask about pets

$7,156.00

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from $7,156.00 / night

1 / 20

Strada in Chianti House - 2.3 miles away

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

Responds fast! Avg. 2 hours 13 minutes

$859.00

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from $859.00 / night

1 / 55

Barberino Val d'Elsa Apartment - 16.1 miles away

  • 5
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$260.00

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from $260.00 / night

1 / 20

San Giovanni d'Asso House - 17.6 miles away

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

$968.00

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from $968.00 / night

1 / 59

Ville di Corsano Villa - 6.5 miles away

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

$3,035.00

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from $3,035.00 / night

1 / 20

San Giovanni d'Asso House - 17.6 miles away

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

$751.00

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from $751.00 / night

1 / 51

Montebenichi Cottage - 15.2 miles away

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

$711.00

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from $711.00 / night

1 / 111

Siena Villa - 1 miles away

  • 6
  • 12
  • min stay varies
  • Nearest beach 161 mi
  • Swimming pool
  • Child friendly

$552.00

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from $552.00 / night

1 / 20

Montebenichi House - 12.1 miles away

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$792.00

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from $792.00 / night

1 / 58

San Giovanni d'Asso House - 17.4 miles away

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

$664.00

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from $664.00 / night

1 / 20

Montebenichi House - 12.1 miles away

  • 6
  • 21
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$1,146.00

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from $1,146.00 / night

(2)

1 / 35

Siena Villa - 1.5 miles away

  • 5
  • 10
  • min stay varies
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly

$176.00

Average (2 reviews)

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from $176.00 / night

(1)

1 / 14

Monticiano House - 14.9 miles away

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

$185.00

Average (1 reviews)

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from $185.00 / night

1 / 20

Monticiano House - 14.9 miles away

  • 14
  • 27
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$4,031.00

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from $4,031.00 / night

1 / 20

Monte San Savino House - 19.5 miles away

  • 11
  • 22
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$1,158.00

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from $1,158.00 / night

1 / 20

Siena House - 7.9 miles away

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

$634.00

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from $634.00 / night

1 / 20

Buonconvento House - 15.4 miles away

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

$386.00

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from $386.00 / night

1 / 20

Siena House - 19.5 miles away

  • 9
  • 20
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$1,490.00

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from $1,490.00 / night

1 / 76

Tavarnelle Val di Pesa Villa - 17.4 miles away

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

$948.00

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from $948.00 / night

1 / 24

Tavarnelle Val di Pesa Villa - 17.1 miles away

  • 4
  • 7
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$293.00

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from $293.00 / night

1 / 33

Castelnuovo dei Sabbioni Villa - 15 miles away

  • 5
  • 10
  • min stay varies
  • Child friendly
  • Ask about pets

$1,536.00

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from $1,536.00 / night

1 / 20

Casciano House - 11.4 miles away

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

$513.00

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from $513.00 / night

1 / 45

Barberino Val d'Elsa Apartment - 16.2 miles away

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

$801.00

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from $801.00 / night

1 / 20

Pianella House - 3.9 miles away

  • 6
  • 10
  • 4 nights min
  • Ask about children
  • Pet friendly

$407.00

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from $407.00 / night

1 / 20

Monastero d'Ombrone Villa - 12.8 miles away

  • 7
  • 14
  • 7 nights min
  • Child friendly

$523.00

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from $523.00 / night

(1)

1 / 127

Tavarnelle Val di Pesa Villa - 19.3 miles away

  • 11
  • 20
  • 7 nights min
  • Nearest beach 145 mi
  • Swimming pool
  • Child friendly

$1,264.00

Very Good (1 reviews)

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from $1,264.00 / night

1 / 50

Bucine Villa - 17.9 miles away

  • 9
  • 20
  • min stay varies
  • Ask about children

Responds fast! Avg. 2 hours 15 minutes

$1,658.00

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from $1,658.00 / night

1 / 20

Pianella House - 3.9 miles away

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

$384.00

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from $384.00 / night