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Province of Siena 4+ bedroom Vacation Rentals, Homes & More - 163 Rentals Available.

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163 Vacation rentals

Filters applied: 4+ Bedrooms

1 / 41

Buonconvento Villa

  • 9
  • 18
  • 7 nights min
  • Child friendly

$1,840.00

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from $1,840.00 / night

1 / 35

Ville di Corsano Villa

  • 9
  • 18
  • 7 nights min
  • Child friendly

$2,400.00

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from $2,400.00 / night

1 / 37

San Casciano dei Bagni Villa

  • 9
  • 18
  • 7 nights min
  • Child friendly

$3,201.00

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from $3,201.00 / night

1 / 22

San Casciano dei Bagni Villa

  • 7
  • 14
  • 7 nights min
  • Child friendly

$1,440.00

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from $1,440.00 / night

(1)

1 / 29

Castelnuovo dell'Abate Villa

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

$1,457.00

Excellent (1 reviews)

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from $1,457.00 / night

1 / 19

San Casciano dei Bagni Villa

  • 7
  • 14
  • 7 nights min
  • Child friendly
  • Ask about pets

$2,743.00

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from $2,743.00 / night

1 / 34

Sarteano Villa

  • 13
  • 26
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$1,600.00

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from $1,600.00 / night

1 / 30

Sant'Albino Villa

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

$2,159.00

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from $2,159.00 / night

1 / 21

Castelnuovo Berardenga Villa

  • 9
  • 16
  • 7 nights min
  • Child friendly

$1,257.00

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from $1,257.00 / night

1 / 36

San Gimignano Villa

  • 8
  • 16
  • min stay varies
  • Child friendly
  • Ask about pets

$1,760.00

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from $1,760.00 / night

1 / 27

Pienza Villa

  • 6
  • 12
  • min stay varies
  • Child friendly

$963.00

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from $963.00 / night

1 / 39

San Casciano dei Bagni Villa

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

$1,209.00

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from $1,209.00 / night

1 / 28

Montepulciano Villa

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

$777.00

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from $777.00 / night

1 / 49

Buonconvento Villa

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$3,758.00

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from $3,758.00 / night

1 / 37

Sarteano Villa

  • 10
  • 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,407.00

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from $2,407.00 / night

1 / 34

Ponte a Bozzone Villa

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

$1,111.00

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from $1,111.00 / night

1 / 33

Ponte a Bozzone Villa

  • 5
  • 10
  • 7 nights min
  • Child friendly

$2,229.00

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from $2,229.00 / night

1 / 37

Radicofani Villa

  • 9
  • 17
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,482.00

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from $1,482.00 / night

(1)

1 / 20

Siena Villa

  • 5
  • 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$389.00

Excellent (1 reviews)

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from $389.00 / night

1 / 29

Pienza Villa

  • 8
  • 14
  • min stay varies
  • Child friendly
  • Ask about pets

$963.00

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from $963.00 / night

1 / 30

San Casciano dei Bagni Villa

  • 7
  • 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$1,196.00

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from $1,196.00 / night

(1)

1 / 34

Sant'Albino Villa

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

$573.00

Excellent (1 reviews)

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from $573.00 / night

1 / 32

Siena Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$893.00

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from $893.00 / night

(1)

1 / 148

Pienza Villa

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

Responds fast! Avg. 2 hours 38 minutes

$602.00

Excellent (1 reviews)

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from $602.00 / night

1 / 20

San Giovanni d'Asso Villa

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

Responds fast! Avg. 2 hours 38 minutes

$764.00

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from $764.00 / night

1 / 31

San Casciano dei Bagni Villa

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

$746.00

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from $746.00 / night

(5)

1 / 70

Monteriggioni House

  • 17
  • 34
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$4,018.00

Excellent (5 reviews)

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from $4,018.00 / night

(3)

1 / 33

Castellina In Chianti Farmhouse

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

$201.00

Very Good (3 reviews)

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from $201.00 / night

1 / 32

Cetona Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$1,056.00

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from $1,056.00 / night

(7)

1 / 46

Castellina In Chianti Farmhouse

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

$469.00

Very Good (7 reviews)

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from $469.00 / night

(1)

1 / 33

Sovicille Villa

  • 4
  • 8
  • 7 nights min
  • Child friendly

$973.00

Excellent (1 reviews)

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from $973.00 / night

1 / 33

Montefollonico Villa

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

$973.00

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from $973.00 / night

1 / 25

Castelmuzio Villa

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

$801.00

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from $801.00 / night

1 / 54

San Lorenzo a Merse Villa

  • 14
  • 27
  • 7 nights min
  • Child friendly

$3,564.00

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from $3,564.00 / night

1 / 52

Cetona Villa

  • 8
  • 16
  • 7 nights min
  • Child friendly

$2,880.00

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from $2,880.00 / night

1 / 37

Castiglione D'Orcia House

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

$412.00

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from $412.00 / night

1 / 34

Castellina In Chianti Villa

  • 7
  • 14
  • 7 nights min
  • Child friendly

$977.00

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from $977.00 / night

1 / 76

Sarteano Villa

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

$2,392.00

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from $2,392.00 / night

1 / 20

Monticiano House

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

$4,418.00

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from $4,418.00 / night

(2)

1 / 39

Castellina In Chianti Farmhouse

  • 4
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$273.00

Very Good (2 reviews)

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from $273.00 / night