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Province of Siena 2-bedroom Vacation Rentals, Homes & More - 990 Rentals Available.

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990 Vacation rentals

Filters applied: 2+ Bedrooms

(3)

1 / 27

Buonconvento Villa

  • 9
  • 18
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,853.00

Excellent (3 reviews)

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from $1,853.00 / night

1 / 41

Buonconvento Villa

  • 9
  • 16
  • 7 nights min
  • Child friendly

$1,535.00

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from $1,535.00 / night

(17)

1 / 38

Montepulciano Apartment

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

$133.00

Excellent (17 reviews)

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from $133.00 / night

1 / 32

Radicofani Villa

  • 10
  • 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$685.00

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from $685.00 / night

1 / 26

Gaiole in Chianti Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$190.00

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from $190.00 / night

1 / 24

Abbadia di Montepulciano Villa

  • 4
  • 10
  • 7 nights min
  • Nearest beach 201 mi
  • Swimming pool
  • Child friendly

$314.00

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from $314.00 / night

1 / 35

Ville di Corsano Villa

  • 9
  • 18
  • 7 nights min
  • Child friendly

$2,422.00

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from $2,422.00 / night

1 / 23

San Casciano dei Bagni Villa

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

$517.00

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from $517.00 / night

1 / 67

Costalpino Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$182.00

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from $182.00 / night

1 / 52

Costalpino Villa

  • 3
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$170.00

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from $170.00 / night

1 / 12

Pievescola Villa

  • 2
  • 4
  • min stay varies
  • Child friendly

$1,412.00

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from $1,412.00 / night

1 / 57

Costalpino Villa

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$197.00

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from $197.00 / night

1 / 31

Costalpino Villa

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$181.00

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from $181.00 / night

1 / 27

Gaiole in Chianti Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$190.00

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from $190.00 / night

1 / 42

Staggia Villa

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

$777.00

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from $777.00 / night

1 / 18

San Casciano dei Bagni Villa

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

$2,768.00

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from $2,768.00 / night

(11)

1 / 33

Montepulciano Apartment

  • 2
  • 5
  • min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$117.00

Excellent (11 reviews)

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from $117.00 / night

1 / 62

Farnetella Villa

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$397.00

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from $397.00 / night

1 / 59

Castellina In Chianti Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$238.00

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from $238.00 / night

(1)

1 / 29

Castelnuovo dell'Abate Villa

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

$1,513.00

Excellent (1 reviews)

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from $1,513.00 / night

1 / 37

San Casciano dei Bagni Villa

  • 9
  • 18
  • 7 nights min
  • Child friendly

$3,228.00

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from $3,228.00 / night

1 / 24

Tognazza Villa

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$203.00

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from $203.00 / night

1 / 18

Montalcino Apartment

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

$300.00

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from $300.00 / night

1 / 28

Sant'Albino Villa

  • 5
  • 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$386.00

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from $386.00 / night

1 / 33

Rapolano Terme Villa

  • 4
  • 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$500.00

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from $500.00 / night

1 / 34

Sarteano Villa

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

$1,655.00

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from $1,655.00 / night

1 / 61

San Lorenzo a Merse Villa

  • 14
  • 28
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$4,706.00

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from $4,706.00 / night

1 / 37

Bivio di San Biagio Villa

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

$866.00

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from $866.00 / night

(9)

1 / 34

Montepulciano Apartment

  • 3
  • 6
  • min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$133.00

Very Good (9 reviews)

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from $133.00 / night

1 / 37

Sant'Albino Villa

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

$702.00

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from $702.00 / night

1 / 31

Staggia Villa

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

$717.00

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from $717.00 / night

(2)

1 / 39

Montepulciano Apartment

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

$133.00

Excellent (2 reviews)

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from $133.00 / night

1 / 60

Costalpino Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$196.00

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from $196.00 / night

1 / 22

San Casciano dei Bagni Villa

  • 7
  • 14
  • 7 nights min
  • Child friendly

$1,454.00

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from $1,454.00 / night

1 / 15

Montalcino Villa

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

$402.00

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from $402.00 / night

1 / 28

Montepulciano Villa

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

$695.00

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from $695.00 / night

1 / 58

Casole d'Elsa Villa

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

$178.00

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from $178.00 / night

1 / 76

Buonconvento Villa

  • 7
  • 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$498.00

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from $498.00 / night

1 / 32

San Gimignano Villa

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

$1,796.00

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from $1,796.00 / night

1 / 54

Casole d'Elsa Villa

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

$178.00

Inquire

from $178.00 / night