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Province of Siena Vacation Rentals & Homes - 927 Rentals Available

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927 Vacation rentals

1 / 41

Buonconvento Villa

  • 9
  • 16
  • 7 nights min
  • Child friendly

$1,535.00

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from $1,535.00 / night

1 / 32

Radicofani Villa

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

$691.00

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from $691.00 / night

1 / 31

Costalpino Villa

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

$183.00

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from $183.00 / night

1 / 62

Farnetella Villa

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

$403.00

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from $403.00 / 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 / 26

Gaiole in Chianti Villa

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

$191.00

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from $191.00 / night

1 / 18

Montalcino Apartment

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

$302.00

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from $302.00 / night

1 / 24

Abbadia di Montepulciano Villa

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

$317.00

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from $317.00 / night

1 / 35

Ville di Corsano Villa

  • 9
  • 14
  • 7 nights min
  • Child friendly

$2,422.00

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from $2,422.00 / night

(2)

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Montepulciano Apartment

  • 1
  • 2
  • min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$94.00

Very Good (2 reviews)

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from $94.00 / night

1 / 52

Costalpino Villa

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

$171.00

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from $171.00 / 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 / 19

San Casciano dei Bagni Villa

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

$2,767.00

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from $2,767.00 / night

1 / 57

Costalpino Villa

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

$199.00

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from $199.00 / night

1 / 27

Gaiole in Chianti Villa

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

$191.00

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from $191.00 / night

(1)

1 / 29

Castelnuovo dell'Abate Villa

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

$1,524.00

Excellent (1 reviews)

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from $1,524.00 / night

1 / 42

Staggia Villa

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

$787.00

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from $787.00 / night

1 / 59

Castellina In Chianti Villa

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

$242.00

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from $242.00 / night

1 / 28

Sant'Albino Villa

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

$390.00

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from $390.00 / night

1 / 60

Costalpino Villa

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

$198.00

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from $198.00 / night

1 / 23

San Casciano dei Bagni Villa

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

$521.00

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from $521.00 / night

1 / 67

Costalpino Villa

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

$183.00

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from $183.00 / night

1 / 24

Tognazza Villa

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

$205.00

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from $205.00 / night

(11)

1 / 33

Montepulciano Apartment

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

$118.00

Excellent (11 reviews)

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from $118.00 / night

1 / 22

San Casciano dei Bagni Villa

  • 7
  • 14
  • 7 nights min
  • Child friendly

$1,453.00

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from $1,453.00 / night

(9)

1 / 34

Montepulciano Apartment

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

$134.00

Very Good (9 reviews)

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from $134.00 / 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 / 34

Sarteano Villa

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

$1,673.00

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from $1,673.00 / night

1 / 33

Rapolano Terme Villa

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

$504.00

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from $504.00 / night

1 / 37

Sant'Albino Villa

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

$708.00

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from $708.00 / night

1 / 37

Bivio di San Biagio Villa

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

$881.00

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from $881.00 / night

1 / 29

Buonconvento Villa

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

$438.00

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from $438.00 / night

1 / 21

Castelnuovo Berardenga Villa

  • 9
  • 16
  • 7 nights min
  • Child friendly

$968.00

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from $968.00 / night

1 / 28

Montepulciano Villa

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

$702.00

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from $702.00 / night

1 / 76

Buonconvento Villa

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

$502.00

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from $502.00 / night

1 / 61

San Lorenzo a Merse Villa

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

$4,747.00

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from $4,747.00 / night

1 / 58

Casole d'Elsa Villa

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

$181.00

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from $181.00 / night

1 / 22

Chiusi Villa

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$190.00

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from $190.00 / night

1 / 15

Montalcino Villa

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

$407.00

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from $407.00 / night

1 / 39

San Casciano dei Bagni Villa

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

$1,265.00

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from $1,265.00 / night