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Province of Siena Vacation Rentals & Homes - 1053 Rentals Available

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1,053 Vacation rentals

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1 / 41

Buonconvento Villa

  • 9
  • 18
  • 7 nights min
  • Child friendly

$1,535.00

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from $1,535.00 / night

(1)

1 / 68

Montalcinello Villa

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

$410.00

Excellent (1 reviews)

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from $410.00 / night

(1)

1 / 60

Ciciano Villa

  • 2
  • 6
  • 7 nights min
  • Nearest beach 68 mi
  • Swimming pool
  • Ask about children

$314.00

Excellent (1 reviews)

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from $314.00 / night

(9)

1 / 40

Siena Villa

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Ask about pets

$140.00

Excellent (9 reviews)

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from $140.00 / night

1 / 41

Radicofani Villa

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

$688.00

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from $688.00 / night

(17)

1 / 38

Montepulciano Apartment

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

$130.00

Excellent (17 reviews)

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from $130.00 / night

(2)

1 / 32

Siena Villa

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Pet friendly

$189.00

Excellent (2 reviews)

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from $189.00 / 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

1 / 24

Abbadia di Montepulciano Villa

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

$310.00

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from $310.00 / night

1 / 62

Farnetella Villa

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

$400.00

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from $400.00 / 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 / 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 / 23

San Casciano dei Bagni Villa

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

$519.00

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from $519.00 / night

(2)

1 / 74

Barbischio Villa

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$458.00

Excellent (2 reviews)

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from $458.00 / 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 / 12

Pievescola Villa

  • 2
  • 4
  • min stay varies
  • Child friendly

$1,412.00

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from $1,412.00 / night

1 / 31

Costalpino Villa

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

$180.00

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from $180.00 / night

1 / 33

Rapolano Terme Villa

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

$503.00

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from $503.00 / night

1 / 42

Staggia Villa

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

$782.00

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from $782.00 / night

(2)

1 / 39

Montepulciano Apartment

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

$91.00

Very Good (2 reviews)

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from $91.00 / night

(9)

1 / 34

Montepulciano Apartment

  • 3
  • 6
  • 2 nights min
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$130.00

Very Good (9 reviews)

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from $130.00 / night

(34)

1 / 46

Montalcino Farmhouse

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$358.00

Very Good (34 reviews)

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from $358.00 / night

1 / 66

Celle sul Rigo Villa

  • 7
  • 15
  • 7 nights min
  • Nearest beach 107 mi
  • Ask about children
  • Pet friendly

$256.00

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from $256.00 / night

1 / 42

Poggio alle Mura Villa

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

$1,205.00

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from $1,205.00 / night

1 / 52

Costalpino Villa

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

$169.00

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from $169.00 / night

1 / 28

Sant'Albino Villa

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

$381.00

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from $381.00 / night

1 / 57

Costalpino Villa

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

$198.00

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from $198.00 / night

(1)

1 / 59

Castellina In Chianti Villa

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

$526.00

Excellent (1 reviews)

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from $526.00 / 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 / 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

1 / 68

Asciano Villa

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

$295.00

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from $295.00 / night

1 / 28

Siena Villa

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Ask about pets

$183.00

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from $183.00 / 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 / 18

Montalcino Apartment

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

$295.00

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from $295.00 / night

1 / 59

Castellina In Chianti Villa

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

$240.00

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from $240.00 / night

(1)

1 / 29

Castelnuovo dell'Abate Villa

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

$1,487.00

Excellent (1 reviews)

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from $1,487.00 / night

1 / 56

Celle sul Rigo Villa

  • 5
  • 10
  • 7 nights min
  • Nearest beach 107 mi
  • Ask about children
  • Pet friendly

$226.00

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from $226.00 / night

1 / 52

San Casciano dei Bagni Villa

  • 4
  • 10
  • 7 nights min
  • Nearest beach 87 mi
  • Swimming pool
  • Ask about children

$236.00

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from $236.00 / night

1 / 37

Sant'Albino Villa

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

$677.00

Inquire

from $677.00 / night

1 / 48

San Giovanni d'Asso Villa

  • 5
  • 10
  • 7 nights min
  • Nearest beach 94 mi
  • Swimming pool
  • Ask about children

$356.00

Book

from $356.00 / night