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Province of Siena Vacation Rentals & Homes - 150 Rentals Available

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150 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 / 37

San Casciano dei Bagni Villa

  • 9
  • 18
  • 7 nights min
  • Child friendly

$3,229.00

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from $3,229.00 / night

1 / 12

Pievescola Villa

  • 2
  • 4
  • 2 nights min
  • Child friendly

$1,412.00

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from $1,412.00 / night

1 / 18

Montalcino Apartment

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

$293.00

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from $293.00 / 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 / 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 / 15

Montalcino Villa

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

$395.00

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from $395.00 / night

1 / 28

Montepulciano Villa

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

$682.00

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from $682.00 / night

1 / 27

Pienza Villa

  • 6
  • 12
  • min stay varies
  • Child friendly
  • Ask about pets

$1,211.00

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from $1,211.00 / night

1 / 21

Castelnuovo Berardenga Villa

  • 9
  • 16
  • 7 nights min
  • Child friendly

$968.00

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from $968.00 / night

1 / 30

Sant'Albino Villa

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

$2,192.00

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from $2,192.00 / night

1 / 49

Buonconvento Villa

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

$3,816.00

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from $3,816.00 / night

1 / 34

Ponte a Bozzone Villa

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

$1,215.00

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from $1,215.00 / night

1 / 18

Montalcino Apartment

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

$265.00

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from $265.00 / night

1 / 37

Radicofani Villa

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

$1,514.00

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from $1,514.00 / night

1 / 35

Castelmuzio Villa

  • 2
  • 6
  • min stay varies
  • Nearest beach 161 mi
  • Swimming pool
  • Child friendly

$166.00

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from $166.00 / night

1 / 11

Pievescola Villa

  • 3
  • 6
  • 2 nights min
  • Child friendly

$1,412.00

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from $1,412.00 / night

1 / 39

San Casciano dei Bagni Villa

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

$1,228.00

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from $1,228.00 / night

1 / 37

Sarteano Villa

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

$2,444.00

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from $2,444.00 / night

1 / 20

Montalcino Apartment

  • 2
  • 6
  • 2 nights min
  • Nearest beach 137 mi
  • Swimming pool
  • Child friendly

$332.00

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from $332.00 / night

1 / 31

San Casciano dei Bagni Villa

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

$757.00

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from $757.00 / night

1 / 29

Pienza Villa

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

$1,214.00

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from $1,214.00 / night

1 / 33

Ponte a Bozzone Villa

  • 5
  • 10
  • 7 nights min
  • Child friendly

$2,269.00

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from $2,269.00 / night

(1)

1 / 20

Siena Villa

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

$395.00

Excellent (1 reviews)

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from $395.00 / night

1 / 39

San Lorenzo a Merse Villa

  • 14
  • 27
  • 7 nights min
  • Child friendly

$3,597.00

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from $3,597.00 / night

(1)

1 / 33

Sovicille Villa

  • 4
  • 8
  • 7 nights min
  • Child friendly

$922.00

Excellent (1 reviews)

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from $922.00 / night

1 / 38

San Giovanni d'Asso House

  • 3
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$316.00

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from $316.00 / night

1 / 20

Poggibonsi House

  • 6
  • 11
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$639.00

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from $639.00 / night

1 / 20

Asciano House

  • 1
  • 2
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$101.00

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from $101.00 / night

1 / 39

Vivo d'Orcia House

  • 3
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$256.00

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from $256.00 / night

(1)

1 / 14

Monticiano House

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

$4,026.00

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from $4,026.00 / night

1 / 41

Montepulciano House

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

$505.00

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from $505.00 / night

1 / 36

Chianciano Terme House

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

$725.00

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from $725.00 / night

(1)

1 / 20

Murlo Apartment

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Pet friendly

$188.00

Excellent (1 reviews)

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from $188.00 / night

1 / 20

San Casciano dei Bagni House

  • 6
  • 12
  • 7 nights min
  • Ask about children
  • Pet friendly

$550.00

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from $550.00 / night

1 / 20

San Giovanni d'Asso House

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

$965.00

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from $965.00 / night

1 / 20

Vagliagli House

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

$163.00

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from $163.00 / night

1 / 38

Sarteano Villa

  • 8
  • 18
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$2,681.00

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from $2,681.00 / night