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Province of Siena Vacation Rentals & Homes - 991 Rentals Available

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991 Vacation rentals

1 / 41

Buonconvento Villa

  • 9
  • 16
  • 7 nights min
  • Child friendly

$1,533.00

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from $1,533.00 / night

(1)

1 / 60

Ciciano Villa

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

$322.00

Excellent (1 reviews)

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from $322.00 / night

(1)

1 / 68

Montalcinello Villa

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

$442.00

Excellent (1 reviews)

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from $442.00 / night

1 / 32

Radda in Chianti Villa

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

$3,175.00

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from $3,175.00 / night

(1)

1 / 77

Montalcinello Villa

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

$525.00

Excellent (1 reviews)

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from $525.00 / night

1 / 42

Chiusure Villa

  • 9
  • 18
  • min stay varies
  • Ask about children
  • Ask about pets

Responds fast! Avg. 1 hour 1 minutes

$1,568.00

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from $1,568.00 / night

1 / 46

San Casciano dei Bagni House

  • 8
  • 19
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$525.00

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from $525.00 / night

(8)

1 / 40

Siena Villa

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

$144.00

Excellent (8 reviews)

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from $144.00 / night

(3)

1 / 27

Buonconvento Villa

  • 9
  • 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,533.00

Excellent (3 reviews)

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from $1,533.00 / night

1 / 32

Siena Villa

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Ask about pets

$215.00

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from $215.00 / night

(2)

1 / 32

Siena Villa

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

$194.00

Excellent (2 reviews)

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from $194.00 / 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 / 52

Radda in Chianti House

  • 13
  • 50
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$4,090.00

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from $4,090.00 / night

1 / 32

Radicofani Villa

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

$723.00

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from $723.00 / night

(1)

1 / 32

Abbadia di Montepulciano Villa

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

Responds fast! Avg. 1 hour 1 minutes

$369.00

Very Good (1 reviews)

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from $369.00 / night

(6)

1 / 28

Volpaia Villa

  • 6
  • 11
  • 7 nights min
  • Ask about children
  • Ask about pets

Responds fast! Avg. 1 hour 1 minutes

$486.00

Very Good (6 reviews)

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from $486.00 / night

1 / 23

San Casciano dei Bagni Villa

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

$540.00

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from $540.00 / night

1 / 35

Ville di Corsano Villa

  • 9
  • 18
  • 7 nights min
  • Child friendly

$2,306.00

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from $2,306.00 / night

(1)

1 / 39

Siena Villa

  • 3
  • 6
  • 7 nights min
  • Nearest beach 120 mi
  • Ask about children
  • Ask about pets

$264.00

Very Good (1 reviews)

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from $264.00 / night

(2)

1 / 39

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 / 32

Montepulciano Villa

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

Responds fast! Avg. 1 hour 1 minutes

$308.00

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from $308.00 / 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)

1 / 29

Castelnuovo dell'Abate Villa

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

$1,523.00

Excellent (1 reviews)

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from $1,523.00 / night

1 / 93

Cetona Villa

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

$530.00

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from $530.00 / 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 / 56

Celle sul Rigo Villa

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

$249.00

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from $249.00 / 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 / 28

Siena Villa

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

$188.00

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from $188.00 / 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 / 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 / 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 / 18

San Giovanni d'Asso Villa

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

Responds fast! Avg. 1 hour 1 minutes

$441.00

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from $441.00 / night

1 / 31

San Casciano dei Bagni Farmhouse

  • 13
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,088.00

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from $2,088.00 / night

1 / 66

Celle sul Rigo Villa

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

$356.00

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from $356.00 / night

(1)

1 / 59

Castellina In Chianti Villa

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

$580.00

Excellent (1 reviews)

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from $580.00 / 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 / 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 / 20

Pievescola Villa

  • 2
  • 4
  • min stay varies
  • Child friendly

$1,413.00

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from $1,413.00 / 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 / 53

Cetona Villa

  • 3
  • 6
  • 7 nights min
  • Nearest beach 98 mi
  • Ask about children
  • Ask about pets

$320.00

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from $320.00 / night