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Province of Siena Vacation Rentals & Homes - 557 Rentals Available

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557 Vacation rentals

Filters applied: Grill

1 / 41

Buonconvento Villa

  • 9
  • 18
  • 7 nights min
  • Child friendly

$1,535.00

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from $1,535.00 / 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 / 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 / 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 / 28

Sant'Albino Villa

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

$383.00

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from $383.00 / 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 / 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

$184.00

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from $184.00 / night

1 / 53

Cetona Villa

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

$314.00

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from $314.00 / 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 / 24

Tognazza Villa

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

$206.00

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from $206.00 / night

(1)

1 / 29

Castelnuovo dell'Abate Villa

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

$1,494.00

Excellent (1 reviews)

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from $1,494.00 / night

(4)

1 / 63

Siena Villa

  • 5
  • 10
  • 7 nights min
  • Nearest beach 95 mi
  • Ask about children
  • Ask about pets

$443.00

Very Good (4 reviews)

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from $443.00 / night

1 / 72

Cetona Villa

  • 6
  • 12
  • 7 nights min
  • Nearest beach 98 mi
  • Ask about children
  • Ask about pets

$505.00

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from $505.00 / 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 / 35

Castelmuzio Villa

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

$188.00

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from $188.00 / night

1 / 21

Castelnuovo Berardenga Villa

  • 9
  • 16
  • 7 nights min
  • Child friendly

$968.00

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from $968.00 / night

1 / 32

Radda in Chianti Farmhouse

  • 11
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$617.00

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from $617.00 / night

1 / 56

Siena Villa

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Ask about pets

$383.00

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from $383.00 / 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 / 36

Rigomagno Villa

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

$155.00

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from $155.00 / night

1 / 19

San Gimignano Villa

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$164.00

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from $164.00 / night

(1)

1 / 45

Pienza Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 1 hour 46 minutes

$1,592.00

Excellent (1 reviews)

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from $1,592.00 / night

1 / 48

Serre di Rapolano Villa

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

$184.00

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from $184.00 / night

1 / 25

Montalcino Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$481.00

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from $481.00 / night

1 / 35

Ville di Corsano Villa

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

$2,733.00

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from $2,733.00 / night

1 / 31

Campiglia d'Orcia Villa

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$250.00

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from $250.00 / night

1 / 28

Poggibonsi Apartment

  • 1
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$187.00

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from $187.00 / 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

(3)

1 / 16

San Gusme Villa

  • 2
  • 2
  • 7 nights min
  • Nearest beach 185 mi
  • Swimming pool
  • Private garden

$236.00

Excellent (3 reviews)

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from $236.00 / night

1 / 32

Radda in Chianti Farmhouse

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

$617.00

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from $617.00 / night

1 / 26

Torrita di Siena Villa

  • 6
  • 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$427.00

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from $427.00 / night

1 / 35

San Gimignano Apartment

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$170.00

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from $170.00 / night

1 / 50

Radicofani Villa

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

$233.00

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from $233.00 / night

(7)

1 / 46

Castellina In Chianti Farmhouse

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$469.00

Very Good (7 reviews)

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from $469.00 / night

1 / 20

San Giovanni d'Asso Villa

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

Responds fast! Avg. 1 hour 46 minutes

$784.00

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from $784.00 / night

1 / 41

Volte Basse Apartment

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$152.00

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from $152.00 / night

1 / 24

Siena Villa

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

$327.00

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from $327.00 / night

(5)

1 / 56

Montepulciano Villa

  • 4
  • 9
  • 7 nights min
  • Nearest beach 117 mi
  • Swimming pool
  • Ask about children

$379.00

Very Good (5 reviews)

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from $379.00 / night

(1)

1 / 20

Radda in Chianti Villa

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$177.00

Excellent (1 reviews)

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from $177.00 / night