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Province of Siena Vacation Rentals & Homes - 2319 Rentals Available

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2,319 Vacation rentals

1 / 79

Pancole Villa

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$334.00

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from $334.00 / night

1 / 45

Colle di Val d'Elsa House

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

$296.00

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from $296.00 / night

(1)

1 / 41

Siena House

  • 5
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$331.00

Very Good (1 reviews)

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from $331.00 / night

1 / 48

Abbadia di Montepulciano Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$395.00

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from $395.00 / night

(2)

1 / 31

Siena House

  • 3
  • 7
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$254.00

Very Good (2 reviews)

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from $254.00 / night

1 / 30

Sarteano House

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

$461.00

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from $461.00 / night

1 / 53

Cetona Villa

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

$325.00

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from $325.00 / night

1 / 57

Strove Villa

  • 18
  • 35
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

$8,095.00

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from $8,095.00 / night

1 / 68

Montalcinello Villa

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

$448.00

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from $448.00 / night

(1)

1 / 77

Montalcinello Villa

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$530.00

Excellent (1 reviews)

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from $530.00 / night

(2)

1 / 55

Montepulciano Villa

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$440.00

Very Good (2 reviews)

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from $440.00 / night

1 / 26

Monteriggioni House

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

$124.00

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from $124.00 / night

1 / 93

Cetona Villa

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

$482.00

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from $482.00 / night

1 / 26

Cetona Villa

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$629.00

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from $629.00 / night

1 / 98

Castelmuzio Villa

  • 5
  • 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden

$495.00

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from $495.00 / night

1 / 18

Montalcino Apartment

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

$334.00

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from $334.00 / night

1 / 28

Chianciano Terme House

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$263.00

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from $263.00 / night

1 / 47

San Giovanni d'Asso Villa

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

$370.00

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from $370.00 / night

(1)

1 / 15

Casole d'Elsa Apartment

  • 2
  • 3
  • 7 nights min
  • Swimming pool
  • Child friendly

$101.00

Excellent (1 reviews)

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from $101.00 / night

1 / 40

Siena Villa

  • 4
  • 8
  • 7 nights min
  • Nearest beach 70 mi
  • Swimming pool
  • Ask about children

$383.00

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from $383.00 / night

1 / 72

Cetona Villa

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

$524.00

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from $524.00 / night

(5)

1 / 22

Castelmuzio Villa

  • 5
  • 10
  • min stay varies
  • Ask about children
  • Ask about pets

Responds fast! Avg. 1 hour 49 minutes

$576.00

Very Good (5 reviews)

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from $576.00 / night

(8)

1 / 40

Siena Villa

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$146.00

Excellent (8 reviews)

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from $146.00 / night

1 / 51

Acquaviva di Montepulciano Villa

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$433.00

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from $433.00 / night

1 / 39

Trequanda Villa

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$519.00

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from $519.00 / night

1 / 16

Siena House

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

$534.00

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from $534.00 / night

1 / 31

Asciano Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$215.00

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from $215.00 / night

1 / 16

Castellina In Chianti Apartment

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

$83.00

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from $83.00 / night

1 / 30

Montalcino Villa

  • 2
  • 4
  • 7 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Ask about children

$177.00

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from $177.00 / night

1 / 13

Murlo Villa

  • 6
  • 14
  • min stay varies
  • Ask about children
  • Ask about pets

Responds fast! Avg. 1 hour 49 minutes

$2,638.00

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from $2,638.00 / night

1 / 14

Sinalunga House

  • 2
  • 6
  • 7 nights min
  • Child friendly

$57.00

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from $57.00 / night

1 / 21

Casole d'Elsa Apartment

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

$118.00

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from $118.00 / night

1 / 35

Trequanda Villa

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

$423.00

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from $423.00 / night

1 / 22

Asciano Apartment

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$162.00

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from $162.00 / night

1 / 44

Siena Villa

  • 9
  • 17
  • 7 nights min
  • Nearest beach 120 mi
  • Swimming pool
  • Ask about children

$472.00

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from $472.00 / night

1 / 35

Castelmuzio Villa

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

$173.00

Inquire

from $173.00 / night

1 / 24

Abbadia di Montepulciano Villa

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

$386.00

Inquire

from $386.00 / night

1 / 37

Staggia Villa

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

Responds fast! Avg. 37 minutes

$655.00

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from $655.00 / night

1 / 44

Siena Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$523.00

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from $523.00 / night

1 / 38

Castellina In Chianti House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly

$296.00

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from $296.00 / night