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Province of Siena Vacation Rentals & Homes - 2764 Rentals Available

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2,764 Vacation rentals

(1)

1 / 41

Siena House

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

$328.00

Very Good (1 reviews)

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from $328.00 / night

1 / 45

Colle di Val d'Elsa House

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

$294.00

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from $294.00 / night

1 / 16

Castellina In Chianti Apartment

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

$83.00

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from $83.00 / night

1 / 20

Colle di Val d'Elsa Apartment

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$46.00

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from $46.00 / night

1 / 33

Castellina In Chianti House

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

$294.00

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from $294.00 / night

(1)

1 / 19

San Gimignano Apartment

  • 3
  • 6
  • min stay varies
  • Ask about children
  • Ask about pets

$200.00

Excellent (1 reviews)

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from $200.00 / night

(1)

1 / 15

Casole d'Elsa Apartment

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

$100.00

Excellent (1 reviews)

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from $100.00 / night

1 / 20

Radda in Chianti Apartment

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

$104.00

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from $104.00 / night

1 / 12

San Giovanni d'Asso House

  • 4
  • 7
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$560.00

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from $560.00 / night

(2)

1 / 31

Siena House

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

$252.00

Very Good (2 reviews)

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from $252.00 / night

1 / 24

Castelmuzio Villa

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children

$471.00

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from $471.00 / night

1 / 30

Poggibonsi Villa

  • 7
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$600.00

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from $600.00 / night

1 / 21

Casole d'Elsa Apartment

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$82.00

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from $82.00 / night

1 / 10

Casole d'Elsa House

  • 4
  • 8
  • 7 nights min

$117.00

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from $117.00 / night

(2)

1 / 22

Montalcino Villa

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

$310.00

Excellent (2 reviews)

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from $310.00 / night

1 / 26

San Quirico d'Orcia Villa

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

$103.00

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from $103.00 / night

1 / 16

San Gimignano Villa

  • 9
  • 15
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 2 hours 37 minutes

$539.00

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from $539.00 / night

(1)

1 / 20

Radda in Chianti Apartment

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly

$163.00

Excellent (1 reviews)

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from $163.00 / night

(94)

1 / 82

Siena House

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

$267.00

Very Good (94 reviews)

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from $267.00 / night

(3)

1 / 16

San Gusme Villa

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

$243.00

Excellent (3 reviews)

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from $243.00 / night

1 / 35

San Gimignano Villa

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

$1,033.00

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from $1,033.00 / night

1 / 22

Colle di Val d'Elsa Villa

  • 13
  • 25
  • 7 nights min
  • Ask about children
  • Ask about pets

Responds fast! Avg. 1 hour 41 minutes

$4,484.00

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from $4,484.00 / night

1 / 20

Radda in Chianti Apartment

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly

$220.00

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from $220.00 / night

1 / 42

Gaiole in Chianti House

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$490.00

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from $490.00 / night

1 / 27

Colle di Val d'Elsa Villa

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$136.00

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from $136.00 / night

1 / 21

Casole d'Elsa Apartment

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

$117.00

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from $117.00 / night

1 / 27

Monteroni d'Arbia House

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly

$103.00

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from $103.00 / night

1 / 32

Gaiole in Chianti Apartment

  • 4
  • 7
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$297.00

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from $297.00 / night

(8)

1 / 35

Chianciano Terme House

  • 4
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$280.00

Excellent (8 reviews)

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from $280.00 / night

1 / 57

Costalpino Villa

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

$207.00

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from $207.00 / night

1 / 19

Montalcino Apartment

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

$298.00

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from $298.00 / night

1 / 36

Pienza Apartment

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

$228.00

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from $228.00 / night

1 / 38

Gaiole in Chianti Apartment

  • 4
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$322.00

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from $322.00 / night

(2)

1 / 35

Castelmuzio Villa

  • 5
  • 10
  • 7 nights min
  • Nearest beach 161 mi
  • Swimming pool
  • Child friendly

$571.00

Excellent (2 reviews)

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from $571.00 / night

1 / 22

Castelmuzio Villa

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children

$548.00

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from $548.00 / night

(3)

1 / 22

Colle di Val d'Elsa Villa

  • 18
  • 35
  • 7 nights min
  • Ask about children
  • Ask about pets

Responds fast! Avg. 1 hour 41 minutes

$6,419.00

Excellent (3 reviews)

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from $6,419.00 / night

(1)

1 / 42

Siena Villa

  • 8
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$222.00

Excellent (1 reviews)

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from $222.00 / night

1 / 25

San Gimignano Villa

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

Responds fast! Avg. 2 hours 37 minutes

$367.00

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from $367.00 / night

1 / 29

Sinalunga House

  • 7
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$278.00

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from $278.00 / night

1 / 20

Radda in Chianti Apartment

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

$106.00

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from $106.00 / night