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Province of Siena Vacation Rentals & Homes - 2442 Rentals Available

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2,442 Vacation rentals

1 / 16

Castellina In Chianti Apartment

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

$84.00

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from $84.00 / night

(5)

1 / 56

Montepulciano Villa

  • 4
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$367.00

Very Good (5 reviews)

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from $367.00 / night

1 / 35

Asciano House

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$349.00

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from $349.00 / night

(1)

1 / 60

Montepulciano Villa

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

$443.00

Excellent (1 reviews)

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from $443.00 / night

(1)

1 / 15

Casole d'Elsa Apartment

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

$101.00

Excellent (1 reviews)

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from $101.00 / night

1 / 47

Siena Villa

  • 3
  • 6
  • 7 nights min
  • Nearest beach 94 mi
  • Swimming pool
  • Ask about children

$292.00

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from $292.00 / night

1 / 45

Colle di Val d'Elsa House

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

$299.00

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from $299.00 / night

1 / 24

Siena Villa

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

$258.00

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from $258.00 / night

(2)

1 / 32

Siena Villa

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

$198.00

Excellent (2 reviews)

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from $198.00 / night

1 / 41

Siena House

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

$334.00

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from $334.00 / night

1 / 47

San Giovanni d'Asso Villa

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

$373.00

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from $373.00 / night

(1)

1 / 32

Siena Villa

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

$419.00

Excellent (1 reviews)

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from $419.00 / night

(6)

1 / 40

Siena Villa

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

$147.00

Excellent (6 reviews)

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from $147.00 / night

1 / 12

San Giovanni d'Asso House

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

$569.00

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from $569.00 / night

(1)

1 / 48

Castellina In Chianti Villa

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

$593.00

Excellent (1 reviews)

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from $593.00 / night

1 / 20

San Gimignano House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$175.00

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from $175.00 / night

1 / 33

Castellina In Chianti House

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

$299.00

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from $299.00 / night

(1)

1 / 31

Siena House

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

$256.00

Excellent (1 reviews)

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from $256.00 / night

1 / 24

Montalcino Villa

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

$287.00

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from $287.00 / night

1 / 26

Ponte a Bozzone Apartment

  • 2
  • 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

$217.00

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from $217.00 / 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

1 / 48

Rapolano Terme House

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

$221.00

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from $221.00 / night

1 / 28

Chianciano Terme House

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

$213.00

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from $213.00 / night

1 / 29

Sinalunga House

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

$283.00

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from $283.00 / night

1 / 27

San Gimignano Villa

  • 5
  • 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

$709.00

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from $709.00 / night

1 / 19

Castellina In Chianti Apartment

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

$126.00

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from $126.00 / night

(2)

1 / 48

Siena Villa

  • 5
  • 11
  • 7 nights min
  • Nearest beach 136 mi
  • Swimming pool
  • Ask about children

$352.00

Excellent (2 reviews)

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from $352.00 / night

1 / 35

Castellina In Chianti Farmhouse

  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$788.00

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from $788.00 / night

1 / 22

Poggibonsi Apartment

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

$349.00

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from $349.00 / night

1 / 24

Siena House

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

$413.00

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from $413.00 / night

1 / 21

Casole d'Elsa Apartment

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

$83.00

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from $83.00 / night

1 / 59

Colle di Val d'Elsa Villa

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

$1,162.00

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from $1,162.00 / night

1 / 40

Siena Villa

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

$386.00

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from $386.00 / night

(2)

1 / 27

Buonconvento Villa

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

$1,601.00

Excellent (2 reviews)

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from $1,601.00 / night

1 / 24

San Gimignano Villa

  • 9
  • 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$547.00

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from $547.00 / night

1 / 54

Siena Villa

  • 5
  • 11
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$253.00

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from $253.00 / night

1 / 19

Poggibonsi Apartment

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

$221.00

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from $221.00 / night

1 / 28

Poggibonsi House

  • 7
  • 18
  • 1 night min
  • Swimming pool
  • Ask about children
  • Pet friendly

$407.00

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from $407.00 / night

1 / 26

Cetona Villa

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

$634.00

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from $634.00 / night

1 / 30

Sarteano House

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

$201.00

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from $201.00 / night