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Province of Siena Vacation Rentals & Homes - 1883 Rentals Available

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1,883 Vacation rentals

1 / 12

San Giovanni d'Asso House

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

$608.00

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from $608.00 / night

(1)

1 / 29

Monticchiello Farmhouse

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

$500.00

Excellent (1 reviews)

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from $500.00 / night

1 / 16

San Gimignano Villa

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

$585.00

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from $585.00 / night

(1)

1 / 48

Castellina In Chianti Villa

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

$632.00

Excellent (1 reviews)

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from $632.00 / night

1 / 24

Castelmuzio Villa

  • 5
  • 10
  • 3 nights min
  • Swimming pool
  • Ask about children

$532.00

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from $532.00 / night

1 / 23

Pievasciata Villa

  • 7
  • 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$526.00

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from $526.00 / night

1 / 20

Radda in Chianti Apartment

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

$113.00

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from $113.00 / night

1 / 11

Castellina In Chianti Apartment

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

$90.00

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from $90.00 / night

1 / 15

Valiano Villa

  • 5
  • 9
  • 7 nights min
  • Swimming pool
  • Child friendly

$417.00

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from $417.00 / night

(1)

1 / 48

Staggia Villa

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

$645.00

Excellent (1 reviews)

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from $645.00 / night

1 / 47

Siena Villa

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

$312.00

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from $312.00 / night

(7)

1 / 61

Poggibonsi Villa

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

$911.00

Excellent (7 reviews)

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from $911.00 / night

(1)

1 / 15

Casole d'Elsa Apartment

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

$108.00

Excellent (1 reviews)

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from $108.00 / night

(1)

1 / 21

Montalcino Apartment

  • 3
  • 6
  • 2 nights min
  • Nearest beach 137 mi
  • Swimming pool
  • Pet friendly

$490.00

Excellent (1 reviews)

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from $490.00 / night

(2)

1 / 34

Gaiole in Chianti Villa

  • 7
  • 16
  • 7 nights min
  • Ask about children
  • Ask about pets

$1,153.00

Excellent (2 reviews)

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from $1,153.00 / night

1 / 45

Montalcino Villa

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

$984.00

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from $984.00 / night

1 / 24

Siena Villa

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Ask about pets

$762.00

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from $762.00 / night

1 / 36

Castelnuovo Berardenga Villa

  • 8
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$930.00

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from $930.00 / night

1 / 28

Poggibonsi House

  • 7
  • 18
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$434.00

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from $434.00 / night

(1)

1 / 60

Montepulciano Villa

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

$473.00

Excellent (1 reviews)

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from $473.00 / night

1 / 23

Siena Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$217.00

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from $217.00 / night

(2)

1 / 32

Siena Villa

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

$211.00

Excellent (2 reviews)

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from $211.00 / night

(3)

1 / 16

San Gusme Villa

  • 2
  • 4
  • 7 nights min
  • Nearest beach 185 mi
  • Swimming pool
  • Private garden

$264.00

Excellent (3 reviews)

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from $264.00 / night

(2)

1 / 29

Quercegrossa Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly

$701.00

Excellent (2 reviews)

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from $701.00 / night

1 / 49

Pienza House

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,400.00

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from $1,400.00 / night

1 / 37

Pienza House

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

$532.00

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from $532.00 / night

1 / 18

Montecchio Villa

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

$455.00

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from $455.00 / night

1 / 19

Montalcino Apartment

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

$323.00

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from $323.00 / night

1 / 33

Montefollonico House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$868.00

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from $868.00 / night

1 / 12

Pienza Apartment

  • 1
  • 4
  • 2 nights min
  • Ask about children
  • Ask about pets

$134.00

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from $134.00 / night

1 / 30

Cetona House

  • 5
  • 9
  • Min stay varies
  • Swimming pool
  • Child friendly

$403.00

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from $403.00 / night

1 / 13

Castellina In Chianti Apartment

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

$93.00

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from $93.00 / night

1 / 26

Gaiole in Chianti Villa

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

$1,487.00

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from $1,487.00 / night

1 / 26

Castelmuzio Villa

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

$572.00

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from $572.00 / night

1 / 32

Gaiole in Chianti Apartment

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

$323.00

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from $323.00 / night

1 / 19

Castelnuovo Berardenga Apartment

  • 1
  • 3
  • Min stay varies
  • Swimming pool
  • Child friendly

$97.00

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from $97.00 / night

1 / 100

Casole d'Elsa House

  • 12
  • 30
  • Min stay varies
  • Swimming pool
  • Child friendly

$673.00

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from $673.00 / night

(1)

1 / 32

Lucarelli Villa

  • 6
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$526.00

Excellent (1 reviews)

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from $526.00 / night

1 / 28

Pienza Villa

  • 6
  • 12
  • 7 nights min
  • Ask about children
  • Ask about pets

$2,408.00

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from $2,408.00 / night

1 / 38

Gaiole in Chianti Apartment

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

$350.00

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from $350.00 / night