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Province of Siena Vacation Rentals & Homes with Swimming Pool - 973 Rentals Available.

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973 Vacation rentals

Filters applied: Swimming pool

1 / 76

Buonconvento Villa

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

$497.00

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from $497.00 / night

(2)

1 / 39

Montepulciano Apartment

  • 2
  • 6
  • min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$132.00

Excellent (2 reviews)

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from $132.00 / night

1 / 37

Sarteano Villa

  • 10
  • 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,485.00

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from $2,485.00 / night

(2)

1 / 32

Bettolle House

  • 10
  • 20
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,400.00

Excellent (2 reviews)

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from $1,400.00 / night

1 / 18

Montalcino Apartment

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

$270.00

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from $270.00 / night

1 / 52

San Casciano dei Bagni Villa

  • 4
  • 10
  • 7 nights min
  • Nearest beach 87 mi
  • Swimming pool
  • Ask about children

$239.00

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from $239.00 / night

1 / 49

Buonconvento Villa

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$3,880.00

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from $3,880.00 / night

1 / 39

San Casciano dei Bagni Villa

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

$1,249.00

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from $1,249.00 / night

1 / 28

Montepulciano Villa

  • 7
  • 19
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$693.00

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from $693.00 / night

1 / 37

Radicofani Villa

  • 9
  • 17
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,539.00

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from $1,539.00 / night

1 / 23

Pienza Villa

  • 8
  • 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,388.00

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from $1,388.00 / night

1 / 36

Rigomagno Villa

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

$156.00

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from $156.00 / night

1 / 22

San Gusme Villa

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$318.00

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from $318.00 / night

1 / 26

Lucignano d'Arbia Villa

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

$129.00

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from $129.00 / night

1 / 53

Casole d'Elsa Villa

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

$121.00

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from $121.00 / night

1 / 8

Buonconvento Villa

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

$835.00

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from $835.00 / night

1 / 26

Cetona Villa

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

$276.00

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from $276.00 / night

1 / 11

Siena Apartment

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$218.00

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from $218.00 / night

1 / 60

Casole d'Elsa Villa

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

$209.00

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from $209.00 / night

1 / 54

Casole d'Elsa Villa

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

$178.00

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from $178.00 / night

1 / 27

Lucignano d'Arbia Villa

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

$129.00

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from $129.00 / night

1 / 27

Castelnuovo dell'Abate Villa

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

$512.00

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from $512.00 / night

1 / 26

Isola d'Arbia Villa

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

$182.00

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from $182.00 / night

1 / 23

Rapolano Terme Villa

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

$263.00

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from $263.00 / night

1 / 28

Farnetella Villa

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

$253.00

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from $253.00 / night

1 / 35

Castelmuzio Villa

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

$189.00

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from $189.00 / night

1 / 47

Gaiole in Chianti Villa

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

$635.00

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from $635.00 / night

1 / 34

Ponte a Bozzone Villa

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

$1,235.00

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from $1,235.00 / night

1 / 20

Montalcino Apartment

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

$337.00

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from $337.00 / night

1 / 28

Monticiano Villa

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

$274.00

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from $274.00 / night

(1)

1 / 22

San Gusme Villa

  • 2
  • 6
  • 7 nights min
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$201.00

Excellent (1 reviews)

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from $201.00 / 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

(3)

1 / 16

San Gusme Villa

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

$240.00

Excellent (3 reviews)

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from $240.00 / night

1 / 24

Radicofani Villa

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

$371.00

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from $371.00 / night

1 / 27

Sant'Albino Villa

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

$471.00

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from $471.00 / night

1 / 17

Castellina In Chianti Villa

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$219.00

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from $219.00 / night

1 / 32

Lucignano d'Arbia Villa

  • 3
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$139.00

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from $139.00 / night

(3)

1 / 25

Montepulciano Apartment

  • 2
  • 6
  • 3 nights min
  • Swimming pool
  • Pet friendly

$135.00

Excellent (3 reviews)

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from $135.00 / night

1 / 20

Pienza Villa

  • 5
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$202.00

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from $202.00 / night

1 / 32

Radda in Chianti Farmhouse

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

$617.00

Inquire

from $617.00 / night