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Search 105,200+ Vacation Rentals

Province of Siena Vacation Rentals & Homes with Swimming Pool - 158 Rentals Available.

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158 Vacation rentals

Filters applied: Swimming pool

1 / 37

Chianciano Terme House

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

$1,081.00

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from $1,081.00 / night

1 / 102

Pienza Villa

  • 6
  • 12
  • 7 nights min
  • Nearest beach 95 mi
  • Swimming pool
  • Child friendly

$608.00

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from $608.00 / night

1 / 20

Poggibonsi House

  • 6
  • 11
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$928.00

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from $928.00 / night

1 / 35

Sovicille Apartment

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$121.00

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from $121.00 / night

1 / 38

San Giovanni d'Asso House

  • 3
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$302.00

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from $302.00 / night

1 / 34

Contignano Villa

  • 9
  • 18
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,643.00

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from $1,643.00 / night

1 / 37

Sovicille Apartment

  • 1
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$121.00

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from $121.00 / night

1 / 48

San Giovanni d'Asso Villa

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

$425.00

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from $425.00 / night

(4)

1 / 20

Montalcino House

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

$507.00

Excellent (4 reviews)

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from $507.00 / night

1 / 76

Sarteano Villa

  • 8
  • 18
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$2,871.00

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from $2,871.00 / night

1 / 28

Chianciano Terme Apartment

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

$645.00

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from $645.00 / night

1 / 72

San Giovanni d'Asso Villa

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$770.00

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from $770.00 / night

1 / 50

Pienza Villa

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

$695.00

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from $695.00 / night

(1)

1 / 30

Bivio di San Biagio Villa

  • 7
  • 15
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$661.00

Excellent (1 reviews)

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from $661.00 / night

1 / 58

San Giovanni d'Asso House

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

$674.00

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from $674.00 / night

1 / 41

Montepulciano House

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

$583.00

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from $583.00 / night

1 / 59

Ville di Corsano Villa

  • 9
  • 19
  • 7 nights min
  • Nearest beach 85 mi
  • Swimming pool
  • Child friendly

$1,994.00

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from $1,994.00 / night

1 / 17

Chianciano Terme Apartment

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$291.00

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from $291.00 / night

1 / 31

Chianciano Terme Apartment

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$152.00

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from $152.00 / night

1 / 28

Chianciano Terme Apartment

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$758.00

Inquire

from $758.00 / night

1 / 120

Pienza Villa

  • 8
  • 14
  • 7 nights min
  • Nearest beach 95 mi
  • Swimming pool
  • Child friendly

$659.00

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from $659.00 / night

1 / 27

Sovicille Studio

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$307.00

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from $307.00 / night

1 / 27

Chianciano Terme Apartment

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

$321.00

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from $321.00 / night

1 / 86

Poggibonsi Villa

  • 3
  • 8
  • 7 nights min
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly

$760.00

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from $760.00 / night

1 / 28

San Gimignano Villa

  • 3
  • 6
  • 7 nights min
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly

$245.00

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from $245.00 / night

1 / 35

Castelnuovo dell'Abate Villa

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

$1,220.00

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from $1,220.00 / night

1 / 111

Siena Villa

  • 6
  • 12
  • min stay varies
  • Nearest beach 161 mi
  • Swimming pool
  • Child friendly

$584.00

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from $584.00 / night

1 / 21

Sarteano Villa

  • 8
  • 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$3,878.00

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from $3,878.00 / night

1 / 40

Vivo d'Orcia House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$169.00

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from $169.00 / night

1 / 25

Sarteano Villa

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

$3,878.00

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from $3,878.00 / night

1 / 81

Poggibonsi House

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 1 hour 53 minutes

$758.00

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from $758.00 / night

1 / 48

Castelnuovo dell'Abate Apartment

  • 4
  • 8
  • 7 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Ask about children

$1,132.00

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from $1,132.00 / night

1 / 20

Monticiano House

  • 5
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$206.00

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from $206.00 / night

1 / 17

Chianciano Terme House

  • 11
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$436.00

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from $436.00 / night

1 / 30

San Casciano dei Bagni Villa

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

$270.00

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from $270.00 / night

(2)

1 / 35

Castelmuzio Villa

  • 5
  • 10
  • min stay varies
  • Nearest beach 161 mi
  • Swimming pool
  • Child friendly

$592.00

Excellent (2 reviews)

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from $592.00 / night

(1)

1 / 20

Montalcino House

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

$692.00

Excellent (1 reviews)

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from $692.00 / night

1 / 29

Vivo d'Orcia House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$231.00

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from $231.00 / night

1 / 25

Chianciano Terme Apartment

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$152.00

Inquire

from $152.00 / night

1 / 28

Sovicille Studio

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$355.00

Inquire

from $355.00 / night