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Province of Siena Vacation Rentals & Homes with Swimming Pool - 176 Rentals Available.

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176 Vacation rentals

Filters applied: Swimming pool

(17)

1 / 38

Montepulciano Apartment

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

$130.00

Excellent (17 reviews)

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from $130.00 / night

1 / 18

Montalcino Apartment

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

$293.00

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from $293.00 / night

(2)

1 / 39

Montepulciano Apartment

  • 1
  • 2
  • 2 nights min
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$91.00

Very Good (2 reviews)

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from $91.00 / night

1 / 42

Poggio alle Mura Villa

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

$1,205.00

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from $1,205.00 / night

(9)

1 / 34

Montepulciano Apartment

  • 3
  • 6
  • 2 nights min
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$130.00

Very Good (9 reviews)

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from $130.00 / night

1 / 68

Asciano Villa

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

$295.00

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from $295.00 / night

(34)

1 / 46

Montalcino Farmhouse

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$343.00

Very Good (34 reviews)

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from $343.00 / night

(1)

1 / 29

Castelnuovo dell'Abate Villa

  • 5
  • 8
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$1,481.00

Excellent (1 reviews)

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from $1,481.00 / night

(11)

1 / 33

Montepulciano Apartment

  • 2
  • 5
  • 2 nights min
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$114.00

Excellent (11 reviews)

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from $114.00 / night

1 / 30

Sant'Albino Villa

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,195.00

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from $2,195.00 / night

(2)

1 / 39

Montepulciano Apartment

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

$129.00

Excellent (2 reviews)

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from $129.00 / night

1 / 31

San Casciano dei Bagni Farmhouse

  • 13
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,066.00

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from $2,066.00 / night

1 / 34

Sarteano Villa

  • 13
  • 26
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$1,624.00

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from $1,624.00 / night

1 / 15

Montalcino Villa

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

$395.00

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from $395.00 / night

1 / 39

San Casciano dei Bagni Villa

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

$1,230.00

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from $1,230.00 / night

1 / 28

Montepulciano Villa

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

$789.00

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from $789.00 / night

1 / 37

Sarteano Villa

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

$2,448.00

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from $2,448.00 / 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

1 / 18

Montalcino Apartment

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

$266.00

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from $266.00 / night

1 / 34

Ponte a Bozzone Villa

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

$1,129.00

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from $1,129.00 / night

1 / 37

Radicofani Villa

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

$1,516.00

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from $1,516.00 / night

(3)

1 / 25

Montepulciano Apartment

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

$133.00

Excellent (3 reviews)

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from $133.00 / night

1 / 20

Montalcino Apartment

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

$331.00

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from $331.00 / night

1 / 35

Castelmuzio Villa

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

$166.00

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from $166.00 / night

(1)

1 / 22

San Gusme Villa

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

$198.00

Excellent (1 reviews)

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from $198.00 / night

1 / 32

Radda in Chianti Farmhouse

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

$617.00

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from $617.00 / night

1 / 32

Siena Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$908.00

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from $908.00 / night

1 / 31

San Casciano dei Bagni Villa

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

$757.00

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from $757.00 / night

1 / 49

Buonconvento Villa

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

$3,816.00

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from $3,816.00 / night

(1)

1 / 148

Pienza Villa

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

Responds fast! Avg. 2 hours 15 minutes

$614.00

Excellent (1 reviews)

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from $614.00 / night

(1)

1 / 47

Pienza House

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

$1,200.00

Very Good (1 reviews)

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from $1,200.00 / night

1 / 24

San Casciano dei Bagni Villa

  • 7
  • 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$1,123.00

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from $1,123.00 / night

(1)

1 / 34

Sant'Albino Villa

  • 7
  • 21
  • 7 nights min
  • Nearest beach 115 mi
  • Swimming pool
  • Child friendly

$568.00

Excellent (1 reviews)

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from $568.00 / night

(7)

1 / 46

Castellina In Chianti Farmhouse

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$469.00

Very Good (7 reviews)

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from $469.00 / night

1 / 20

San Giovanni d'Asso Villa

  • 7
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 15 minutes

$780.00

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from $780.00 / night

(1)

1 / 20

Siena Villa

  • 5
  • 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$395.00

Excellent (1 reviews)

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from $395.00 / night

1 / 13

Taverne d'Arbia Villa

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$569.00

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from $569.00 / night

(5)

1 / 70

Monteriggioni House

  • 17
  • 34
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$4,017.00

Excellent (5 reviews)

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from $4,017.00 / night

(3)

1 / 33

Castellina In Chianti Farmhouse

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$201.00

Very Good (3 reviews)

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from $201.00 / night

1 / 40

Poggio alle Mura Villa

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

$1,737.00

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from $1,737.00 / night