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Province of Siena Vacation Rentals & Homes with Swimming Pool - 150 Rentals Available.

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150 Vacation rentals

Filters applied: Swimming pool

(17)

1 / 38

Montepulciano Apartment

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

$128.00

Excellent (17 reviews)

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from $128.00 / night

(2)

1 / 39

Montepulciano Apartment

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

$90.00

Very Good (2 reviews)

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from $90.00 / night

(1)

1 / 42

Poggio alle Mura Villa

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

$1,205.00

Excellent (1 reviews)

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from $1,205.00 / night

(1)

1 / 29

Castelnuovo dell'Abate Villa

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

$1,450.00

Excellent (1 reviews)

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from $1,450.00 / night

(11)

1 / 33

Montepulciano Apartment

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

$112.00

Excellent (11 reviews)

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from $112.00 / night

(9)

1 / 34

Montepulciano Apartment

  • 3
  • 6
  • min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$128.00

Very Good (9 reviews)

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from $128.00 / 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 / 31

San Casciano dei Bagni Farmhouse

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

$1,944.00

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from $1,944.00 / night

(2)

1 / 39

Montepulciano Apartment

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

$128.00

Excellent (2 reviews)

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from $128.00 / night

(1)

1 / 22

San Gusme Villa

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

$206.00

Excellent (1 reviews)

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from $206.00 / night

1 / 35

Castelmuzio Villa

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

$163.00

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from $163.00 / night

(3)

1 / 25

Montepulciano Apartment

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

$131.00

Excellent (3 reviews)

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from $131.00 / night

1 / 32

Radda in Chianti Farmhouse

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

$618.00

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from $618.00 / night

1 / 32

Radda in Chianti Farmhouse

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

$618.00

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from $618.00 / night

(1)

1 / 148

Pienza Villa

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

Responds fast! Avg. 2 hours 38 minutes

$604.00

Excellent (1 reviews)

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from $604.00 / 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

(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

(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)

1 / 34

Sant'Albino Villa

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

$558.00

Excellent (1 reviews)

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from $558.00 / 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 / 20

San Giovanni d'Asso Villa

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

Responds fast! Avg. 2 hours 38 minutes

$766.00

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from $766.00 / 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

(2)

1 / 39

Castellina In Chianti Farmhouse

  • 4
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$273.00

Very Good (2 reviews)

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from $273.00 / night

(5)

1 / 36

Castellina In Chianti Farmhouse

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

$175.00

Very Good (5 reviews)

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from $175.00 / night

1 / 40

Poggio alle Mura Villa

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

$1,738.00

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from $1,738.00 / night

1 / 120

Pienza Villa

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

$604.00

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from $604.00 / night

1 / 76

Sarteano Villa

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

$2,633.00

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from $2,633.00 / night

1 / 37

Sovicille Apartment

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

$117.00

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from $117.00 / night

1 / 48

Castelnuovo dell'Abate Apartment

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

$1,036.00

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from $1,036.00 / night

1 / 89

Monteroni d'Arbia Villa

  • 18
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,623.00

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from $2,623.00 / night

1 / 58

San Giovanni d'Asso House

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

$650.00

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from $650.00 / night

1 / 76

Sarteano Villa

  • 9
  • 20
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$2,925.00

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from $2,925.00 / 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 / 34

Contignano Villa

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

$1,703.00

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from $1,703.00 / 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 / 28

Sovicille Studio

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

$340.00

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from $340.00 / night

1 / 50

Tavernelle Villa

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

$603.00

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from $603.00 / night

1 / 17

Chianciano Terme House

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

$418.00

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from $418.00 / night

1 / 102

Pienza Villa

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

$603.00

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from $603.00 / night

1 / 35

Castelnuovo dell'Abate Villa

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

$1,059.00

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from $1,059.00 / night