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Montalcino Vacation Rentals & Homes with Swimming Pool - 336 Rentals Available.

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336 Vacation rentals

Filters applied: Swimming pool

(34)

1 / 46

Montalcino Farmhouse

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

$358.00

Very Good (34 reviews)

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from $358.00 / night

1 / 42

Poggio alle Mura Villa

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

$1,154.00

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from $1,154.00 / night

1 / 18

Montalcino Apartment

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

$331.00

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from $331.00 / night

(1)

1 / 29

Castelnuovo dell'Abate Villa

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

$1,526.00

Excellent (1 reviews)

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from $1,526.00 / night

1 / 47

San Giovanni d'Asso Villa

  • 5
  • 10
  • 7 nights min
  • Nearest beach 94 mi
  • Swimming pool
  • Ask about children

$366.00

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from $366.00 / night

1 / 15

Montalcino Villa

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

$406.00

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from $406.00 / night

1 / 30

Montalcino House

  • 14
  • 30
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$3,614.00

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from $3,614.00 / night

1 / 18

Montalcino Apartment

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

$313.00

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from $313.00 / night

1 / 25

Montalcino Villa

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

$667.00

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from $667.00 / night

1 / 20

Montalcino Apartment

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

$399.00

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from $399.00 / night

1 / 24

Montalcino Villa

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

$282.00

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from $282.00 / night

1 / 20

San Giovanni d'Asso Villa

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

$806.00

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from $806.00 / night

1 / 30

Montalcino Villa

  • 2
  • 4
  • 7 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Ask about children

$175.00

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from $175.00 / night

1 / 60

Tavernelle House

  • 4
  • 8
  • 7 nights min
  • Nearest beach 71 mi
  • Swimming pool
  • Ask about children

$358.00

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from $358.00 / night

1 / 40

Poggio alle Mura Villa

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

$1,664.00

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from $1,664.00 / night

1 / 19

Montalcino Apartment

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

$297.00

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from $297.00 / night

1 / 35

Montalcino Villa

  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$936.00

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from $936.00 / night

(1)

1 / 21

Montalcino Apartment

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

$451.00

Excellent (1 reviews)

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from $451.00 / night

1 / 30

Montalcino Apartment

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$999.00

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from $999.00 / night

1 / 68

Montalcino Villa

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

$480.00

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from $480.00 / night

1 / 39

Montalcino House

  • 6
  • 14
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,249.00

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from $1,249.00 / night

1 / 26

San Giovanni d'Asso Apartment

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$163.00

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from $163.00 / night

1 / 27

Montalcino Apartment

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

$244.00

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from $244.00 / night

1 / 26

San Giovanni d'Asso Apartment

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$182.00

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from $182.00 / night

1 / 50

Montalcino House

  • 8
  • 16
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$696.00

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from $696.00 / night

Your search has been expanded 19.6 miles to include more rentals

(8)

1 / 40

Siena Villa - 19.3 miles away

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

$144.00

Excellent (8 reviews)

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from $144.00 / night

(2)

1 / 32

Siena Villa - 19.3 miles away

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

$194.00

Excellent (2 reviews)

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from $194.00 / night

1 / 24

Abbadia di Montepulciano Villa - 18.4 miles away

  • 4
  • 10
  • 7 nights min
  • Nearest beach 201 mi
  • Swimming pool
  • Child friendly

$318.00

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from $318.00 / night

1 / 44

Siena Villa - 19.3 miles away

  • 9
  • 17
  • 7 nights min
  • Nearest beach 120 mi
  • Swimming pool
  • Ask about children

$468.00

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from $468.00 / night

1 / 48

Siena Villa - 19.3 miles away

  • 2
  • 5
  • min stay varies
  • Nearest beach 153 mi
  • Swimming pool
  • Child friendly

$255.00

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from $255.00 / night

(2)

1 / 63

Siena Villa - 19.3 miles away

  • 6
  • 12
  • 7 nights min
  • Nearest beach 95 mi
  • Swimming pool
  • Ask about children

$611.00

Excellent (2 reviews)

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from $611.00 / night

(3)

1 / 44

Siena Villa - 19.3 miles away

  • 4
  • 8
  • 7 nights min
  • Nearest beach 136 mi
  • Swimming pool
  • Ask about children

$319.00

Excellent (3 reviews)

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from $319.00 / night

(1)

1 / 34

Sant'Albino Villa - 15.6 miles away

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

$553.00

Excellent (1 reviews)

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from $553.00 / night

1 / 26

Sarteano Villa - 19.6 miles away

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

$747.00

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from $747.00 / night

(5)

1 / 56

Montepulciano Villa - 18.4 miles away

  • 4
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$360.00

Very Good (5 reviews)

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from $360.00 / night

1 / 24

Siena Villa - 19.3 miles away

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

$352.00

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from $352.00 / night

1 / 44

Siena Villa - 19.3 miles away

  • 6
  • 12
  • 7 nights min
  • Nearest beach 70 mi
  • Swimming pool
  • Ask about children

$440.00

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from $440.00 / night

(1)

1 / 60

Siena Villa - 19.3 miles away

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$642.00

Excellent (1 reviews)

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from $642.00 / night

(2)

1 / 35

Castelmuzio Villa - 10.5 miles away

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

$570.00

Excellent (2 reviews)

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from $570.00 / night

1 / 35

Trequanda Villa - 12.1 miles away

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

$418.00

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from $418.00 / night