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Montalcino Vacation Rentals & Homes with Swimming Pool - 363 Rentals Available.

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363 Vacation rentals

Filters applied: Swimming pool

1 / 12

San Giovanni d'Asso House

  • 4
  • 7
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$561.00

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from $561.00 / night

1 / 37

Montalcino House

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

$425.00

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from $425.00 / night

(2)

1 / 22

Montalcino Villa

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

$311.00

Excellent (2 reviews)

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from $311.00 / night

1 / 30

Montalcino Villa

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

$176.00

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from $176.00 / night

(1)

1 / 21

Montalcino Apartment

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

$452.00

Excellent (1 reviews)

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from $452.00 / night

1 / 30

Montalcino House

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

$3,642.00

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from $3,642.00 / night

1 / 19

Montalcino Apartment

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

$296.00

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from $296.00 / night

1 / 20

San Giovanni d'Asso Villa

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

Responds fast! Avg. 3 hours 19 minutes

$809.00

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from $809.00 / 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 / 32

San Giovanni d'Asso House

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

$263.00

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from $263.00 / night

(1)

1 / 47

Castelnuovo dell'Abate Villa

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

$1,534.00

Excellent (1 reviews)

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from $1,534.00 / night

1 / 24

Montalcino Villa

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

$283.00

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from $283.00 / night

1 / 18

Montalcino Apartment

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

$332.00

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from $332.00 / night

(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 / 18

Montalcino Apartment

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

$315.00

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from $315.00 / night

1 / 50

Montalcino House

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

$702.00

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from $702.00 / night

1 / 47

San Giovanni d'Asso Villa

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

$367.00

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from $367.00 / 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 / 43

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)

1 / 50

Montalcino Villa

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

$932.00

Excellent (1 reviews)

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from $932.00 / 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 / 60

Tavernelle House

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

$361.00

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from $361.00 / night

1 / 30

Montalcino Apartment

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

$1,063.00

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from $1,063.00 / 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 / 39

Montalcino House

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

$468.00

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from $468.00 / 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 / 19

Montalcino Apartment

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$115.00

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from $115.00 / night

1 / 19

Montalcino Apartment

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$170.00

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from $170.00 / night

1 / 19

Montalcino Apartment

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

$90.00

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from $90.00 / night

1 / 27

Montalcino Apartment

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

$239.00

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from $239.00 / night

1 / 26

San Giovanni d'Asso Apartment

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

$162.00

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from $162.00 / night

1 / 26

San Giovanni d'Asso Apartment

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

$178.00

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from $178.00 / night