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Montalcino Vacation Rentals & Homes with Swimming Pool - 335 Rentals Available.

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335 Vacation rentals

Filters applied: Swimming pool

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

1 / 18

Montalcino Apartment

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

$302.00

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from $302.00 / night

(1)

1 / 29

Castelnuovo dell'Abate Villa

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

$1,523.00

Excellent (1 reviews)

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from $1,523.00 / 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 / 47

San Giovanni d'Asso Villa

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

$365.00

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from $365.00 / 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 / 27

Castelnuovo dell'Abate Villa

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

$543.00

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from $543.00 / night

1 / 18

Montalcino Apartment

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

$273.00

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from $273.00 / night

1 / 30

Montalcino House

  • 14
  • 30
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$4,054.00

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from $4,054.00 / night

1 / 20

Montalcino Apartment

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

$341.00

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from $341.00 / night

1 / 25

Montalcino Villa

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

$481.00

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from $481.00 / night

1 / 60

Tavernelle House

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

$354.00

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from $354.00 / night

1 / 20

San Giovanni d'Asso Villa

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

Responds fast! Avg. 1 hour 33 minutes

$803.00

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from $803.00 / night

1 / 27

Castelnuovo dell'Abate Villa

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

$1,249.00

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from $1,249.00 / 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 / 42

San Giovanni d'Asso Villa

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

$214.00

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from $214.00 / night

1 / 29

Poggio alle Mura Villa

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

$623.00

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from $623.00 / night

(1)

1 / 20

Montalcino House

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

$584.00

Excellent (1 reviews)

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from $584.00 / night

1 / 19

Montalcino Apartment

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

$239.00

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from $239.00 / night

1 / 35

Montalcino Villa

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

$978.00

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from $978.00 / night

1 / 17

San Giovanni d'Asso Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$721.00

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from $721.00 / night

(4)

1 / 20

Montalcino House

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

$422.00

Excellent (4 reviews)

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from $422.00 / night

(1)

1 / 21

Montalcino Apartment

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

$387.00

Excellent (1 reviews)

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from $387.00 / night

1 / 19

Montalcino Villa

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

$397.00

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from $397.00 / night

1 / 39

Montalcino House

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

$1,307.00

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from $1,307.00 / night

1 / 41

Montalcino Villa

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

$410.00

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from $410.00 / 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 / 23

Castelnuovo dell'Abate Villa

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

$668.00

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from $668.00 / night

1 / 12

Castelnuovo dell'Abate Villa

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

$1,196.00

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from $1,196.00 / night

1 / 37

Montalcino Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$926.00

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from $926.00 / night

1 / 50

Montalcino House

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,591.00

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from $1,591.00 / night

Your search has been expanded 19.3 miles to include more rentals

1 / 24

Abbadia di Montepulciano Villa - 18.4 miles away

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

$317.00

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from $317.00 / night

1 / 28

Lucignano House - 19.3 miles away

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$512.00

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from $512.00 / night

1 / 37

Pienza House - 10.5 miles away

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$488.00

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from $488.00 / night

1 / 38

Pienza House - 11.5 miles away

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$974.00

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from $974.00 / night

1 / 33

Montefollonico House - 15.4 miles away

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

$796.00

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from $796.00 / night

1 / 35

Montepulciano House - 15.7 miles away

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

$585.00

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from $585.00 / night

1 / 40

Lucignano Villa - 19.3 miles away

  • 4
  • 12
  • 4 nights min
  • Nearest beach 209 mi
  • Swimming pool
  • Child friendly

$523.00

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from $523.00 / night

1 / 35

Siena House - 18.1 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool

$341.00

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from $341.00 / night

(2)

1 / 35

Castelmuzio Villa - 10.5 miles away

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

$569.00

Excellent (2 reviews)

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from $569.00 / night