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Montalcino Vacation Rentals & Homes with Swimming Pool - 74 Rentals Available.

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74 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

(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 / 18

Montalcino Apartment

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

$342.00

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from $342.00 / night

(1)

1 / 29

Castelnuovo dell'Abate Villa

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

$1,478.00

Excellent (1 reviews)

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from $1,478.00 / night

1 / 20

Montalcino Apartment

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

$419.00

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from $419.00 / night

1 / 18

Montalcino Apartment

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

$331.00

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from $331.00 / night

1 / 20

San Giovanni d'Asso Villa

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

Responds fast! Avg. 1 hour 3 minutes

$779.00

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from $779.00 / 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 / 19

Montalcino Apartment

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

$298.00

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from $298.00 / 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 / 38

San Giovanni d'Asso House

  • 3
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$300.00

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from $300.00 / 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 / 72

San Giovanni d'Asso Villa

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$757.00

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from $757.00 / night

1 / 35

Castelnuovo dell'Abate Villa

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

$1,079.00

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from $1,079.00 / night

1 / 50

Tavernelle Villa

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

$615.00

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from $615.00 / night

1 / 58

San Giovanni d'Asso House

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

$662.00

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from $662.00 / night

1 / 35

Montalcino Villa

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

$1,443.00

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from $1,443.00 / night

1 / 48

Castelnuovo dell'Abate Apartment

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

$1,056.00

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from $1,056.00 / night

(1)

1 / 21

Montalcino Apartment

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

$430.00

Excellent (1 reviews)

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from $430.00 / night

1 / 68

Montalcino Villa

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

$525.00

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from $525.00 / night

Your search has been expanded 19.7 miles to include more rentals

1 / 28

Chianciano Terme Apartment - 14.7 miles away

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

$631.00

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from $631.00 / night

1 / 52

Lucignano Apartment - 19.7 miles away

  • 6
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$613.00

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from $613.00 / night

1 / 20

Montepulciano House - 18.9 miles away

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

$1,036.00

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from $1,036.00 / night

1 / 28

Chianciano Terme Apartment - 14.6 miles away

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$741.00

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from $741.00 / night

(11)

1 / 33

Montepulciano Apartment - 16.5 miles away

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

$114.00

Excellent (11 reviews)

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from $114.00 / night

1 / 36

Chianciano Terme Apartment - 14.7 miles away

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$215.00

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from $215.00 / night

(2)

1 / 39

Montepulciano Apartment - 16.5 miles away

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

$131.00

Excellent (2 reviews)

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from $131.00 / night

1 / 76

Sarteano Villa - 19.6 miles away

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

$2,977.00

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from $2,977.00 / night

1 / 41

Montepulciano House - 13.3 miles away

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

$544.00

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from $544.00 / night

1 / 28

Chianciano Terme Apartment - 14.7 miles away

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$215.00

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from $215.00 / night

(17)

1 / 38

Montepulciano Apartment - 16.5 miles away

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

$131.00

Excellent (17 reviews)

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from $131.00 / night

1 / 76

Sarteano Villa - 19.6 miles away

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

$2,678.00

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from $2,678.00 / night

(1)

1 / 148

Pienza Villa - 9.4 miles away

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

Responds fast! Avg. 1 hour 3 minutes

$615.00

Excellent (1 reviews)

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from $615.00 / night

(1)

1 / 34

Sant'Albino Villa - 15.6 miles away

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

$568.00

Excellent (1 reviews)

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from $568.00 / night

1 / 16

Chianciano Terme House - 14.7 miles away

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

$442.00

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from $442.00 / night

1 / 17

Chianciano Terme House - 14.6 miles away

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

$426.00

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from $426.00 / night

1 / 29

Vivo d'Orcia House - 11.1 miles away

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$185.00

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from $185.00 / night

1 / 32

Chianciano Terme Apartment - 14.7 miles away

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$237.00

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from $237.00 / night

1 / 68

Pienza Villa - 7.5 miles away

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

Responds fast! Avg. 1 hour 3 minutes

$615.00

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from $615.00 / night

1 / 25

Chianciano Terme Apartment - 14.7 miles away

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$142.00

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from $142.00 / night