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Montepulciano Vacation Rentals & Homes - 238 Rentals Available

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238 Vacation rentals

(2)

1 / 39

Montepulciano Apartment

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

$93.00

Very Good (2 reviews)

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from $93.00 / night

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(17)

1 / 38

Montepulciano Apartment

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

$132.00

Excellent (17 reviews)

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from $132.00 / night

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(11)

1 / 33

Montepulciano Apartment

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

$115.00

Excellent (11 reviews)

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from $115.00 / night

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(9)

1 / 34

Montepulciano Apartment

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

$132.00

Very Good (9 reviews)

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from $132.00 / night

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1 / 30

Sant'Albino Villa

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,212.00

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from $2,212.00 / night

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1 / 28

Montepulciano Villa

  • 7
  • 19
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$796.00

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from $796.00 / night

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(2)

1 / 39

Montepulciano Apartment

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

$132.00

Excellent (2 reviews)

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from $132.00 / night

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(3)

1 / 25

Montepulciano Apartment

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

$134.00

Excellent (3 reviews)

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from $134.00 / night

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(1)

1 / 34

Sant'Albino Villa

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

$565.00

Excellent (1 reviews)

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from $565.00 / night

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1 / 20

Montepulciano House

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

$1,036.00

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from $1,036.00 / night

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(16)

1 / 47

Montepulciano House

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

$721.00

Excellent (16 reviews)

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from $721.00 / night

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(1)

1 / 30

Bivio di San Biagio Villa

  • 7
  • 15
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$591.00

Excellent (1 reviews)

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from $591.00 / night

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1 / 41

Montepulciano House

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

$550.00

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from $550.00 / night

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1 / 43

Montepulciano Villa

  • 7
  • 16
  • min stay varies
  • Nearest beach 115 mi
  • Swimming pool
  • Child friendly

$574.00

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from $574.00 / night

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1 / 24

Montepulciano Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$123.00

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from $123.00 / night

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(1)

1 / 30

Montepulciano Villa

  • 8
  • 16
  • 4 nights min
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$836.00

Very Good (1 reviews)

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from $836.00 / night

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1 / 24

Montepulciano Villa

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$573.00

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from $573.00 / night

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Your search has been expanded 19.5 miles to include more rentals

1 / 20

Monteroni d'Arbia House - 7.9 miles away

  • 6
  • 12
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$557.00

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from $557.00 / night

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1 / 28

San Donato in Poggio Apartment - 14.9 miles away

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$256.00

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from $256.00 / night

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1 / 18

Greve in Chianti Villa - 17.8 miles away

  • 5
  • 8
  • 7 nights min
  • Ask about children
  • Ask about pets

$519.00

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from $519.00 / night

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1 / 20

Buonconvento Apartment - 15.4 miles away

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

$120.00

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from $120.00 / night

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1 / 20

Sovicille Apartment - 6.2 miles away

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

$111.00

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from $111.00 / night

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(1)

1 / 6

Siena Apartment - 0.1 miles away

  • 2
  • 2
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$191.00

Excellent (1 reviews)

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from $191.00 / night

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1 / 59

Ville di Corsano Villa - 6.5 miles away

  • 9
  • 19
  • 7 nights min
  • Nearest beach 85 mi
  • Swimming pool
  • Child friendly

$2,006.00

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from $2,006.00 / night

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1 / 28

San Gimignano Villa - 17.5 miles away

  • 3
  • 6
  • 7 nights min
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly

$228.00

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from $228.00 / night

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1 / 31

Sovicille Apartment - 7.5 miles away

  • 1
  • 3
  • 7 nights min
  • Ask about children
  • Pet friendly

$79.00

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from $79.00 / night

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1 / 32

San Donato in Poggio Apartment - 14.9 miles away

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

$267.00

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from $267.00 / night

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1 / 56

Barberino Val d'Elsa Apartment - 16 miles away

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$282.00

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from $282.00 / night

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1 / 81

Poggibonsi House - 14.3 miles away

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 2 hours 38 minutes

$711.00

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from $711.00 / night

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1 / 25

San Donato in Poggio Apartment - 14.9 miles away

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$237.00

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from $237.00 / night

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1 / 60

Barberino Val d'Elsa Apartment - 16 miles away

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$394.00

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from $394.00 / night

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1 / 37

Tavarnelle Val di Pesa Apartment - 18.2 miles away

  • 2
  • 4
  • 7 nights min
  • Nearest beach 28 mi
  • Swimming pool
  • Child friendly

$111.00

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from $111.00 / night

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1 / 32

San Donato in Poggio Apartment - 14.9 miles away

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$158.00

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from $158.00 / night

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1 / 20

Sovicille Apartment - 6.2 miles away

  • 1
  • 2
  • 7 nights min
  • Ask about children
  • Pet friendly

$112.00

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from $112.00 / night

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1 / 28

Sovicille Studio - 6.1 miles away

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

$351.00

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from $351.00 / night

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1 / 20

Buonconvento House - 15.4 miles away

  • 5
  • 10
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$511.00

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from $511.00 / night

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1 / 20

Monticiano House - 14.9 miles away

  • 14
  • 27
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$4,567.00

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from $4,567.00 / night

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1 / 18

Asciano Apartment - 13.5 miles away

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

$156.00

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from $156.00 / night

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1 / 20

Monte San Savino House - 19.5 miles away

  • 11
  • 22
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$1,170.00

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from $1,170.00 / night

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1 / 20

Asciano House - 13.5 miles away

  • 2
  • 4
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$175.00

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from $175.00 / night

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