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Pienza Apartments & Villas - 33 Rentals Available

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33 Vacation rentals

1 / 44

Pienza House

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

from $663 / night

1 / 28

Pienza Villa

  • 6
  • 12
  • 7 nights min
  • Ask about children
  • Ask about pets

$2446

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from $2446 / night

1 / 37

Monticchiello Apartment

  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

from $337 / night

1 / 54

Monticchiello House

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

from $832 / night

(1)

1 / 29

Monticchiello Farmhouse

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

$552

Excellent (1 reviews)

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from $552 / night

1 / 30

Pienza Apartment

  • 7
  • 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $298 / night

1 / 38

Pienza House

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

$1006

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from $1006 / night

1 / 12

Pienza Apartment

  • 1
  • 4
  • 1 night min
  • Ask about children
  • Ask about pets

$106

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from $106 / night

(1)

1 / 22

Monticchiello Villa

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

$600

Excellent (1 reviews)

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from $600 / night

(1)

1 / 47

Pienza House

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

$1889

Very Good (1 reviews)

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from $1889 / night

1 / 37

Pienza House

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

from $503 / night

1 / 26

Pienza House

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

from $587 / night

1 / 44

Monticchiello Apartment

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

from $273 / night

1 / 18

Pienza Villa

  • 6
  • 12
  • 7 nights min
  • Child friendly
  • Ask about pets

from $745 / night

1 / 14

Pienza Apartment

  • 2
  • 4
  • 1 night min
  • Ask about children
  • Ask about pets

$153

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from $153 / night

(1)

1 / 15

Pienza House

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

$233

Excellent (1 reviews)

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from $233 / night

1 / 12

Pienza Apartment

  • 1
  • 4
  • 1 night min
  • Ask about children
  • Ask about pets

$106

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from $106 / night

1 / 51

Pienza Apartment

  • 4
  • 50
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$234

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from $234 / night

1 / 10

Pienza Apartment

  • 1
  • 3
  • 1 night min
  • Ask about children
  • Ask about pets

$135

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from $135 / night

1 / 31

Monticchiello Farmhouse

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

$1088

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from $1088 / night

1 / 62

Pienza Villa

  • 10
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$502

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from $502 / night

1 / 29

Pienza Villa

  • 8
  • 14
  • 7 nights min
  • Child friendly
  • Ask about pets

from $982 / night

1 / 43

Pienza Villa

  • 5
  • 10
  • 7 nights min
  • Child friendly
  • Air conditioning

$687

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from $687 / night

1 / 30

Monticchiello Villa

  • 8
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1296

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from $1296 / night

1 / 30

Pienza Villa

  • 8
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $837 / night

1 / 24

Pienza Villa

  • 7
  • 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $312 / night

1 / 19

Pienza Apartment

  • 8
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $856 / night

1 / 28

Pienza Villa

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $571 / night

1 / 41

Pienza Villa

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

$604

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from $604 / night

1 / 28

Pienza Villa

  • 6
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $884 / night

1 / 30

Pienza Villa

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $570 / night

1 / 24

Monticchiello House

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

Inquire for Rates

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Pricing unknown

1 / 30

Pienza Villa

  • 7
  • 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $298 / night

Your search has been expanded 5.7 miles to include more rentals

1 / 37

Montalcino Villa - 0.1 miles away

  • 6
  • 12
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

$1956

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from $1956 / night

1 / 24

Montalcino House - 1.3 miles away

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

from $479 / night

1 / 50

Montalcino House - 2.4 miles away

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

from $718 / night

1 / 30

San Quirico d'Orcia Apartment - 2.7 miles away

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $195 / night

1 / 30

Gallina Villa - 3 miles away

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

from $264 / night

1 / 14

Gallina Apartment - 3 miles away

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

from $253 / night

1 / 34

Gallina House - 3.2 miles away

  • 19
  • Min stay varies
  • Ask about children
  • Ask about pets

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Pricing unknown

1 / 30

Petroio Villa - 3.5 miles away

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $545 / night

1 / 21

San Quirico d'Orcia Villa - 3.9 miles away

  • 6
  • 12
  • 7 nights min
  • Ask about children
  • Ask about pets

$1436

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from $1436 / night

1 / 25

Montalcino Villa - 3.9 miles away

  • 9
  • 19
  • 7 nights min
  • Ask about children
  • Ask about pets

$1780

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from $1780 / night

1 / 47

San Quirico d'Orcia Farmhouse - 4 miles away

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

from $823 / night

1 / 17

Castelmuzio Villa - 4.4 miles away

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Ask about pets

$502

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from $502 / night

1 / 19

Castiglione D'Orcia House - 4.4 miles away

  • 8
  • 19
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $383 / night

1 / 22

Castelmuzio Villa - 4.5 miles away

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from $587 / night

1 / 19

Castelmuzio Villa - 4.5 miles away

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from $504 / night

1 / 8

Castelmuzio Villa - 4.5 miles away

  • 5
  • 10
  • 7 nights min
  • Child friendly

$467

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from $467 / night

1 / 22

Castelmuzio Villa - 4.5 miles away

  • 5
  • 10
  • 7 nights min
  • Child friendly

$545

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from $545 / night

(2)

1 / 35

Castelmuzio Villa - 4.5 miles away

  • 5
  • 10
  • 7 nights min
  • Nearest beach 161 mi
  • Swimming pool
  • Child friendly

$587

Excellent (2 reviews)

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from $587 / night

1 / 26

Castelmuzio Villa - 4.5 miles away

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

from $572 / night

1 / 27

Trequanda House - 4.5 miles away

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $503 / night

1 / 35

Castelmuzio Villa - 4.8 miles away

  • 2
  • 6
  • Min stay varies
  • Nearest beach 161 mi
  • Swimming pool
  • Child friendly

from $212 / night

1 / 13

Gallina Villa - 5.2 miles away

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

from $97 / night

1 / 20

San Giovanni d'Asso House - 5.4 miles away

  • 4
  • 50
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$551

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from $551 / night

1 / 10

San Giovanni d'Asso Villa - 5.4 miles away

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

from $596 / night

1 / 43

Montepulciano Villa - 5.4 miles away

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

from $733 / night

1 / 11

Montepulciano House - 5.4 miles away

  • 7
  • Min stay varies
  • Ask about children
  • Ask about pets

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Pricing unknown

1 / 30

Montepulciano Villa - 5.4 miles away

  • 5
  • 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $561 / night

1 / 36

Montepulciano House - 5.4 miles away

  • 8
  • 16
  • Min stay varies

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Pricing unknown

(1)

1 / 25

Montepulciano Villa - 5.4 miles away

  • 5
  • 9
  • 7 nights min
  • Ask about children

$411

Excellent (1 reviews)

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from $411 / night

1 / 30

Montepulciano Villa - 5.5 miles away

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

from $794 / night

1 / 36

Bivio di San Biagio House - 5.5 miles away

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

from $733 / night

1 / 49

Montepulciano Villa - 5.5 miles away

  • 7
  • 50
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$733

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from $733 / night

1 / 56

Montepulciano Villa - 5.5 miles away

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

$729

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from $729 / night

1 / 36

Montisi House - 5.5 miles away

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

from $151 / night

1 / 16

Montepulciano House - 5.5 miles away

  • 3
  • 7
  • 7 nights min
  • Ask about children
  • Ask about pets

from $218 / night

1 / 36

Montisi House - 5.5 miles away

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

from $218 / night

1 / 36

Montisi House - 5.5 miles away

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $151 / night

1 / 36

Montisi House - 5.5 miles away

  • 1
  • 3
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $151 / night

1 / 30

Castiglione D'Orcia Villa - 5.6 miles away

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $170 / night

1 / 14

Castiglione D'Orcia Apartment - 5.7 miles away

  • 2
  • 4
  • 3 nights min
  • Ask about children
  • Ask about pets

$129

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from $129 / night