Search 105,200+ Vacation Rentals

Pienza Apartments & Villas - 1249 Rentals Available

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

1,249 Vacation rentals

1 / 33

Pienza Villa

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

$2,243.00

Inquire

from $2,243.00 / night

1 / 27

Pienza Villa

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

$1,200.00

Inquire

from $1,200.00 / night

1 / 45

Pienza Villa

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

$1,155.00

Book

from $1,155.00 / night

1 / 26

Pienza House

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

$578.00

Inquire

from $578.00 / night

1 / 15

Pienza Villa

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

$256.00

Inquire

from $256.00 / night

1 / 37

Pienza House

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

$496.00

Inquire

from $496.00 / night

1 / 36

Pienza Apartment

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

$231.00

Book

from $231.00 / night

1 / 38

Pienza House

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

$990.00

Inquire

from $990.00 / night

1 / 29

Pienza Villa

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

$1,176.00

Inquire

from $1,176.00 / night

1 / 24

Monticchiello Villa

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

$271.00

Inquire

from $271.00 / night

1 / 27

Pienza Villa

  • 4
  • 7
  • 7 nights min
  • Child friendly
  • Pet friendly

$595.00

Inquire

from $595.00 / night

1 / 23

Pienza Villa

  • 8
  • 15
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$1,429.00

Inquire

from $1,429.00 / night

1 / 20

Pienza Villa

  • 5
  • 8
  • 7 nights min
  • Child friendly
  • Ask about pets

$188.00

Inquire

from $188.00 / night

1 / 62

Pienza Villa

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

$530.00

Book

from $530.00 / night

1 / 25

Monticchiello Villa

  • 6
  • 12
  • 7 nights min
  • Child friendly
  • Pet friendly

$766.00

Inquire

from $766.00 / night

1 / 27

Pienza Villa

  • 6
  • 11
  • 7 nights min
  • Child friendly
  • Ask about pets

$883.00

Inquire

from $883.00 / night

1 / 24

Monticchiello House

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

Inquire for Rates

Inquire

Pricing unknown

1 / 38

Monticchiello Villa

  • 8
  • 12
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

$1,190.00

Inquire

from $1,190.00 / night

1 / 50

Monticchiello Villa

  • 8
  • 12
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

$1,153.00

Inquire

from $1,153.00 / night

1 / 38

Pienza Villa

  • 8
  • 14
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$1,240.00

Inquire

from $1,240.00 / night

1 / 34

Pienza Villa

  • 7
  • 13
  • 7 nights min
  • Child friendly
  • Pet friendly

$322.00

Inquire

from $322.00 / night

1 / 14

Monticchiello Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$78.00

Inquire

from $78.00 / night

1 / 45

Monticchiello Villa

  • 9
  • 18
  • 7 nights min
  • Child friendly
  • Pet friendly

$707.00

Inquire

from $707.00 / night

1 / 16

Monticchiello Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$79.00

Inquire

from $79.00 / night

1 / 34

Pienza Villa

  • 7
  • 13
  • 7 nights min
  • Child friendly
  • Pet friendly

$293.00

Inquire

from $293.00 / night

1 / 37

Pienza Villa

  • 8
  • 16
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$1,530.00

Inquire

from $1,530.00 / night

1 / 16

Pienza Villa

  • 4
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$393.00

Inquire

from $393.00 / night

1 / 25

Monticchiello Villa

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

$1,100.00

Inquire

from $1,100.00 / night

1 / 22

Monticchiello Apartment

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

$135.00

Inquire

from $135.00 / night

1 / 18

Monticchiello Apartment

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$143.00

Inquire

from $143.00 / night

1 / 38

Pienza Villa

  • 7
  • 13
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

$1,438.00

Inquire

from $1,438.00 / night

1 / 42

Monticchiello Villa

  • 7
  • 13
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

$864.00

Inquire

from $864.00 / night

1 / 25

Monticchiello Apartment

  • 2
  • 5
  • 7 nights min
  • Child friendly
  • Ask about pets

$105.00

Inquire

from $105.00 / night

1 / 75

Pienza Villa

  • 6
  • 14
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

$1,361.00

Inquire

from $1,361.00 / night

1 / 22

Monticchiello Apartment

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

$123.00

Inquire

from $123.00 / night

1 / 22

Monticchiello Apartment

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$149.00

Inquire

from $149.00 / night

1 / 77

Pienza Villa

  • 6
  • 14
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

$1,247.00

Inquire

from $1,247.00 / night

1 / 22

Monticchiello Apartment

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

$148.00

Inquire

from $148.00 / night

1 / 18

Monticchiello Apartment

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$142.00

Inquire

from $142.00 / night

1 / 38

Pienza Villa

  • 8
  • 14
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$1,366.00

Inquire

from $1,366.00 / night