Search 105,200+ Vacation Rentals

Pienza Apartments & Villas - 1382 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

1,382 Vacation rentals

1 / 27

Pienza Villa

  • 4
  • 7
  • min stay varies
  • Child friendly
  • Pet friendly

$739.00

Inquire

from $739.00 / night

1 / 26

Pienza House

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

$583.00

Inquire

from $583.00 / night

1 / 12

Pienza Apartment

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

$130.00

Book

from $130.00 / night

1 / 38

Pienza House

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

$998.00

Inquire

from $998.00 / night

1 / 37

Pienza House

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

$500.00

Inquire

from $500.00 / night

1 / 27

Pienza Villa

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

$854.00

Inquire

from $854.00 / night

1 / 44

Monticchiello Apartment

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$337.00

Inquire

from $337.00 / night

1 / 37

Monticchiello Apartment

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$337.00

Inquire

from $337.00 / night

1 / 30

Pienza Villa

  • 8
  • 14
  • min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

$2,054.00

Inquire

from $2,054.00 / 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 / 36

Pienza Apartment

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

$233.00

Book

from $233.00 / night

1 / 30

Pienza Villa

  • 6
  • 14
  • min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

$2,201.00

Inquire

from $2,201.00 / night

(1)

1 / 29

Monticchiello Farmhouse

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

$500.00

Excellent (1 reviews)

Inquire

from $500.00 / night

1 / 34

Pienza Villa

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

$317.00

Inquire

from $317.00 / night

(1)

1 / 47

Pienza House

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$1,200.00

Very Good (1 reviews)

Inquire

from $1,200.00 / night

1 / 45

Pienza Villa

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

Responds fast! Avg. 1 hour 1 minutes

$1,165.00

Book

from $1,165.00 / night

1 / 54

Monticchiello House

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

$1,118.00

Inquire

from $1,118.00 / night

1 / 25

Monticchiello Villa

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

$1,043.00

Inquire

from $1,043.00 / night

1 / 62

Pienza Villa

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

$533.00

Book

from $533.00 / night

1 / 24

Pienza Villa

  • 7
  • 15
  • min stay varies
  • Child friendly
  • Pet friendly

$563.00

Inquire

from $563.00 / 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 / 20

Pienza Villa

  • 5
  • 8
  • min stay varies
  • Child friendly
  • Ask about pets

$483.00

Inquire

from $483.00 / 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 / 14

Pienza Apartment

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

$166.00

Book

from $166.00 / night

1 / 75

Pienza Villa

  • 6
  • 14
  • min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

$1,990.00

Inquire

from $1,990.00 / night

1 / 49

Pienza House

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

$1,700.00

Inquire

from $1,700.00 / night

1 / 37

Pienza Villa

  • 8
  • 16
  • min stay varies
  • Child friendly
  • Ask about pets

$2,121.00

Inquire

from $2,121.00 / night

1 / 38

Pienza Villa

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

$1,355.00

Inquire

from $1,355.00 / night

1 / 42

Monticchiello Villa

  • 7
  • 13
  • min stay varies
  • Child friendly
  • Ask about pets

$1,167.00

Inquire

from $1,167.00 / night

1 / 15

Pienza Villa

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

$252.00

Inquire

from $252.00 / night

1 / 12

Pienza Apartment

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

$130.00

Book

from $130.00 / night

1 / 35

Pienza Villa

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

$287.00

Inquire

from $287.00 / night

1 / 38

Monticchiello Villa

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

$1,122.00

Inquire

from $1,122.00 / night

1 / 38

Pienza Villa

  • 8
  • 14
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$1,990.00

Inquire

from $1,990.00 / night

1 / 38

Pienza Villa

  • 8
  • 14
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$1,688.00

Inquire

from $1,688.00 / night

1 / 25

Monticchiello Villa

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

$760.00

Inquire

from $760.00 / night

1 / 77

Pienza Villa

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

$1,472.00

Inquire

from $1,472.00 / night

1 / 10

Pienza Apartment

  • 1
  • 3
  • 2 nights min
  • Ask about children
  • Ask about pets

$127.00

Book

from $127.00 / night

1 / 31

Monticchiello Farmhouse

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

$840.00

Inquire

from $840.00 / night

1 / 50

Monticchiello Villa

  • 8
  • 12
  • min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

$1,492.00

Inquire

from $1,492.00 / night