Search 105,200+ Vacation Rentals

Montalcino Vacation Rentals & Homes - 43 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

43 Vacation rentals

1 / 32

Poggio alle Mura Villa

  • 6
  • 16
  • 7 nights min
  • Child friendly

$738

Book

from $738 / night

1 / 42

Poggio alle Mura Villa

  • 5
  • 16
  • 7 nights min
  • Child friendly

$910

Book

from $910 / night

1 / 14

Montalcino House

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

from $414 / night

1 / 50

Montalcino House

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

from $682 / night

1 / 12

Montalcino Villa

  • 6
  • 11
  • 7 nights min
  • Ask about children
  • Ask about pets

$808

Book

from $808 / night

1 / 28

Poggio alle Mura House

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

$755

Book

from $755 / night

1 / 22

Montalcino Villa

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

$302

Book

from $302 / night

1 / 20

Montalcino Villa

  • 22
  • 44
  • 3 nights min
  • Child friendly

$18837

Book

from $18837 / night

1 / 25

Montalcino Villa

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

$1690

Book

from $1690 / night

1 / 30

Montalcino House

  • 14
  • 30
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$3546

Inquire

from $3546 / night

1 / 19

Montalcino Apartment

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

from $290 / night

(1)

1 / 21

Montalcino Apartment

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

$441

Excellent (1 reviews)

Inquire

from $441 / night

(2)

1 / 12

Montalcino Villa

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

$820

Very Good (2 reviews)

Book

from $820 / night

1 / 18

Montalcino Apartment

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

from $307 / night

1 / 20

Montalcino Apartment

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

from $390 / night

1 / 45

Montalcino Villa

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

from $827 / night

1 / 18

Montalcino Apartment

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

from $324 / night

1 / 26

Poggio alle Mura Villa

  • 5
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children

$1751

Book

from $1751 / night

(1)

1 / 39

Montalcino Villa

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

$796

Excellent (1 reviews)

Inquire

from $796 / night

1 / 24

Montalcino House

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

from $455 / night

(2)

1 / 40

Poggio alle Mura Villa

  • 6
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1256

Excellent (2 reviews)

Book

from $1256 / night

1 / 30

Montalcino Villa

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

from $649 / night

1 / 30

Montalcino Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $425 / night

1 / 30

Montalcino Villa

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

from $352 / night

1 / 42

Poggio alle Mura Villa

  • 5
  • 10
  • 7 nights min
  • Child friendly

$739

Book

from $739 / night

1 / 30

Montalcino Apartment

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

from $338 / night

1 / 12

Montalcino Villa

  • 4
  • 7
  • 7 nights min
  • Ask about children
  • Ask about pets

$622

Book

from $622 / night

1 / 30

Poggio alle Mura Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$1052

Inquire

from $1052 / night

1 / 14

Montalcino Villa

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

from $478 / night

1 / 10

Montalcino Villa

  • 6
  • 12
  • Min stay varies
  • Child friendly
  • Ask about pets

Inquire for Rates

Inquire

Pricing unknown

1 / 30

Montalcino Apartment

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

from $906 / night

1 / 30

Montalcino Villa

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

from $469 / night

1 / 19

Montalcino Villa

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from $331 / night

1 / 20

Montalcino Apartment

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $176 / night

1 / 20

Montalcino Villa

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

from $308 / night

1 / 22

Montalcino Villa

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

from $329 / night

1 / 30

Montalcino Villa

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

from $619 / night

1 / 16

Montalcino Villa

  • 3
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Inquire for Rates

Inquire

Pricing unknown

1 / 11

Castelnuovo dell'Abate Villa

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

from $577 / night

1 / 47

Castelnuovo dell'Abate Villa

  • 5
  • 8
  • 3 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$1493

Inquire

from $1493 / night