Search 105,200+ Vacation Rentals

Montalcino Villa Rentals - 594 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

594 Vacation rentals

Filters applied: Villa

1 / 42

Poggio alle Mura Villa

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

$1,154.00

Inquire

from $1,154.00 / night

(1)

1 / 29

Castelnuovo dell'Abate Villa

  • 5
  • 8
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$1,525.00

Excellent (1 reviews)

Inquire

from $1,525.00 / night

1 / 30

San Giovanni d'Asso Villa

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

$829.00

Inquire

from $829.00 / night

1 / 18

San Giovanni d'Asso Villa

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

Responds fast! Avg. 12 minutes

$442.00

Book

from $442.00 / night

1 / 15

Montalcino Villa

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$407.00

Inquire

from $407.00 / night

1 / 47

San Giovanni d'Asso Villa

  • 5
  • 10
  • 7 nights min
  • Nearest beach 94 mi
  • Swimming pool
  • Ask about children

$366.00

Book

from $366.00 / night

1 / 27

Poggio alle Mura Villa

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

$1,014.00

Inquire

from $1,014.00 / night

1 / 30

San Giovanni d'Asso Villa

  • 3
  • 5
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

$403.00

Inquire

from $403.00 / night

1 / 27

Castelnuovo dell'Abate Villa

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

$492.00

Inquire

from $492.00 / night

1 / 30

Montalcino Villa

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

$527.00

Inquire

from $527.00 / night

1 / 24

Montalcino Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$282.00

Book

from $282.00 / night

1 / 30

Montalcino Villa

  • 2
  • 4
  • 7 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Ask about children

$175.00

Book

from $175.00 / night

1 / 25

Montalcino Villa

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

$667.00

Inquire

from $667.00 / night

1 / 20

San Giovanni d'Asso Villa

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

$804.00

Book

from $804.00 / night

1 / 41

Poggio alle Mura Villa

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

$821.00

Inquire

from $821.00 / night

1 / 41

San Giovanni d'Asso Villa

  • 5
  • 10
  • 7 nights min
  • Child friendly
  • Pet friendly

$193.00

Inquire

from $193.00 / night

1 / 40

Poggio alle Mura Villa

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

$1,664.00

Inquire

from $1,664.00 / night

1 / 39

Montalcino Villa

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

$248.00

Inquire

from $248.00 / night

1 / 39

Montalcino Villa

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

$273.00

Inquire

from $273.00 / night

(2)

1 / 12

Montalcino Villa

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

Responds fast! Avg. 12 minutes

$839.00

Very Good (2 reviews)

Book

from $839.00 / night

1 / 27

Castelnuovo dell'Abate Villa

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

$1,067.00

Inquire

from $1,067.00 / night

1 / 19

Montalcino Villa

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

$356.00

Inquire

from $356.00 / night

1 / 10

Montalcino Villa

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

$5,594.00

Inquire

from $5,594.00 / night

1 / 53

Poggio alle Mura Villa

  • 5
  • 10
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

$825.00

Inquire

from $825.00 / night

1 / 17

San Giovanni d'Asso Villa

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

$685.00

Inquire

from $685.00 / night

1 / 35

Montalcino Villa

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

$936.00

Inquire

from $936.00 / night

1 / 30

San Giovanni d'Asso Villa

  • 8
  • 16
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

$1,051.00

Inquire

from $1,051.00 / night

1 / 29

Poggio alle Mura Villa

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

$558.00

Inquire

from $558.00 / night

1 / 41

Montalcino Villa

  • 4
  • 7
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

$338.00

Inquire

from $338.00 / night

1 / 41

Montalcino Villa

  • 4
  • 7
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

$371.00

Inquire

from $371.00 / night

1 / 23

Castelnuovo dell'Abate Villa

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

$597.00

Inquire

from $597.00 / night

1 / 68

Montalcino Villa

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

$480.00

Inquire

from $480.00 / night

1 / 39

Poggio alle Mura Villa

  • 3
  • 5
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$212.00

Inquire

from $212.00 / night

1 / 12

Castelnuovo dell'Abate Villa

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

$1,145.00

Inquire

from $1,145.00 / night

1 / 54

San Giovanni d'Asso Villa

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

$278.00

Inquire

from $278.00 / night

1 / 53

Montalcino Villa

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

$619.00

Inquire

from $619.00 / night

1 / 37

Montalcino Villa

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

$788.00

Inquire

from $788.00 / night

1 / 23

Montalcino Villa

  • 4
  • 7
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

$331.00

Inquire

from $331.00 / night

Your search has been expanded 19.3 miles to include more rentals

(2)

1 / 49

Sinalunga Villa - 18.2 miles away

  • 6
  • 14
  • 7 nights min
  • Nearest beach 136 mi
  • Swimming pool
  • Ask about children

$387.00

Excellent (2 reviews)

Book

from $387.00 / night

1 / 52

Siena Villa - 19.3 miles away

  • 4
  • 8
  • 7 nights min
  • Nearest beach 95 mi
  • Swimming pool
  • Ask about children

$478.00

Book

from $478.00 / night