Holiday homes - Holiday rentals

Close

View larger map

Price per night

$1479 Average

Price per night

to

Bedrooms

Bathrooms

Location

  • Italy
  • Tuscany
  • Province of Siena
  • Montalcino

Location

  • All locations
  • Poggio alle Mura (3)
  • Val d'Orcia (5)

More

Less

Also consider

Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Villas Val d'Orcia
20 properties
Poggio alle Mura
7 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

49 Holiday homes

Filters applied: Pets allowed (49)

Travellers going to Montalcino are booking June dates now. Secure your holiday home today and have the perfect trip.

(7) Excellent 

1 / 24

Val d'Orcia holiday villa rental

Montalcino / Val d'Orcia

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay

from $321 / night

$2245 - $2699 / week

Book Book View

from $321 / night

(4) Excellent 

1 / 21

Holiday apartment in Val d'Orcia

Montalcino / Val d'Orcia

4 bedroomsSleeps 9Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies

from $306 / night

$2133 - $2694 / week

Book Book View

from $306 / night

(34) Very Good 

1 / 52

Montalcino holiday farmhouse rental

Province of Siena / Montalcino

4 bedroomsSleeps 77 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min stay

from $303 / night

$2117 - $3587 / week

Enquire Enquire View

from $303 / night

1 / 12

Holiday villa in Montalcino

Province of Siena / Montalcino

4 bedroomsSleeps 117 nights min stay

  • 4 bedrooms
  • Sleeps 11
  • 7 nights min stay

from $877 / night

$6135 - $8123 / week

Enquire Enquire View

from $877 / night

1 / 24

Villa rental in Montalcino

Province of Siena / Montalcino

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $1347 / night

$9426 / week

Enquire Enquire View

from $1347 / night

1 / 20

Farmhouse rental in Montalcino with swimming pool

Province of Siena / Montalcino

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $937 / night

$6554 - $10795 / week

Enquire Enquire View

from $937 / night

1 / 20

Holiday villa with swimming pool in Montalcino

Province of Siena / Montalcino

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay

from $1741 / night

$12184 - $13466 / week

Enquire Enquire View

from $1741 / night

1 / 20

Holiday villa with swimming pool in Montalcino

Province of Siena / Montalcino

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $441 / night

$2785 - $3284 / week

Enquire Enquire View

from $441 / night

1 / 20

Holiday villa with swimming pool in Poggio alle Mura

Montalcino / Poggio alle Mura

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $760 / night

$5319 - $8854 / week

Enquire Enquire View

from $760 / night

1 / 14

Holiday villa in Montalcino

Province of Siena / Montalcino

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $554 / night

$3872 - $5454 / week

Enquire Enquire View

from $554 / night

1 / 17

Holiday villa in Montalcino

Province of Siena / Montalcino

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $3704 / night

$25922 - $43203 / week

Enquire Enquire View

from $3704 / night

1 / 33

Montalcino holiday villa rental

Province of Siena / Montalcino

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay

from $906 / night

$6340 - $10573 / week

Enquire Enquire View

from $906 / night

1 / 21

Apartment rental in Val d'Orcia with swimming pool

Montalcino / Val d'Orcia

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay

from $257 / night

$1796 - $2194 / week

Book Book View

from $257 / night

1 / 24

Montalcino holiday villa rental

Province of Siena / Montalcino

6 bedroomsSleeps 87 nights min stay

  • 6 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $303 / night

$2121 - $2871 / week

Enquire Enquire View

from $303 / night

1 / 47

Holiday villa accommodation

Montalcino / Poggio alle Mura

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $1118 / night

$7827 - $12892 / week

Enquire Enquire View

from $1118 / night

1 / 50

Holiday villa letting

Montalcino / Poggio alle Mura

8 bedroomsSleeps 167 nights min stay

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min stay

from $1612 / night

$11283 - $17715 / week

Enquire Enquire View

from $1612 / night

1 / 36

Villa rental in Montalcino with swimming pool

Province of Siena / Montalcino

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $278 / night

$1942 - $3080 / week

Enquire Enquire View

from $278 / night

1 / 36

Villa rental in Montalcino with swimming pool

Province of Siena / Montalcino

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $192 / night

$1340 - $2733 / week

Enquire Enquire View

from $192 / night

1 / 22

Holiday villa with swimming pool in Montalcino

Province of Siena / Montalcino

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $895 / night

$6262 / week

Enquire Enquire View

from $895 / night

1 / 13

Holiday villa in Montalcino

Province of Siena / Montalcino

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $3367 / night

$23565 - $48544 / week

Enquire Enquire View

from $3367 / night

1 / 20

Villa rental in Val d'Orcia with swimming pool

Montalcino / Val d'Orcia

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $433 / night

$3025 - $5774 / week

Enquire Enquire View

from $433 / night

1 / 19

Holiday villa in Montalcino

Province of Siena / Montalcino

5 bedroomsSleeps 93 nights min stay

  • 5 bedrooms
  • Sleeps 9
  • 3 nights min stay

from $4489 / night

$31420 - $62298 / week

Enquire Enquire View

from $4489 / night

1 / 24

Holiday villa in Montalcino

Province of Siena / Montalcino

22 bedroomsSleeps 447 nights min stay

  • 22 bedrooms
  • Sleeps 44
  • 7 nights min stay

from $15632 / night

$109420 - $132105 / week

Enquire Enquire View

from $15632 / night

1 / 17

Holiday villa in Montalcino

Province of Siena / Montalcino

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $3367 / night

$23565 - $48544 / week

Enquire Enquire View

from $3367 / night

1 / 10

Holiday villa in Montalcino

Province of Siena / Montalcino

6 bedroomsSleeps 123 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min stay

from $5611 / night

$39275 - $72007 / week

Enquire Enquire View

from $5611 / night

1 / 14

Holiday villa in Montalcino

Province of Siena / Montalcino

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $3142 / night

$21994 - $40454 / week

Enquire Enquire View

from $3142 / night

1 / 25

Holiday villa in Montalcino

Province of Siena / Montalcino

9 bedroomsSleeps 197 nights min stay

  • 9 bedrooms
  • Sleeps 19
  • 7 nights min stay

from $1853 / night

$12969 - $24916 / week

Enquire Enquire View

from $1853 / night

1 / 25

Holiday villa in Montalcino

Province of Siena / Montalcino

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay

from $2038 / night

$14265 - $16025 / week

Enquire Enquire View

from $2038 / night

1 / 30

Montalcino holiday villa rental

Province of Siena / Montalcino

9 bedroomsSleeps 187 nights min stay

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min stay

from $7272 / night

$50901 - $61583 / week

Enquire Enquire View

from $7272 / night

1 / 22

B&b rental in Montalcino

Province of Siena / Montalcino

3 bedroomsSleeps 82 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay

from $236 / night

$1414 / week

Book Book View

from $236 / night

1 / 20

Holiday farmhouse with swimming pool in Montalcino

Province of Siena / Montalcino

4 bedroomsSleeps 7Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies

from $521 / night

$2213 - $3635 / week

Enquire Enquire View

from $521 / night

1 / 20

Holiday villa with swimming pool in Montalcino

Province of Siena / Montalcino

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $294 / night

$2179 - $2859 / week

Enquire Enquire View

from $294 / night

1 / 16

Holiday villa in Montalcino

Province of Siena / Montalcino

3 bedroomsSleeps 47 nights min stay

  • 3 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $3447 / night

$24126 - $43203 / week

Enquire Enquire View

from $3447 / night

(2) Very Good 

1 / 14

Holiday home with swimming pool in Montalcino

Province of Siena / Montalcino

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $1401 / night

$9801 / week

Enquire Enquire View

from $1401 / night

1 / 21

Montalcino holiday villa rental

Province of Siena / Montalcino

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $481 / night

$3362 - $5546 / week

Enquire Enquire View

from $481 / night

1 / 73

Villa rental in Montalcino with swimming pool

Province of Siena / Montalcino

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $450 / night

$3150 - $4375 / week

Enquire Enquire View

from $450 / night

1 / 12

Holiday villa in Montalcino

Province of Siena / Montalcino

4 bedroomsSleeps 77 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min stay

from $676 / night

$4729 - $8123 / week

Enquire Enquire View

from $676 / night

1 / 27

Holiday villa in Montalcino

Province of Siena / Montalcino

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies

from $1329 / night

$9301 - $12859 / week

Enquire Enquire View

from $1329 / night

(2) Very Good 

1 / 12

Holiday villa in Montalcino

Province of Siena / Montalcino

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $826 / night

$5782 - $7400 / week

Enquire Enquire View

from $826 / night

1 / 24

Holiday villa in Montalcino

Province of Siena / Montalcino

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $954 / night

$6677 / week

Enquire Enquire View

from $954 / night

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page