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In one of the oldest towns in Tuscany, holiday rental accommodation in Montalcino will give you the chance to investigate a part of the region that has been inhabited since Etruscan times, so if you have an interest in Italian history, you'll find plenty to investigate in this fascinating rural town, and even more if you tour round the other cities, towns and villages that are scattered throughout the province of Siena. Villa and apartment rentals in Montalcino can be found in situations that afford spectacular views across the hills and valleys that are so characteristic of the Tuscan countryside - landscapes as well-known for their breathtaking scenic beauty as they are for their vineyards and olive groves, as the hillside upon which this town is perched is where the grapes are grown to produce the famous Brunello di Montalcino wine and where the local olive oil proves a popular choice in kitchens right across Siena Province. Holiday accommodation in Montalcino is, unsurprisingly, often chosen by those for whom a culinary voyage of discovery is their sole reason for wanting to visit this charmingly traditional hill-town nestling amongst some of the finest rural scenery in Tuscany - apartment and villa rentals in Montalcino therefore making the perfect base for a truly relaxing and self-indulgent break in a location that is, for many, a welcome alternative to the hectic urban environment of home. But when you'll never be too far away from opportunities for recreation, sport and leisure that would suit people of all ages and interests, you'll be sure to find holiday accommodation in Montalcino offers the ideal solution to a fun-packed vacation to suit the whole family.

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Use filters to find your perfect holiday home.
Wonderful! 4.8/5
(6 reviews)
avg/night
Apartment #835349vb
6
Viewed 12 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1291 sq. ft.
avg/night
Farmhouse #6401678
2
Viewed 20 times in the last 48 hours
  • 6 BR
  • 3 BA
  • 3767 sq. ft.
Excellent! 4.4/5
(9 reviews)
avg/night
Villa #1893413
9
Viewed 13 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 645 sq. ft.
avg/night
Chateau / Country House #6474017
1
Viewed 8 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1506 sq. ft.
Excellent! 4.7/5
(20 reviews)
avg/night
Villa #734706
20
  • 3 BR
  • 3 BA
  • 1614 sq. ft.
avg/night
Villa #8596656
Viewed 11 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 3250 sq. ft.
Wonderful! 4.9/5
(17 reviews)
avg/night
Villa #73041vb
17
avg/night
House #6856276
Exceptional! 5/5
(12 reviews)
avg/night
Apartment #479613vb
12
Viewed 6 times in the last 48 hours
  • 1 BR
  • 1 BA
avg/night
House #6856274
avg/night
House #8340150
Exceptional! 5/5
(8 reviews)
avg/night
Chateau / Country House #1688510
8
  • 4 BR
  • 4 BA
avg/night
House #8423869
Viewed 12 times in the last 48 hours
  • 14 BR
  • 9 BA
avg/night
Villa #4136122
  • 4 BR
  • 4 BA
  • 2906 sq. ft.
avg/night
Chateau / Country House #6726973
1
Viewed 5 times in the last 48 hours
  • 12 BR
  • 12 BA
  • 550 sq. ft.
avg/night
Villa #786340vb
  • 4 BR
  • 5 BA
  • Separate Toilet
  • 2690 sq. ft.
avg/night
Villa #8352812
View details for price
House #1068422vb
  • 1 BR
  • 1 BA
avg/night
Apartment #6478719
Viewed 26 times in the last 48 hours
  • 1 BR
  • Separate Toilet
  • 645 sq. ft.
Exceptional! 5/5
(8 reviews)
avg/night
Apartment #89105
8
Viewed 33 times in the last 48 hours
  • 4 BR
  • 5 BA
  • 3229 sq. ft.
avg/night
Villa #6934554
2
Viewed 24 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1937 sq. ft.
Exceptional! 5/5
(23 reviews)
avg/night
Villa #89105
23
Viewed 20 times in the last 48 hours
  • 2 BR
  • Separate Toilet
  • 1076 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
Apartment #89105
6
Viewed 25 times in the last 48 hours
  • 2 BR
  • 3 BA
  • 1291 sq. ft.
Wonderful! 4.9/5
(41 reviews)
avg/night
Villa #62257
41
Viewed 21 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 861 sq. ft.
Excellent! 4.7/5
(7 reviews)
avg/night
Apartment #1728572
7
Viewed 9 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 914 sq. ft.
Exceptional! 5/5
(8 reviews)
avg/night
Villa #89105
8
Viewed 13 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 645 sq. ft.
Exceptional! 5/5
(32 reviews)
avg/night
Apartment #894849
32
Viewed 5 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1291 sq. ft.
avg/night
Apartment #4311675
1
Viewed 34 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 430 sq. ft.
avg/night
Farmhouse #509820
3
Viewed 32 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 452 sq. ft.
Excellent! 4.7/5
(22 reviews)
avg/night
Apartment #6420365
22
Viewed 8 times in the last 48 hours
  • 4 BR
  • 2 BA
  • Separate Toilet
  • 1291 sq. ft.
Very Good! 4/5
(10 reviews)
avg/night
House #725313
10
Viewed 12 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 753 sq. ft.
avg/night
Apartment #6710973
2
Viewed 28 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 645 sq. ft.
Wonderful! 4.8/5
(21 reviews)
avg/night
Cottage #16700
21
Viewed 16 times in the last 48 hours
  • 3 BR
  • 3 BA
  • 1291 sq. ft.
Exceptional! 5/5
(13 reviews)
avg/night
House #2497551
13
Viewed 12 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 678 sq. ft.
Wonderful! 4.9/5
(39 reviews)
avg/night
Apartment #820739
39
Viewed 11 times in the last 48 hours
  • 3 BR
  • 4 BA
  • 1291 sq. ft.
Exceptional! 5/5
(13 reviews)
avg/night
Villa #6240427
13
Viewed 19 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
  • 1076 sq. ft.
Wonderful! 4.8/5
(12 reviews)
avg/night
House #40344
12
Viewed 11 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1722 sq. ft.
avg/night
Villa #6499507
1
Viewed 9 times in the last 48 hours
Premier Partner
  • 4 BR
  • 4 BA
  • Separate Toilet
  • 4035 sq. ft.
Exceptional! 5/5
(21 reviews)
avg/night
Villa #3718707
21
Viewed 44 times in the last 48 hours
  • 3 BR
  • 4 BA
  • 2260 sq. ft.
Wonderful! 4.9/5
(36 reviews)
avg/night
Chateau / Country House #899555
36
Viewed 21 times in the last 48 hours
  • 2 BR
  • 2 BA
  • Separate Toilet
  • 1937 sq. ft.
Exceptional! 5/5
(28 reviews)
avg/night
Cottage #899555
28
Viewed 6 times in the last 48 hours
  • 2 BR
  • 2 BA
  • Separate Toilets
  • 1022 sq. ft.
Wonderful! 4.9/5
(13 reviews)
avg/night
Apartment #6390256
13
Viewed 37 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 914 sq. ft.
Wonderful! 4.9/5
(14 reviews)
avg/night
House #1666385
14
Viewed 8 times in the last 48 hours
Premier Partner
  • 4 BR
  • 4 BA
  • Separate Toilets
  • 4305 sq. ft.
Exceptional! 5/5
(23 reviews)
avg/night
Villa #1686237
23
Viewed 23 times in the last 48 hours
  • 3 BR
  • 1 BA
  • Separate Toilet
  • 1184 sq. ft.
avg/night
House #6919963
2
Wonderful! 4.9/5
(12 reviews)
avg/night
Cottage #89105
12
Viewed 9 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 645 sq. ft.
Exceptional! 5/5
(34 reviews)
avg/night
Apartment #894849
34
Viewed 23 times in the last 48 hours
  • 5 BR
  • 2 BA
  • 1722 sq. ft.
Wonderful! 4.8/5
(38 reviews)
avg/night
House #6044311
38
Viewed 21 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1291 sq. ft.
Excellent! 4.3/5
(7 reviews)
avg/night
House #411866
7
Viewed 30 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1356 sq. ft.
Exceptional! 5/5
(15 reviews)
avg/night
Villa #8370764
15

Holiday Accommodation Montalcino (300+)