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Nestling amongst the peaceful Chianti hills south-east of Siena, holiday accommodation in Montepulciano is surrounded by countryside with an outstanding aesthetic quality that has provided inspiration to many artists through the ages, notably the painters of the Rennaissance period in Tuscany - holiday villas and apartments in Montepulciano therefore proving to be a popular choice for anyone planning a thorough investigation of the region's wealth of art, history and culture as you'll never have far to go from your villa or apartment rental in Montepulciano before you find more ancient towns and cities and magnificent architectural heritage than you thought was possible to cram into this fascinating part of Italy. Holiday rental accommodation in Montepulciano also makes the ideal base from where you can plan a voyage of gastronomical discovery through a spectacular landscape of rolling hills carpeted in the olive groves and vineyards that produce the fine wine and oil that are essential to the culinary prowess of Tuscany - holiday rental accommodation in Montepulciano being found in a destination that is sure to give you the opportunity to enjoy a truly comprehensive experience of all the diverse aspects that make this such a unique part of the country.

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Use filters to find your perfect holiday home.
Viewed 21 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 645 sq. ft.
Wonderful! 4.8/5
(24 reviews)
avg/night
Apartment #515617vb
24
Viewed 17 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1100 sq. ft.
Wonderful! 4.9/5
(30 reviews)
avg/night
Townhome #33620vb
30
Viewed 11 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
  • 1076 sq. ft.
Wonderful! 4.9/5
(89 reviews)
avg/night
Chateau / Country House #436049vb
89
Viewed 33 times in the last 48 hours
Premier Partner
  • 4 BR
  • 2 BA
  • 1980 sq. ft.
Wonderful! 4.9/5
(29 reviews)
avg/night
House #376809vb
29
Viewed 14 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 753 sq. ft.
Exceptional! 5/5
(16 reviews)
avg/night
Apartment #1017638
16
Viewed 16 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 645 sq. ft.
avg/night
Apartment #8282051
3
Viewed 7 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 753 sq. ft.
Wonderful! 4.9/5
(11 reviews)
avg/night
Apartment #883786vb
11
Viewed 9 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1614 sq. ft.
Exceptional! 5/5
(26 reviews)
avg/night
Apartment #615969vb
26
Viewed 33 times in the last 48 hours
Premier Partner
  • 5 BR
  • 6 BA
  • Separate Toilet
Exceptional! 5/5
(16 reviews)
avg/night
Villa #999940vb
16
Viewed 7 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 592 sq. ft.
Wonderful! 4.9/5
(47 reviews)
avg/night
Apartment #50681
47
Exceptional! 5/5
(15 reviews)
avg/night
Apartment #757059vb
15
Viewed 57 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1076 sq. ft.
avg/night
Cottage #422892
1
Viewed 8 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
  • 1076 sq. ft.
Wonderful! 4.9/5
(15 reviews)
avg/night
Chateau / Country House #1055186
15
Viewed 21 times in the last 48 hours
Premier Partner
  • 6 BR
  • 4 BA
  • 3767 sq. ft.
Exceptional! 5/5
(75 reviews)
avg/night
Villa #97774
75
Viewed 11 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 968 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
Apartment #1894277
6
avg/night
Apartment #422892
2
  • 1 BR
  • 1 BA
  • Separate Toilet
  • 861 sq. ft.
avg/night
House #8266344
2
Viewed 23 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 1022 sq. ft.
Wonderful! 4.8/5
(49 reviews)
avg/night
Apartment #6066867
49
Viewed 8 times in the last 48 hours
  • 3 BR
  • 1 BA
  • 1291 sq. ft.
avg/night
Farmhouse #1042221
4
Viewed 5 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 753 sq. ft.
Wonderful! 4.8/5
(20 reviews)
avg/night
Apartment #6432643
20
Viewed 10 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 699 sq. ft.
Exceptional! 5/5
(35 reviews)
avg/night
Apartment #1107353
35
Viewed 5 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 810 sq. ft.
avg/night
Apartment #706177vb
2
Wonderful! 4.9/5
(44 reviews)
avg/night
Apartment #6432643
44
avg/night
Apartment #8471593
  • 1 BR
  • 1 BA
  • 538 sq. ft.
avg/night
Apartment #1107353
avg/night
Apartment #1175784vb
Viewed 17 times in the last 48 hours
  • 2 BR
  • 3 BA
  • 1722 sq. ft.
Wonderful! 4.8/5
(12 reviews)
avg/night
Farmhouse #97753
12
Viewed 11 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 645 sq. ft.
Exceptional! 5/5
(1 reviews)
avg/night
Cottage #16442
1
Viewed 26 times in the last 48 hours
  • 2 BR
  • 2 BA
Exceptional! 5/5
(5 reviews)
avg/night
Apartment #8387477
5
  • 2 BR
  • 1 BA
  • 1399 sq. ft.
avg/night
Apartment #6961990
1
avg/night
Apartment #8457629
Exceptional! 5/5
(11 reviews)
avg/night
Farmhouse #1875874
11
  • 4 BR
  • 4 BA
  • 3229 sq. ft.
avg/night
Apartment #6796987
1
avg/night
House #4711988
avg/night
Apartment #1085494vb
Viewed 10 times in the last 48 hours
  • 5 BR
  • 5 BA
  • 3767 sq. ft.
avg/night
Villa #6979429
2
avg/night
Apartment #1124628vb
Viewed 15 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 861 sq. ft.
avg/night
Barn #8123164
1
Excellent! 4.6/5
(12 reviews)
avg/night
Farmhouse #397695vb
12
Viewed 22 times in the last 48 hours
  • 6 BR
  • 5 BA
  • 3121 sq. ft.
avg/night
Farmhouse #6561116
1
Viewed 6 times in the last 48 hours
  • 8 BR
  • 7 BA
  • 6996 sq. ft.
avg/night
Villa #442376
4
Wonderful! 4.9/5
(10 reviews)
avg/night
Farmhouse #3764391
10
  • 1 BR
  • 2 BA
avg/night
Apartment #8079224
1
Viewed 37 times in the last 48 hours
  • 4 BR
  • 2 BA
  • Separate Toilet
  • 2152 sq. ft.
Wonderful! 4.9/5
(23 reviews)
avg/night
Chateau / Country House #25004
23
avg/night
Apartment #1015562vb
avg/night
Apartment #1015560vb
avg/night
Apartment #1015552vb
Viewed 5 times in the last 48 hours
  • 1 BR
  • 1 BA
View details for price
Apartment #8605028
avg/night
Farmhouse #8419215
  • 2 BR
  • 1 BA
  • 861 sq. ft.
avg/night
Farmhouse #8419218

Holiday Accommodation Montepulciano (300+)