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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 22 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 6 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 11 times in the last 48 hours
  • 4 BR
  • 3 BA
Exceptional! 5/5
(11 reviews)
avg/night
Farmhouse #1875874
11
Viewed 19 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 968 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
Apartment #1894277
6
Viewed 11 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 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 7 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 18 times in the last 48 hours
  • 5 BR
  • 5 BA
  • 3767 sq. ft.
avg/night
Villa #6979429
2
Viewed 9 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 861 sq. ft.
avg/night
Barn #8123164
1
  • 2 BR
  • 2 BA
  • 1100 sq. ft.
Wonderful! 4.9/5
(30 reviews)
avg/night
Townhome #33620vb
30
Viewed 17 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 11 times in the last 48 hours
Premier Partner
  • 6 BR
  • 4 BA
  • 3767 sq. ft.
Exceptional! 5/5
(74 reviews)
avg/night
Villa #97774
74
Viewed 6 times in the last 48 hours
  • 2 BR
  • 1 BA
avg/night
Chateau / Country House #6726981
3
Viewed 13 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 753 sq. ft.
Exceptional! 5/5
(16 reviews)
avg/night
Apartment #1017638
16
Viewed 17 times in the last 48 hours
Premier Partner
  • 4 BR
  • 2 BA
Wonderful! 4.9/5
(29 reviews)
avg/night
House #376809vb
29
Viewed 5 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 538 sq. ft.
avg/night
Apartment #1107353
  • 2 BR
  • 2 BA
  • 645 sq. ft.
avg/night
Apartment #8282051
3
  • 2 BR
  • 2 BA
avg/night
Townhome #4473797
  • 2 BR
  • 1 BA
  • 810 sq. ft.
avg/night
Apartment #706177vb
2
Viewed 19 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
  • 1 BR
  • 1 BA
  • Separate Toilet
  • 861 sq. ft.
avg/night
House #8266344
1
Viewed 8 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 484 sq. ft.
Wonderful! 4.9/5
(44 reviews)
avg/night
Apartment #6432643
44
Viewed 6 times in the last 48 hours
  • 1 BR
  • 1 BA
avg/night
Apartment #6943675
1
Viewed 12 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 753 sq. ft.
Wonderful! 4.8/5
(20 reviews)
avg/night
Apartment #6432643
20
  • 1 BR
  • 1 BA
  • 484 sq. ft.
avg/night
Apartment #8531435
  • 2 BR
  • 1 BA
  • 807 sq. ft.
avg/night
Apartment #8531441
  • 1 BR
  • 1 BA
  • 322 sq. ft.
avg/night
Apartment #8531390
  • 1 BR
  • 1 BA
  • 301 sq. ft.
avg/night
Apartment #8530300
  • 2 BR
  • 1 BA
  • 968 sq. ft.
avg/night
Apartment #8531436
  • 2 BR
  • 1 BA
  • 1399 sq. ft.
avg/night
Apartment #6961990
1
  • 5 BR
  • 2 BA
  • 2583 sq. ft.
avg/night
Apartment #8457629
  • 5 BR
  • 4 BA
avg/night
Farmhouse #8447786
Viewed 28 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
Viewed 6 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 161 sq. ft.
avg/night
Apartment #8522213
  • 2 BR
  • 1 BA
  • 861 sq. ft.
avg/night
Farmhouse #8419215
  • 2 BR
  • 1 BA
  • 861 sq. ft.
avg/night
Farmhouse #8419218
  • 1 BR
  • 1 BA
avg/night
Apartment #8294897
  • 1 BR
  • 1 BA
avg/night
Apartment #8411588
Viewed 19 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 1022 sq. ft.
Wonderful! 4.8/5
(49 reviews)
avg/night
Apartment #6066867
49
  • 1 BR
  • 1 BA
avg/night
Farmhouse #8345954
  • 2 BR
  • 1 BA
avg/night
Apartment #8373909
  • 1 BR
  • 1 BA
  • 215 sq. ft.
avg/night
Bed And Breakfast #8438282
  • 1 BR
  • 1 BA
  • 215 sq. ft.
avg/night
Bed And Breakfast #8439280
  • 1 BR
  • 1 BA
  • 215 sq. ft.
avg/night
Bed And Breakfast #8439290
  • 1 BR
  • 1 BA
  • 215 sq. ft.
avg/night
Bed And Breakfast #8439277
  • 1 BR
  • 1 BA
  • 430 sq. ft.
avg/night
Corporate Apartment #8439294
  • 1 BR
  • 1 BA
  • 215 sq. ft.
avg/night
Bed And Breakfast #8439271
  • 1 BR
  • 1 BA
  • 215 sq. ft.
avg/night
Corporate Apartment #8439286
Viewed 6 times in the last 48 hours
  • 3 BR
  • 1 BA
  • 1291 sq. ft.
avg/night
Farmhouse #1042221
4
Viewed 7 times in the last 48 hours
  • 1 BR
  • 2 BA
avg/night
Apartment #8079224
1

Holiday Accommodation Montepulciano (300+)