OwnersDirect uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
OwnersDirect uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled Family icon

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.

Cancel Clear Filters Apply Filters
More Filters

Price Per Night

£ £

Bedrooms

Bathrooms

Payment Options

Property Type

Location type

Interior Amenities

Exterior Amenities

Activities

Listing Type

Special options

Clear Filters
Use filters to find your perfect holiday home.
Viewed 7 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 31 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
  • 4 BR
  • 3 BA
Exceptional! 5/5
(11 reviews)
avg/night
Farmhouse #1875874
11
Viewed 7 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 968 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
Apartment #1894277
6
Viewed 27 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 10 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 5 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 11 times in the last 48 hours
  • 5 BR
  • 5 BA
  • 3767 sq. ft.
avg/night
Villa #6979429
2
Viewed 7 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 861 sq. ft.
avg/night
Barn #8123164
1
  • 2 BR
  • 2 BA
  • 645 sq. ft.
Wonderful! 4.8/5
(24 reviews)
avg/night
Apartment #515617vb
24
Viewed 6 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 16 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 37 times in the last 48 hours
Premier Partner
  • 4 BR
  • 2 BA
  • 2000 sq. ft.
Wonderful! 4.9/5
(29 reviews)
avg/night
House #376809vb
29
Viewed 13 times in the last 48 hours
  • 2 BR
  • 1 BA
avg/night
Chateau / Country House #6726981
3
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
  • 1 BR
  • 1 BA
  • 538 sq. ft.
avg/night
Apartment #1107353
  • 2 BR
  • 2 BA
  • 645 sq. ft.
avg/night
Apartment #8282051
3
Viewed 6 times in the last 48 hours
  • 1 BR
  • 1 BA
  • Separate Toilet
  • 861 sq. ft.
avg/night
House #8266344
2
  • 2 BR
  • 2 BA
avg/night
Townhome #4473797
  • 2 BR
  • 1 BA
  • 810 sq. ft.
avg/night
Apartment #706177vb
2
Viewed 20 times in the last 48 hours
  • 6 BR
  • 5 BA
  • 3121 sq. ft.
avg/night
Farmhouse #6561116
1
Viewed 15 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 8 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 753 sq. ft.
Wonderful! 4.8/5
(20 reviews)
avg/night
Apartment #6432643
20
  • 2 BR
  • 1 BA
  • 1399 sq. ft.
avg/night
Apartment #6961990
1
  • 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
  • 5 BR
  • 2 BA
  • 2583 sq. ft.
avg/night
Apartment #8457629
Viewed 9 times in the last 48 hours
  • 5 BR
  • 4 BA
avg/night
Farmhouse #8447786
  • 1 BR
  • 1 BA
  • 161 sq. ft.
avg/night
Apartment #8522213
Viewed 15 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
  • 2 BR
  • 1 BA
  • 861 sq. ft.
avg/night
Farmhouse #8419218
  • 2 BR
  • 1 BA
  • 861 sq. ft.
avg/night
Farmhouse #8419215
  • 1 BR
  • 1 BA
avg/night
Apartment #8294897
  • 1 BR
  • 1 BA
avg/night
Apartment #8411588
Viewed 11 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
  • 215 sq. ft.
avg/night
Bed And Breakfast #8439277
  • 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 #8438282
  • 1 BR
  • 1 BA
  • 430 sq. ft.
avg/night
Corporate Apartment #8439294
  • 1 BR
  • 1 BA
  • 215 sq. ft.
avg/night
Corporate Apartment #8439286
  • 3 BR
  • 1 BA
  • 1291 sq. ft.
avg/night
Farmhouse #1042221
4
  • 1 BR
  • 2 BA
avg/night
Apartment #8079224
1
  • 4 BR
  • 3 BA
Wonderful! 4.9/5
(10 reviews)
avg/night
Farmhouse #3764391
10
Viewed 5 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 645 sq. ft.
Exceptional! 5/5
(1 reviews)
avg/night
Cottage #16442
1

Holiday Accommodation Montepulciano (300+)