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In situations of peaceful seclusion amongst the Chianti hills and vineyards of Siena, holiday cottages in Monteriggioni are the kind of accommodation in Tuscany that is guaranteed to give you a truly authentic experience of country life in a part of the region renowned for its breathtaking natural beauty and fascinating cultural heritage - holiday accommodation in Monteriggioni providing bags of traditional rustic character and charm whether you need the kind of room a family-sized Tuscan villa promises or an apartment rental in Monteriggioni with just enough spacious luxury to give you and your loved one an exquisitely romantic Italian holiday. Villas and apartments in Monteriggioni can also be found in typically rural settings just a few miles away from the vibrant city of Siena and within easy reach of the magnificent city of Florence - holiday rental accommodation in Monteriggioni giving you the chance to discover yet another aspect of a region that shows an incredible diversity of history and culture as well as landscapes and lifestyles, so after a hectic day of urban excitement in some of the most famous cities in Tuscany, villa, apartment and cottage rentals in Monteriggioni offer you a haven of tranquility to return to and the perfect atmosphere in which to relax with a glass of local chianti!

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Use filters to find your perfect holiday home.
Viewed 105 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 538 sq. ft.
Wonderful! 4.9/5
(35 reviews)
avg/night
Chateau / Country House #1641744
35
Viewed 35 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
  • 1291 sq. ft.
Exceptional! 5/5
(7 reviews)
avg/night
Cottage #6962543
7
Viewed 17 times in the last 48 hours
  • 4 BR
  • 4 BA
  • 1937 sq. ft.
Exceptional! 5/5
(7 reviews)
avg/night
House #6687871
7
Viewed 7 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1076 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
Villa #557097vb
5
Viewed 42 times in the last 48 hours
Premier Partner
  • 6 BR
  • 5 BA
  • Separate Toilets
  • 8611 sq. ft.
Wonderful! 4.9/5
(21 reviews)
avg/night
Villa #1617223
21
Viewed 32 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 807 sq. ft.
Wonderful! 4.9/5
(18 reviews)
avg/night
Apartment #6240093
18
Viewed 21 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 861 sq. ft.
Wonderful! 4.9/5
(32 reviews)
avg/night
Apartment #1494217
32
  • 1 BR
  • 1 BA
  • 861 sq. ft.
Wonderful! 4.8/5
(17 reviews)
avg/night
Barn #401530
17
Viewed 24 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1614 sq. ft.
Wonderful! 4.8/5
(32 reviews)
avg/night
Villa #401530
32
  • 1 BR
  • 1 BA
  • 861 sq. ft.
Wonderful! 4.9/5
(11 reviews)
avg/night
Apartment #401530
11
Viewed 10 times in the last 48 hours
  • 6 BR
  • 4 BA
avg/night
Villa #8142130
1
  • 2 BR
  • 1 BA
avg/night
Villa #6877868
  • 2 BR
  • 2 BA
  • 753 sq. ft.
Excellent! 4.7/5
(6 reviews)
avg/night
Corporate Apartment #6704799
6
Viewed 5 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1130 sq. ft.
Exceptional! 5/5
(13 reviews)
avg/night
Barn #6117632
13
  • 1 BR
  • 1 BA
avg/night
House #8237330
  • 1 BR
  • 1 BA
avg/night
Villa #6877870
  • 2 BR
  • 2 BA
avg/night
Villa #6877869
Viewed 22 times in the last 48 hours
  • 6 BR
  • 7 BA
  • 5381 sq. ft.
avg/night
House #6890696
Viewed 5 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 645 sq. ft.
avg/night
House #8437796
  • 1 BR
  • 1 BA
  • 753 sq. ft.
avg/night
Chateau / Country House #6817530
Viewed 30 times in the last 48 hours
  • 5 BR
  • 5 BA
  • 2109 sq. ft.
Very Good! 4/5
(2 reviews)
avg/night
Villa #193400vb
2
  • 3 BR
  • 2 BA
avg/night
Cottage #6975317
  • Studio
  • 1 BA
  • 753 sq. ft.
avg/night
Apartment #8233367
Viewed 5 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 484 sq. ft.
avg/night
Apartment #8271879
Viewed 10 times in the last 48 hours
  • 3 BR
  • 3 BA
  • 1506 sq. ft.
Exceptional! 5/5
(11 reviews)
avg/night
Apartment #6117702
11
Viewed 13 times in the last 48 hours
  • 3 BR
  • 1 BA
  • 731 sq. ft.
Wonderful! 4.9/5
(51 reviews)
avg/night
Villa #6162112
51
Viewed 14 times in the last 48 hours
  • 5 BR
  • 4 BA
  • 3229 sq. ft.
Exceptional! 5/5
(7 reviews)
avg/night
Villa #8293856
7
  • Studio
  • 1 BA
avg/night
Villa #616750vb
  • 3 BR
  • 2 BA
avg/night
Villa #6877866
  • 2 BR
  • 2 BA
  • 1130 sq. ft.
avg/night
Apartment #6641304
  • 2 BR
  • 2 BA
  • 753 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
Apartment #6291481
5
  • 1 BR
  • 1 BA
View details for price
Apartment #6962988
2
  • 1 BR
  • 1 BA
View details for price
Apartment #6965160
Viewed 9 times in the last 48 hours
  • 5 BR
  • 3 BA
  • Separate Toilet
  • 3229 sq. ft.
avg/night
Villa #1272960
1
  • 1 BR
  • 1 BA
avg/night
Apartment #6842966
Viewed 36 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 602 sq. ft.
Wonderful! 4.9/5
(14 reviews)
avg/night
Chateau / Country House #6437833
14
Viewed 118 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 861 sq. ft.
avg/night
Chateau / Country House #8393658
Viewed 33 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Separate Toilet
  • 3659 sq. ft.
Excellent! 4.6/5
(14 reviews)
avg/night
Villa #6288732
14
Viewed 79 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 645 sq. ft.
Excellent! 4.7/5
(7 reviews)
avg/night
House #6024561
7
Viewed 36 times in the last 48 hours
  • 3 BR
  • 3 BA
  • 1614 sq. ft.
Good! 3.7/5
(6 reviews)
avg/night
Villa #6790450
6
Viewed 10 times in the last 48 hours
  • Studio
  • 516 sq. ft.
Wonderful! 4.8/5
(9 reviews)
avg/night
Apartment #734524
9
Viewed 86 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1722 sq. ft.
Exceptional! 5/5
(9 reviews)
avg/night
Villa #6790447
9
Viewed 36 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 807 sq. ft.
avg/night
Chateau / Country House #6977319
2
Viewed 33 times in the last 48 hours
Premier Partner
  • 4 BR
  • 5 BA
  • 2368 sq. ft.
Wonderful! 4.9/5
(19 reviews)
avg/night
Villa #1024546
19
  • 2 BR
  • 1 BA
  • 1130 sq. ft.
Wonderful! 4.9/5
(11 reviews)
avg/night
Apartment #2553974
11
Viewed 82 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 968 sq. ft.
Wonderful! 4.9/5
(33 reviews)
avg/night
Apartment #8028949
33
Viewed 25 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 2152 sq. ft.
Wonderful! 4.9/5
(10 reviews)
avg/night
House #2553974
10
Viewed 71 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 322 sq. ft.
avg/night
Villa #6845752
2
Viewed 36 times in the last 48 hours
  • 5 BR
  • 5 BA
  • 3229 sq. ft.
avg/night
Villa #6869307
3
Viewed 17 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 645 sq. ft.
avg/night
Chateau / Country House #6968961
2