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Self-Catering Holiday Rentals in Siena Area for Your Home Stay

The wonderful Siena area in Italy is a riot of wonderful colours and beautiful scenery, and the city of Siena is a UNESCO world heritage site. See the gothic- Romanesque Duomo which dates from the 12th century, the Mangia Tower, the Church of Santa Maria and the stunning Pizza del Campo. Visit the Pinacoteca to see works by Guido da Siena as well as the paintings of many other famous Italian artists, particularly from the medieval period, or sit in the sensational Piazza del Campo, one of the most beautiful squares in Italy, and enjoy a coffee or chianti as you watch life pass by. Twice a year the city hosts the famous Palio horse race and a holiday home in the area during the event is a real bonus. You can visit some of the picturesque Tuscan hill top towns such as San Gimignano from your holiday villa. Often known as the 'city of beautiful towers' this medieval walled city is a wonderful example of gothic and Romanesque architecture, and the historic centre of San Gimignano is a UNESCO world heritage site. See the wonderful Palazzo Communale with its striking tower, or just stroll through the narrow streets enjoying exciting and interesting sights. Try walking, cycling or horse riding in the beautiful countryside or sample fresh olives, cheeses and wines from local producers. Chianti is one of the most famous wines of the region so be sure to buy some to enjoy back at your Siena area holiday rental.

Holiday Letting in Siena Area for Your Short Break

Holiday properties in the Siena area are truly unique. Choose a gorgeous holiday villa with its own pool for a relaxing family holiday or try a traditional Tuscan farmhouse. Many of the farmhouses and villas in the area actually produce some of the fine local produce and agriturismo is big news in this exhilarating region. A holiday cottage is the perfect place for couples who'd like to get away from it all, while groups of friends who want to enjoy outdoor activities may like a holiday house in the Siena region. There are some great holiday apartments to choose from too and they make an excellent base if you're interested in some of the top art and cookery courses in the region.

Best Time to Enjoy Siena Area

The stunning Siena area is ideal for summer and winter breaks. Christmas and New Year are ideal times for family holidays and a holiday farmhouse is perfect for festive celebrations followed by skiing trips. Choose springtime for meadows filled with flowers and wonderful light or come at Easter for some of the magical celebrations in ancient churches. A holiday villa in the Siena area is a real winner for family summer holidays, but demand for holiday homes is high at this time of year so do book early. Make Valentine's Day a real romantic treat with a beautiful holiday cottage, or book an apartment with friends around July 2nd or August 16th to catch the famous Palio.

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Use filters to find your perfect holiday home.
Viewed 134 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 861 sq. ft.
avg/night
Chateau / Country House #8393658
Viewed 81 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 46 times in the last 48 hours
  • 4 BR
  • 4 BA
  • 2152 sq. ft.
Exceptional! 5/5
(18 reviews)
avg/night
Villa #1425790
18
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 61 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 409 sq. ft.
Excellent! 4.7/5
(6 reviews)
avg/night
Cottage #6821632
6
Viewed 34 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 1076 sq. ft.
Wonderful! 4.9/5
(7 reviews)
avg/night
Chateau / Country House #1301990
7
Viewed 71 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1722 sq. ft.
Exceptional! 5/5
(9 reviews)
avg/night
Villa #6790447
9
Viewed 19 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 430 sq. ft.
Wonderful! 4.9/5
(33 reviews)
avg/night
Apartment #6399631
33
Viewed 44 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 807 sq. ft.
avg/night
Chateau / Country House #6977319
2
Viewed 7 times in the last 48 hours
  • Studio
  • 516 sq. ft.
Wonderful! 4.8/5
(9 reviews)
avg/night
Apartment #734524
9
Viewed 30 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 19 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1614 sq. ft.
Exceptional! 5/5
(38 reviews)
avg/night
Apartment #613006vb
38
Viewed 37 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 538 sq. ft.
Exceptional! 5/5
(8 reviews)
avg/night
Villa #654136vb
8
Viewed 44 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
Viewed 19 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
  • 2152 sq. ft.
Wonderful! 4.9/5
(13 reviews)
avg/night
Villa #6833125
13
Viewed 65 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 914 sq. ft.
Wonderful! 4.9/5
(14 reviews)
avg/night
House #1666385
14
Viewed 55 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 55 times in the last 48 hours
Premier Partner
  • 3 BR
  • 3 BA
  • 1399 sq. ft.
Wonderful! 4.9/5
(37 reviews)
avg/night
Farmhouse #435593vb
37
Viewed 82 times in the last 48 hours
  • 8 BR
  • 8 BA
  • 5381 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
Villa #6845113
5
Viewed 18 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1291 sq. ft.
Wonderful! 4.8/5
(8 reviews)
avg/night
Apartment #6970745
8
Viewed 69 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 2152 sq. ft.
Exceptional! 5/5
(24 reviews)
avg/night
Villa #443062vb
24
Viewed 42 times in the last 48 hours
  • 5 BR
  • 5 BA
  • 2475 sq. ft.
Exceptional! 5/5
(20 reviews)
avg/night
Villa #411914
20
Viewed 25 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 581 sq. ft.
Exceptional! 5/5
(69 reviews)
avg/night
Apartment #6132548
69
Viewed 45 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 45 times in the last 48 hours
  • 5 BR
  • 5 BA
  • 3229 sq. ft.
avg/night
Villa #6869307
3
Viewed 10 times in the last 48 hours
  • 4 BR
  • 4 BA
  • 1937 sq. ft.
Exceptional! 5/5
(7 reviews)
avg/night
House #6687871
7
Viewed 83 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 807 sq. ft.
Exceptional! 5/5
(17 reviews)
avg/night
Chateau / Country House #6115214
17
Viewed 15 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 645 sq. ft.
avg/night
Chateau / Country House #6968961
2
Viewed 7 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1399 sq. ft.
Excellent! 4.7/5
(14 reviews)
avg/night
Farmhouse #455240
14
Viewed 28 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 430 sq. ft.
Wonderful! 4.9/5
(13 reviews)
avg/night
Apartment #6745717
13
Viewed 52 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1022 sq. ft.
Very Good! 4/5
(7 reviews)
avg/night
Cottage #696005vb
7
Viewed 18 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 861 sq. ft.
Wonderful! 4.8/5
(5 reviews)
avg/night
Apartment #8322031
5
Viewed 67 times in the last 48 hours
  • 5 BR
  • 3 BA
  • 2152 sq. ft.
Excellent! 4.7/5
(15 reviews)
avg/night
Villa #6256561
15
Viewed 32 times in the last 48 hours
Premier Partner
  • 3 BR
  • 3 BA
  • 2152 sq. ft.
Exceptional! 5/5
(46 reviews)
avg/night
Villa #1225354
46
Viewed 6 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 904 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
House #6305435
6
Viewed 9 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 430 sq. ft.
Excellent! 4.6/5
(9 reviews)
avg/night
Apartment #75284
9
Viewed 29 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 258 sq. ft.
Excellent! 4.4/5
(5 reviews)
avg/night
Apartment #6599592
5
Viewed 23 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1076 sq. ft.
Exceptional! 5/5
(19 reviews)
avg/night
Farmhouse #654067vb
19
  • 2 BR
  • 2 BA
  • 861 sq. ft.
Wonderful! 4.9/5
(31 reviews)
avg/night
Cottage #8156600
31
Viewed 5 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1044 sq. ft.
Wonderful! 4.9/5
(7 reviews)
avg/night
Farmhouse #1693288
7
Viewed 14 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
  • Separate Toilet
  • 3229 sq. ft.
Wonderful! 4.9/5
(19 reviews)
avg/night
Villa #558587vb
19
Viewed 14 times in the last 48 hours
  • 7 BR
  • 5 BA
  • 4090 sq. ft.
Excellent! 4.6/5
(7 reviews)
avg/night
Villa #8209173
7
Viewed 47 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 968 sq. ft.
Wonderful! 4.9/5
(7 reviews)
avg/night
Apartment #6066838
7
Viewed 12 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1722 sq. ft.
Exceptional! 5/5
(3 reviews)
avg/night
Villa #1652289
3
Viewed 9 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 807 sq. ft.
Exceptional! 5/5
(2 reviews)
avg/night
Apartment #6219947
2
Viewed 31 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 861 sq. ft.
Exceptional! 5/5
(1 reviews)
avg/night
House #8022389
1
Viewed 15 times in the last 48 hours
  • 2 BR
  • 1 BA
Wonderful! 4.9/5
(24 reviews)
avg/night
Cottage #8028941
24
Viewed 41 times in the last 48 hours
Premier Partner
  • 3 BR
  • 3 BA
  • 2457 sq. ft.
Wonderful! 4.9/5
(24 reviews)
avg/night
Barn #814311vb
24
Viewed 33 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1076 sq. ft.
Exceptional! 5/5
(29 reviews)
avg/night
Apartment #8029361
29
Viewed 18 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 861 sq. ft.
Wonderful! 4.9/5
(26 reviews)
avg/night
Cottage #8090547
26