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Holidaymakers searching for holiday rentals in Siena Area also enquired about villas in Cortona, villas in Sansepolcro and villas in Arezzo

Make a holiday rental home, or villa in Siena Italy your home away from home

The Province of Siena is a hilly, landlocked province of Italy, situated in the middle of the Tuscany. The largest peak of Mount Amiata transforms from a ski resort to a lush mountain covered in thermal springs and exceptional walking. The whole area is lush in the summer, and it is often considered that the slower you move through Siena, the more you gain from the experience, which is why many people tour Siena by bicycle.

Things to do in Siena, Italy

Time seems to slow down in the Province of Siena, Italy. Nothing is rushed here, which has lead to the development of some fantastic local foods.

The mythical Abbey of San Galgano is one of the most magnificent monuments in the Province of Siena, Italy. The buildings and ruins are almost as impressive as the wealth of folklore and legends that surround them. It is certainly worth finding out a little more about the Abbey, as this is where the legendary sword in the stone is meant to have been. There are many preserved medieval towns in the region including San Gimignano, Monteriggioni, Montalcino, San Quirico d'Orcia, Pienza and Montepulciano.

As a rural region, Siena has many natural offerings for visitors. Bicycle and horse riding is very rewarding in Siena, and the hot springs of Petriolo near Val di Merse, let you indulge in a hot bath, surrounded by open woodland.

Siena restaurants are world-renowned. On offer are local delicacies including Cinta senese pork, minestraccia, and mushroom dishes.

Places to holiday from Siena, Italy

UNESCO declared the historic city of Siena a World Heritage site, and once you take a holiday rental in Siena, you will know why. If you turn down any street, it is likely that you will stumble across a treasure of some variety, a cobbled square, tiny church or historic building. The old part of the city is centred on the twelfth century Duomo Cathedral. The city of Siena also has some famed shopping, with small boutiques and fashion shops offering unique Italian wares. Siena also host the bi-annual Palio; a horse race which goes through the city. This happens on the 2nd July and the 16th of August.

Chianti is a beautiful rural area of Siena, famed for its delicious wine of the same name. It is a cycle-touring paradise, with rolling hills, vineyards, woods and isolated villages.

Val d'Elsa has a small but very attractive old town, housing two provincial museums, the Archaeological Museum and the Museum of Civic and Religious Art. The town sits above the river Elsa, and a holiday villa here is perfect for exploring both Siena and Florence.

The 6th century Lombard fortress at Val di Chiana is the best preserved in Italy. Val di Chiana is also famous for its unspoilt nature, thermal basins and thick woodland. Here you can relax, enjoying the thermal baths, quality food and natural richness of Tuscany.

Val d'Orcia is also on the UNESCO World Heritage list, as the natural beauty and world-famous images of chalk plains with few trees and fortified hilltop towns. It has been a centre of inspiration for many writers and artists, and you can not deny the beauty of the region and the views from your accommodation.

Weather in Siena, Italy

Siena enjoys hot summers peaking at over 30°C in the summer, but winters are cold, with January temperatures averaging around 2°C.

Flights to Siena, Italy

The Province of Siena has three international airports, Florence (FLR), Perugia (PEG) and Peretola (FLR). Cheap flights to Siena are often available from easyJet, Ryanair and British Airways.

  • Showing 1-50 of 300+
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Exceptional! 5/5
(58 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
House #6235319
58
Viewed 239 times in the last 48 hours
Wonderful! 4.9/5
(37 reviews)
avg/night
  • 2 BR
  • 3 BA
  • Sleeps 5
Villa #62257
37
Viewed 60 times in the last 48 hours
Exceptional! 5/5
(5 reviews)
avg/night
  • 5 BR
  • 5 BA
  • Separate Toilet
  • Sleeps 10
Villa #1097226
5
Viewed 100 times in the last 48 hours
Wonderful! 4.9/5
(29 reviews)
avg/night
  • 4 BR
  • 3 BA
  • Sleeps 10
Villa #6415307
29
Viewed 56 times in the last 48 hours
Wonderful! 4.8/5
(6 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
House #824486vb
6
Viewed 29 times in the last 48 hours
Wonderful! 4.9/5
(7 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #582787vb
7
Viewed 78 times in the last 48 hours
Wonderful! 4.9/5
(16 reviews)
avg/night
  • 6 BR
  • 5 BA
  • Separate Toilets
  • Sleeps 14
Villa #1617223
16
Viewed 37 times in the last 48 hours
Wonderful! 4.9/5
(59 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
House #6190174
59
Viewed 35 times in the last 48 hours
Wonderful! 4.9/5
(27 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 6
Villa #421433
27
Viewed 38 times in the last 48 hours
Exceptional! 5/5
(17 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Separate Toilet
  • Sleeps 4
Multiple rentals Chateau / Country House #1898892
17
Viewed 51 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #4216056
2
Viewed 20 times in the last 48 hours
Exceptional! 5/5
(28 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
House #2196590
28
Viewed 40 times in the last 48 hours
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
House #6896531
4
Viewed 19 times in the last 48 hours
Wonderful! 4.9/5
(79 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Chateau / Country House #436049vb
79
Viewed 50 times in the last 48 hours
Exceptional! 5/5
(32 reviews)
avg/night
  • 6 BR
  • 6 BA
  • Separate Toilet
  • Sleeps 12
Villa #1636667
32
Viewed 38 times in the last 48 hours
Exceptional! 5/5
(10 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Chateau / Country House #6115214
10
Viewed 18 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Sleeps 6
Chateau / Country House #6778769
3
Viewed 22 times in the last 48 hours
Exceptional! 5/5
(14 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Apartment #757059vb
14
Wonderful! 4.8/5
(24 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Cottage #6078287
24
Viewed 20 times in the last 48 hours
Wonderful! 4.9/5
(12 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #1198165a
12
Viewed 39 times in the last 48 hours
Wonderful! 4.9/5
(28 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Apartment #1803159
28
Viewed 14 times in the last 48 hours
Wonderful! 4.9/5
(13 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 7
Barn #814311vb
13
Viewed 24 times in the last 48 hours
Exceptional! 5/5
(36 reviews)
avg/night
  • 6 BR
  • 7 BA
  • Sleeps 12
Villa #1570885
36
Viewed 64 times in the last 48 hours
Exceptional! 5/5
(7 reviews)
avg/night
  • 4 BR
  • 4 BA
  • Sleeps 8
Villa #6555585
7
Viewed 45 times in the last 48 hours
Wonderful! 4.8/5
(25 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Multiple rentals Apartment #435134
25
Viewed 8 times in the last 48 hours
Excellent! 4.6/5
(11 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 6
Farmhouse #8461
11
Viewed 23 times in the last 48 hours
Wonderful! 4.9/5
(15 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #13190
15
Viewed 25 times in the last 48 hours
Excellent! 4.7/5
(21 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 6
House #6046194
21
Viewed 48 times in the last 48 hours
Wonderful! 4.9/5
(39 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Separate Toilet
  • Sleeps 7
Villa #709879vb
39
Viewed 26 times in the last 48 hours
  • 1 BR
  • 1 BA
  • Sleeps 2
Villa #654136vb
4
Viewed 27 times in the last 48 hours
Wonderful! 4.8/5
(15 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Multiple rentals House #734524
15
Viewed 7 times in the last 48 hours
Wonderful! 4.8/5
(12 reviews)
avg/night
  • 5 BR
  • 3 BA
  • Sleeps 11
Castle #445224
12
Viewed 137 times in the last 48 hours
Wonderful! 4.9/5
(17 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Apartment #785711
17
Viewed 36 times in the last 48 hours
Wonderful! 4.8/5
(8 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #1870265
8
Viewed 15 times in the last 48 hours
Wonderful! 4.9/5
(31 reviews)
avg/night
  • 5 BR
  • 5 BA
  • Sleeps 10
Villa #275267
31
Viewed 42 times in the last 48 hours
Exceptional! 5/5
(16 reviews)
avg/night
  • 4 BR
  • 4 BA
  • Sleeps 9
Villa #3718707
16
Viewed 27 times in the last 48 hours
Wonderful! 4.9/5
(68 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Separate Toilet
  • Sleeps 5
House #6162521
68
Viewed 30 times in the last 48 hours
Exceptional! 5/5
(15 reviews)
avg/night
  • 6 BR
  • 5 BA
  • Separate Toilet
  • Sleeps 18
Farmhouse #391835vb
15
Viewed 30 times in the last 48 hours
Wonderful! 4.8/5
(13 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #1627958
13
Viewed 10 times in the last 48 hours
Exceptional! 5/5
(24 reviews)
avg/night
  • 4 BR
  • 4 BA
  • Separate Toilet
  • Sleeps 10
Multiple rentals Villa #1898892
24
Viewed 23 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Separate Toilet
  • Sleeps 9
Chateau / Country House #2544354
2
Viewed 27 times in the last 48 hours
Wonderful! 4.8/5
(13 reviews)
avg/night
  • Studio
  • 1 BA
  • Sleeps 4
Apartment #1768734
13
Viewed 8 times in the last 48 hours
Exceptional! 5/5
(15 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Farmhouse #654067vb
15
Viewed 17 times in the last 48 hours
Wonderful! 4.8/5
(11 reviews)
avg/night
  • 4 BR
  • 3 BA
  • Separate Toilet
  • Sleeps 6
Villa #64607vb
11
Viewed 10 times in the last 48 hours
Excellent! 4.4/5
(8 reviews)
avg/night
  • 4 BR
  • 4 BA
  • Sleeps 8
Villa #1856404
8
Viewed 20 times in the last 48 hours
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Chateau / Country House #1963556
4
Viewed 8 times in the last 48 hours
Excellent! 4.7/5
(13 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Farmhouse #89525
13
Viewed 10 times in the last 48 hours
Wonderful! 4.8/5
(21 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Multiple rentals Apartment #435134
21
Viewed 19 times in the last 48 hours
Exceptional! 5/5
(17 reviews)
avg/night
  • 4 BR
  • 3 BA
  • Sleeps 10
Villa #443062vb
17
Viewed 28 times in the last 48 hours
Exceptional! 5/5
(26 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Chateau / Country House #1641744
26
Viewed 37 times in the last 48 hours
  • 1 - 50 of 300+

Province of Siena Holiday Apartments & Villas (300+)

 

Recent Reviews

Perfect holiday home in Tuscany

5 of 5
Our stay at Capanna on the Tenuta Larnianone Estate was absolutely perfect. We were met by Tullio, one of the owners, and shown to the property. Capanna was a lovely home with everything we needed. The house was clean and in good working order. The Estate itself is beautiful and we spent a third of our stay on the Estate, walking in the mornings and enjoying spotting lizards, deer and various birds including hoopoes. In the afternoons we went to the pool which was clean and well maintained. Pool towels were provided and there were plenty of sun loungers too. Whichever way you turned, the view was outstandingly beautiful. The house had outside table and chairs so we ate our breakfast outside each morning in the lovely sunshine, listening to the birds, and many lunches and evening drinks were taken there too. We had many trips out including Siena, Volterra, Sangimignano, Florence and Pisa and yet there is still so much we didn't have time to fit in. We ate at one of the local restaurants, recommended by the owners and it was our favourite meal of the holiday. It was a very relaxing and peaceful holiday but the owners were available if we needed them and were very hospitable. Thank you so much Tullio and Paola. We had a perfect holiday in Capanna and would love to come back and visit again. We will never forget this lovely family holiday.
  • Review Submitted: Jun 07, 2017
  • Date of Stay: May 2017

Absolutely stunning!

5 of 5
We hired Villa Iris for a week in May 2017 to celebrate my dad's 60th. Our party was comprised of 8 adults and 5 children. We couldn't have been more impressed with the Villa and the surroundings. Pictures do not disappoint and the Villa is absolutely beautiful. The owners Gabriele and Lucia are lovely - they were there when we arrived (late on the Saturday night) with a lovely buffet/wine prepared for us. They were so attentive in making sure we were all set up/happy and ensuring that the sleeping arrangements/rooms for the children were all sorted During the week they stopped by a few times (one of the parasols being replaced) and were always very friendly and checking we were OK, but never being over-bearing or intrusive. They were especially lovely to the children. The Villa is stunning- the grounds in particular are set up in such a lovely way with different shades spots eg the hammock or shades area near the pool with overhanging flowers, up to the swing set which the kids loved. It is so well thought out. Lucia cooked for us one night which was fantastic and well worth doing. San Gimignano itself is lovely, picturesque with nice restaurants and a great ice cream parlour. It is possible to walk from the Villa - a few of the adults did this a number of times- though it does take around 40 minutes. Gabriele gave us a taxi number which we used most of the time instead which was about 15 euros each way from the villa to San gimignano. There is also a nearby farm - Poggio Alloro- where we did a wine tour one of the mornings which was really good. They were fully booked for lunch/dinner when we tried, so would recommend booking in advance. There is also another restaurant nearby (5-10 minutes walk) where we had a lovely meal one night - again I would recommend booking as it can be busy. We had a fantastic time and would highly recommend Villa Iris to others. It worked well for us going in May as temperature was high 20s so it was warm but not unbearable for the children.
  • Review Submitted: Jun 07, 2017
  • Date of Stay: May 2017