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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.

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Viewed 23 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 861 sq. ft.
Wonderful! 4.8/5
(17 reviews)
avg/night
Barn #401530
17
Viewed 8 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 699 sq. ft.
avg/night
Chateau / Country House #1879531
3
Viewed 22 times in the last 48 hours
  • 1 BR
  • Separate Toilet
  • 645 sq. ft.
Exceptional! 5/5
(8 reviews)
avg/night
Apartment #89105
8
Viewed 34 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 807 sq. ft.
avg/night
Chateau / Country House #1879531
2
Viewed 30 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 861 sq. ft.
Wonderful! 4.9/5
(11 reviews)
avg/night
Apartment #401530
11
Viewed 167 times in the last 48 hours
Premier Partner
  • 2 BR
  • 1 BA
avg/night
Apartment #2160273
Viewed 61 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
  • 1614 sq. ft.
Wonderful! 4.8/5
(32 reviews)
avg/night
Villa #401530
32
Viewed 31 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1937 sq. ft.
Exceptional! 5/5
(23 reviews)
avg/night
Villa #89105
23
Viewed 12 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 807 sq. ft.
Wonderful! 4.8/5
(33 reviews)
avg/night
Chateau / Country House #475291
33
Viewed 16 times in the last 48 hours
  • 2 BR
  • Separate Toilet
  • 1076 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
Apartment #89105
6
Viewed 47 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Separate Toilet
  • 1506 sq. ft.
Exceptional! 5/5
(26 reviews)
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House #1614367
26
Viewed 99 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1076 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
Villa #557097vb
5
Viewed 17 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 861 sq. ft.
Wonderful! 4.8/5
(6 reviews)
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Apartment #1728572
6
Viewed 7 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 645 sq. ft.
Exceptional! 5/5
(11 reviews)
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Chateau / Country House #475291
11
Wonderful! 4.9/5
(34 reviews)
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Chateau / Country House #475291
34
Viewed 41 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 753 sq. ft.
Exceptional! 5/5
(36 reviews)
avg/night
Chateau / Country House #1067421
36
Viewed 55 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 592 sq. ft.
Wonderful! 4.9/5
(8 reviews)
avg/night
Apartment #1619536
8
Viewed 76 times in the last 48 hours
Premier Partner
  • 3 BR
  • 3 BA
  • 2152 sq. ft.
Wonderful! 4.9/5
(43 reviews)
avg/night
Villa #294986
43
Viewed 35 times in the last 48 hours
Premier Partner
  • 5 BR
  • 3 BA
  • 2690 sq. ft.
Wonderful! 4.8/5
(23 reviews)
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Chateau / Country House #445224
23
Viewed 38 times in the last 48 hours
  • 4 BR
  • 5 BA
  • 3229 sq. ft.
avg/night
Villa #6934554
2
Viewed 22 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
avg/night
Apartment #2219912
Viewed 15 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 914 sq. ft.
Exceptional! 5/5
(8 reviews)
avg/night
Villa #89105
8
Viewed 20 times in the last 48 hours
  • 3 BR
  • 3 BA
  • 2152 sq. ft.
avg/night
Apartment #860590vb
2
Viewed 37 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1506 sq. ft.
Wonderful! 4.9/5
(21 reviews)
avg/night
Villa #6862286
21
Viewed 17 times in the last 48 hours
  • 2 BR
  • 3 BA
  • 1291 sq. ft.
Wonderful! 4.9/5
(41 reviews)
avg/night
Villa #62257
41
Viewed 33 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 645 sq. ft.
avg/night
Chateau / Country House #6968961
2
Viewed 15 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1506 sq. ft.
Exceptional! 5/5
(49 reviews)
avg/night
House #282678vb
49
Viewed 17 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 592 sq. ft.
avg/night
Chateau / Country House #1879531
2
Viewed 24 times in the last 48 hours
  • 10 BR
  • 7 BA
  • 3498 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
Villa #8318625
5
Viewed 29 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1345 sq. ft.
Exceptional! 5/5
(29 reviews)
avg/night
Apartment #1835979
29
Viewed 51 times in the last 48 hours
  • 3 BR
  • 2 BA
Exceptional! 5/5
(6 reviews)
avg/night
Villa #640739vb
6
Viewed 67 times in the last 48 hours
Premier Partner
  • 2 BR
  • 1 BA
Wonderful! 4.8/5
(6 reviews)
avg/night
Apartment #1670113
6
Viewed 27 times in the last 48 hours
  • 3 BR
  • 4 BA
  • 3229 sq. ft.
Good! 3.7/5
(3 reviews)
avg/night
Chateau / Country House #6666249
3
Viewed 27 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 753 sq. ft.
Excellent! 4.6/5
(5 reviews)
avg/night
Chateau / Country House #458819
5
Viewed 69 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 645 sq. ft.
Exceptional! 5/5
(20 reviews)
avg/night
Apartment #6166856
20
Viewed 14 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 592 sq. ft.
Exceptional! 5/5
(84 reviews)
avg/night
Apartment #416586
84
Viewed 26 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 452 sq. ft.
Excellent! 4.7/5
(22 reviews)
avg/night
Apartment #6420365
22
Viewed 43 times in the last 48 hours
  • 6 BR
  • 4 BA
  • 7534 sq. ft.
avg/night
Villa #6790455
1
Viewed 34 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 54 times in the last 48 hours
  • 2 BR
  • 1 BA
Wonderful! 4.9/5
(24 reviews)
avg/night
Cottage #8028941
24
Viewed 59 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1517 sq. ft.
avg/night
House #6857053
Viewed 60 times in the last 48 hours
Premier Partner
  • 6 BR
  • 7 BA
  • 4305 sq. ft.
Exceptional! 5/5
(47 reviews)
avg/night
Villa #1570885
47
Viewed 48 times in the last 48 hours
  • 3 BR
  • 1 BA
  • 1076 sq. ft.
Exceptional! 5/5
(35 reviews)
avg/night
Apartment #1112680
35
Viewed 25 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 861 sq. ft.
Wonderful! 4.9/5
(21 reviews)
avg/night
Apartment #785711
21
Viewed 39 times in the last 48 hours
  • 5 BR
  • 5 BA
  • 5468 sq. ft.
Exceptional! 5/5
(26 reviews)
avg/night
Villa #1654060
26
Viewed 19 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1399 sq. ft.
Excellent! 4.6/5
(10 reviews)
avg/night
Apartment #6521915
10
Viewed 20 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 430 sq. ft.
avg/night
Farmhouse #509820
3
Viewed 26 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1722 sq. ft.
Exceptional! 5/5
(9 reviews)
avg/night
Villa #6790447
9
Viewed 29 times in the last 48 hours
  • 8 BR
  • 8 BA
  • 5381 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
Villa #6845113
5
Viewed 14 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 645 sq. ft.
Exceptional! 5/5
(32 reviews)
avg/night
Apartment #894849
32

Province of Siena Holiday Apartments & Villas (300+)

 

Recent Reviews

Review for stay from 16 September 2017 to 16 September 2017

5 of 5
We had the most incredible vacation at this villa. Sabrina was wonderful from start to finish-- welcoming us with a lovely basket of goodies, bringing us cake and wine throughout our stay, and making the check-in and check-out process a breeze. The house itself is wonderful exactly as shown in photos. The yard/garden is well-manicured and vibrant. The house is clean with good sized bedrooms. We traveled with two young children and Sabrina provided a playhouse and slide for the yard-- such a treat! The property is totally child-friendly. Sabrina lives in an attached villa with her family, but you rarely see or hear them. It was quite private and remote, and perfect for our family. We would absolutely recommend this villa and would love to come back again!
  • Review Submitted: Jan 11, 2018
  • Date of Stay: Sep 2017

Fantastic property and great location for a base when touring Tuscany

5 of 5
We landed at a flooded Rome Airport, waited 3 1/2 hrs for our luggage and drove to Quercegrossa, arriving later than planned. Irene graciously greeted us, showed us around the house and handed us the keys. We knew immediately we had made an excellent choice of accommodation for our month's stay in Tuscany. In the ensuing days we met Sara the delightful owner, who insisted we made her beautiful "Green House" our home for the duration of our stay. We couldn't have hoped for a more comfortable and well appointed home - but the spectacular views are what will remain with us, etched in our memories and hopefully captured on film. We were fortunate enough to share the beauty of the Region and especially "Le-Redi" with family and friends at various times during our stay. With so much to do and see - we explored majestic hilltop cities, enjoyed wonderful local cured meats, cheeses and of course the fabulous wines! We even got to watch the annual Chianti Classico (vintage) Car Race from Quercegrossa to Castellina in Chianti. What a spectacle! So much fun, and so many beautifully restored cars. Sara offered us great advice which helped us plan trips to Florence and Venice. Her local knowledge was invaluable to us. She was the perfect host - available when needed, yet respectful of our privacy. It was a joy and a privilege to stay in her lovely house. We had some good restaurant meals in the area, but what gave us most pleasure was cooking "at home" with all the lovely ingredients we sourced on our daily excursions. My brother-in-law cooked a fabulous Risotto Ai Funghi Porcini. My husband, being Australian and loving to BBQ, cooked us wonderful Bistecca alla Fiorentina, which were the best we've ever eaten! Our dear friends Louise and Bill made us their delicious version of Pollo alla Cacciatora. With a few glasses of Chianti Classico and views to die for - who could want for more?
  • Review Submitted: Oct 12, 2017
  • Date of Stay: Sep 2017