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Holidaymakers searching for holiday rentals in Siena also enquired about villas in Cortona, apartments in Lucca and apartments in Radicondoli

Make a holiday villa in Siena your home away from home

Siena is a beautiful Tuscan hill city that has preserved much of its medieval character. It’s there in the quaint alleyways, ancient churches, towers and the sprawling main piazza known as Il Campo, famous for the Palio horse race that’s held twice a year. In fact, Siena looks a lot like it did way back in the 14th century. Surrounding the city is a lush countryside of olive groves and vineyards, both of which have contributed greatly to Siena’s wealth.

Visitors to this part of Tuscany need comfortable and lovingly furnished properties to stay in, and HomeAway has some exceptional Siena holiday villas to that end. With prices starting from £450 per week they represent excellent value for money. Those with a passion for the outdoors need look no further as these holiday properties are located in the fabulous countryside close to the historic city. Siena holiday apartments within the medieval metropolis are also available and benefit from close proximity to the major sites. If the taste for medieval towns doesn't stop with Siena, spend some time in nearby Montepulciano where more beautiful holiday rentals are available.

Things to do

-Churches: Siena’s churches range from simple, stone structures such as the Church of San Francesco to the grand and imposing 15th-century cathedral. One of Siena's religious highlights is Pieve a Castello, a rural church built in the 11th century, although historians believe its origins are much older.

-Historic monuments: Siena’s stone cityscape includes numerous castles and the 100-metre-high Torre del Mangia. Built in the 14th century this slender structure has dominated the Palazzo Pubblico for almost 700 years. Visitors can also explore the magnificent 13th-century Montalcino Castle and the red-brick Medicea Fortress. This huge defensive stronghold also houses an open-air theatre.

-Gardens: Visitors with Siena holiday apartments can unwind in the serene settings of its gardens. Orto Botanico is a large, green expanse in the heart of the city with plant species from many different countries. Among the ilex and oak trees of Chianti Sculpture Park are sculptures from famous artists from five continents.

-Festivals: Siena's Palio attracts visitors from all over the world. This colourful and spectacular festival is held twice a year and sees the Piazza del Campo packed with dirt for bareback horse races. They are accompanied by pageantry and parties including feasts, parades, flag waving and solemn ceremonies. These events date back to medieval times, and due to their popularity, it is advised to book accommodation well in advance.

Weather in Siena

Siena is a good year-round destination with warm, mild weather for most of the time. The summers can be hot with July temperatures peaking at around 33°C. Winters are mild with average daily temperatures of around 10°C. Although Siena receives plenty of sunshine, the skies during winter are often overcast.

Travel to Siena

Travellers with holiday villas in Siena can fly into airports at Pisa, Florence, Rome and Bologna and connect to the medieval city by car or rail. The railway station is outside of Siena so some visitors may find it more convenient to come by bus. There are many SITA bus services throughout the region. Hire cars are a popular means to get around, although the centre of Siena is only accessible by foot.

  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #4216056
3
Viewed 12 times in the last 48 hours
Wonderful! 4.9/5
(7 reviews)
avg/night
  • 5 BR
  • 5 BA
  • Separate Toilet
  • Sleeps 10
Villa #1097226
7
Viewed 12 times in the last 48 hours
Exceptional! 5/5
(18 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Separate Toilet
  • Sleeps 4
Multiple rentals Chateau / Country House #1898892
18
Viewed 8 times in the last 48 hours
Wonderful! 4.9/5
(17 reviews)
avg/night
  • 6 BR
  • 5 BA
  • Separate Toilets
  • Sleeps 14
Villa #1617223
17
Viewed 18 times in the last 48 hours
Exceptional! 5/5
(33 reviews)
avg/night
  • 6 BR
  • 6 BA
  • Separate Toilet
  • Sleeps 12
Villa #1636667
33
Viewed 20 times in the last 48 hours
Excellent! 4.7/5
(18 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #13190
18
Viewed 13 times in the last 48 hours
Wonderful! 4.8/5
(14 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #1627958
14
Viewed 5 times in the last 48 hours
Exceptional! 5/5
(27 reviews)
avg/night
  • 4 BR
  • 4 BA
  • Separate Toilet
  • Sleeps 10
Multiple rentals Villa #1898892
27
Viewed 12 times in the last 48 hours
Wonderful! 4.8/5
(31 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Apartment #1803159
31
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #1198165a
12
Wonderful! 4.8/5
(9 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #1870265
9
Wonderful! 4.8/5
(13 reviews)
avg/night
  • Studio
  • 1 BA
  • Sleeps 4
Apartment #1768734
13
Viewed 5 times in the last 48 hours
Wonderful! 4.9/5
(18 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 5
Farmhouse #6392839
18
Viewed 9 times in the last 48 hours
Excellent! 4.6/5
(5 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Multiple rentals Apartment #6521915
5
Viewed 7 times in the last 48 hours
Exceptional! 5/5
(23 reviews)
avg/night
  • 5 BR
  • 5 BA
  • Sleeps 14
Villa #1654060
23
Viewed 6 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Sleeps 12
Multiple rentals Villa #1980452
9
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 5
House #6024561
4
Viewed 19 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Sleeps 8
Multiple rentals House #411914
32
Viewed 33 times in the last 48 hours
Exceptional! 5/5
(14 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Cottage #840201vb
14
  • 2 BR
  • 2 BA
  • Sleeps 4
Multiple rentals House #411914
8
Viewed 5 times in the last 48 hours
Exceptional! 5/5
(25 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 5
Apartment #1835979
25
Viewed 5 times in the last 48 hours
Wonderful! 4.9/5
(9 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Apartment #6745717
9
Viewed 7 times in the last 48 hours
Wonderful! 4.8/5
(6 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 5
Apartment #490856vb
6
Exceptional! 5/5
(10 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 7
Villa #6833125
10
Viewed 15 times in the last 48 hours
  • 1 BR
  • 1 BA
  • Sleeps 4
Multiple rentals Apartment #455240
1
Good! 3.7/5
(11 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #6484784
11
Wonderful! 4.9/5
(23 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 5
Villa #446972
23
Viewed 6 times in the last 48 hours
Exceptional! 5/5
(11 reviews)
avg/night
  • 6 BR
  • 4 BA
  • Sleeps 11
Villa #444799vb
11
Viewed 10 times in the last 48 hours
Exceptional! 5/5
(103 reviews)
avg/night
  • 5 BR
  • 6 BA
  • Sleeps 12
Villa #420894
103
Viewed 13 times in the last 48 hours
Excellent! 4.5/5
(8 reviews)
avg/night
  • 3 BR
  • 1 BA
  • Sleeps 6
Multiple rentals Farmhouse #1980452
8
Viewed 10 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Sleeps 10
Multiple rentals Villa #1980452
4
  • 1 BR
  • 1 BA
  • Sleeps 4
Multiple rentals Chateau / Country House #475291
9
Wonderful! 4.8/5
(32 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
Multiple rentals Chateau / Country House #475291
32
Wonderful! 4.8/5
(31 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Multiple rentals Chateau / Country House #475291
31
  • 2 BR
  • 2 BA
  • Sleeps 4
Multiple rentals Apartment #1683131
9
  • 3 BR
  • 3 BA
  • Sleeps 6
Villa #1151065
  • 2 BR
  • 2 BA
  • Sleeps 4
Villa #1544793
  • 4 BR
  • 3 BA
  • Sleeps 8
Multiple rentals Villa #1683131
7
  • 8 BR
  • 6 BA
  • Sleeps 18
Multiple rentals Villa #1980452
Viewed 20 times in the last 48 hours
  • 6 BR
  • 6 BA
  • Sleeps 13
Villa #1983677
16
  • 5 BR
  • 3 BA
  • Sleeps 13
Multiple rentals Chateau / Country House #475291
8
  • 7 BR
  • 6 BA
  • Sleeps 14
Villa #1983683
14
  • 3 BR
  • 3 BA
  • Sleeps 8
Villa #1150792
3
  • 6 BR
  • 6 BA
  • Sleeps 16
Villa #1544664
  • 8 BR
  • 8 BA
  • Separate Toilet
  • Sleeps 16
Villa #1150740
Wonderful! 4.9/5
(34 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 8
Farmhouse #435593vb
34
Viewed 11 times in the last 48 hours
  • 1 BR
  • 1 BA
  • Sleeps 1
Apartment #6790484
  • 4 BR
  • 2 BA
  • Separate Toilet
  • Sleeps 8
Apartment #6899241
4
Viewed 6 times in the last 48 hours
Exceptional! 5/5
(25 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Apartment #170163vb
25
Wonderful! 4.9/5
(16 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
Villa #7007068
16
Viewed 22 times in the last 48 hours

Siena Holiday Villas - Apartments in Siena (300+)

 

Recent Reviews

Superb property, in a great location, with a super pool

5 of 5
We had a great time in Casabella. The property itself is lovely - clean and in very good condition, with good quality facilities and furnishing. It forms an apartment within a large house, all on one floor apart from a small sitting room on a balcony. There is a small patio outside with a table and chairs, and (quite close by) a lovely pool and sun loungers (shared with one other property). Views from the flat and (especially) the pool are terrific. Marzia is very friendly, helpful and keen to make sure everything is fine -- and kindly made us a lovely Tiramisu pudding during the week! The area feels quite rural, with properties strung out along Via Saldana, and shops/facilities nearby. (We mainly got provisions from the very good Coop in San Rocco e Pilli.) Thank you Marzia for a lovely stay.
  • Review Submitted: Jul 27, 2017
  • Date of Stay: Jul 2017

Fantastic Villa is stunning countryside

5 of 5
We spent 7 nights at Legnaia at Borgo la Chiusa in July 2017. Our family of four, 2 adults and 2 children aged 12 and 15, all had a great time. The villa is immaculately presented both inside and out with outstanding facilities, especially the outdoor seating/dining areas and the swimming pool. Our host Simone met us at the villa on arrival and explained everything for us and was available throughout for any issues or advice. The town of Siena is only a 10min drive and both Florence and Pisa are about an hours drive away so perfectly situated. We wouldn't hesitate to return.
  • Review Submitted: Jul 21, 2017
  • Date of Stay: Jul 2017