Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Villas in Siena and Apartments - Holiday Lettings - Holiday Rentals Siena

All filters

Filters

2,457 Holiday homes

Holiday apartment in Siena

Siena apartment

  • 1 bedroom
  • sleeps 3
  • 1 bathroom
  • Wi-Fi available

from £77 / night

£670 / week

1 / 20

Holiday home rental

Siena house

  • 1 bedroom
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £96 / night

£574 / week

1 / 11

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • sleeps 5
  • 1 bathroom
  • Wi-Fi available

from £104 / night

£723 / week

1 / 25

Apartment rental in Siena

Siena apartment

  • 2 bedrooms
  • sleeps 6
  • 1 bathroom
  • Wi-Fi available

from £90 / night

£555 - £718 / week

1 / 25

Condo rental in Siena

Siena condo

  • 1 bedroom
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £88 / night

£616 / week

1 / 18

Holiday apartment in Siena

Siena apartment

  • 1 bedroom
  • sleeps 5
  • 1 bathroom

from £86 / night

£602 / week

1 / 7

Penthouse rental in Siena

Siena penthouse

  • 1 bedroom
  • sleeps 4
  • 1 bathroom

from £144 / night

£766 / week

1 / 40

Townhouse rental in Siena with shared pool

Siena townhouse

  • 1 bedroom
  • sleeps 3
  • 1 bathroom
  • Wi-Fi available

from £115 / night

£804 / week

1 / 31

Holiday apartment in Costalpino

Costalpino apartment

  • 1 bedroom
  • sleeps 2
  • 1 bathroom
  • Wi-Fi available

from £67 / night

£431 / week

1 / 12

Holiday villa with swimming pool in Siena

Siena villa

  • 5 bedrooms
  • sleeps 9
  • 3 bathrooms
  • Wi-Fi available

from £192 / night

£1,339 / week

1 / 14

Holiday home rental

Siena house

  • 1 bedroom
  • sleeps 4
  • 1 bathroom

from £77 / night

£459 / week

1 / 11

Siena holiday villa rental

Siena villa

  • 1 bedroom
  • sleeps 2
  • 1 bathroom

from £134 / night

£938 / week

1 / 21

Holiday home in Siena

Siena house

  • 3 bedrooms
  • sleeps 5
  • 2 bathrooms
  • Wi-Fi available

from £116 / night

£704 - £1,492 / week

1 / 29

Holiday home rental

Siena house

  • 3 bedrooms
  • sleeps 6
  • 3 bathrooms
  • Wi-Fi available

from £148 / night

£897 - £1,914 / week

1 / 36

Home rental in Siena with shared pool

Siena house

  • 3 bedrooms
  • sleeps 8
  • 3 bathrooms
  • Wi-Fi available

from £160 / night

£973 - £2,235 / week

1 / 34

Holiday home letting

Siena house

  • 3 bedrooms
  • sleeps 6
  • 3 bathrooms
  • Wi-Fi available

from £160 / night

£973 - £1,914 / week

1 / 32

Siena holiday apartment rental

Siena apartment

  • 1 bedroom
  • sleeps 2
  • 1 bathroom
  • Wi-Fi available

from £91 / night

£459 / week

1 / 11

Holiday home in Siena

Siena house

  • 2 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £125 / night

£760 - £1,862 / week

1 / 35

Siena holiday apartment rental

Siena apartment

  • 1 bedroom
  • sleeps 2
  • 2 bathrooms

from £178 / night

£1,244 / week

1 / 4

Siena holiday home rental

Siena house

  • 2 bedrooms
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £113 / night

£690 - £1,252 / week

1 / 29

Holiday studio in Siena

Siena studio

  • Studio
  • sleeps 2
  • 1 bathroom
  • Wi-Fi available

from £82 / night

£493 - £690 / week

1 / 16

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • sleeps 4
  • 2 bathrooms

from £91 / night

£565 / week

1 / 17

Holiday farmhouse in Costalpino

Costalpino farmhouse

  • 3 bedrooms
  • sleeps 6
  • 4 bathrooms
  • Wi-Fi available

from £82 / night

£569 / week

1 / 29

Holiday cottage in Val di Merse

Val di Merse cottage

  • 2 bedrooms
  • sleeps 5
  • 1 bathroom

Pricing unknown

1 / 13

Holiday home with swimming pool in Siena

Siena house

  • 5 bedrooms
  • sleeps 10
  • 4 bathrooms
  • Wi-Fi available

from £511 / night

£3,575 / week

1 / 16

Siena holiday apartment rental

Siena apartment

  • 1 bedroom
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £82 / night

£412 / week

1 / 21

Holiday home with swimming pool in Siena

Siena house

  • 6 bedrooms
  • sleeps 10
  • 6 bathrooms
  • Wi-Fi available

from £511 / night

£3,575 / week

1 / 24

Holiday villa rental

Siena villa

  • 11 bedrooms
  • sleeps 24
  • 11 bathrooms

from £1,230 / night

£8,608 / week

1 / 14

Holiday home with swimming pool in Siena

Siena house

  • 4 bedrooms
  • sleeps 8
  • 3 bathrooms
  • Wi-Fi available

from £426 / night

£2,980 / week

1 / 24

Apartment rental in Siena with shared pool

Siena apartment

  • 1 bedroom
  • sleeps 3
  • 1 bathroom
  • Wi-Fi available

from £72 / night

£503 / week

1 / 22

Holiday studio in Siena

Siena studio

  • Studio
  • sleeps 2
  • 1 bathroom
  • Wi-Fi available

from £69 / night

£479 / week

1 / 11

Holiday apartment rental

Siena apartment

  • 3 bedrooms
  • sleeps 7
  • 1 bathroom
  • Wi-Fi available

from £287 / night

£2,007 / week

1 / 19

Holiday bungalow in Iesa

Iesa bungalow

  • 1 bedroom
  • sleeps 2
  • Wi-Fi available

from £48 / night

£287 / week

1 / 12

Holiday studio in Siena

Siena studio

  • Studio
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £96 / night

£565 / week

1 / 19

Holiday b&b in Siena

Siena b&b

  • 4 bedrooms
  • sleeps 2
  • 1 bathroom
  • Wi-Fi available

from £58 / night

£383 / week

1 / 13

Holiday b&b in Siena

Siena b&b

  • 3 bedrooms
  • sleeps 8
  • 3 bathrooms
  • Wi-Fi available

from £239 / night

£1,435 - £1,636 / week

1 / 24

Holiday home in Siena

Siena house

  • 2 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £201 / night

£1,406 / week

1 / 25

Holiday villa in Siena

Siena villa

  • 3 bedrooms
  • sleeps 6
  • 2 bathrooms

from £269 / night

£1,882 / week

1 / 19

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • sleeps 3
  • 1 bathroom

Pricing unknown

1 / 46

Siena holiday farmhouse rental

Siena farmhouse

  • 1 bedroom
  • sleeps 2
  • 1 bathroom
  • Wi-Fi available

from £106 / night

£737 / week

1 / 7

×

Siena holidays

Siena is a classic 13th century Italian village in the hills of the Tuscan countryside. Its wealthy golden era took place between 1200 and 1300 AD and much of its art and architecture still bears the signature of this medieval period. For centuries, travellers have been coming to Siena for its beauty and history, its unusual piazza, its religious pilgrimage sites, and its famous summer horse races that take place in the market square. Visitors also come here to experience the romance of Tuscany. While you're here, wander the curious side streets, rest your feet beside ornate fountains, and stroll the galleries of Siena's fascinating art museums. Don't miss the gothic town hall building, and make sure you also find time to explore the hills and vineyards beyond the village centre.

Here are some suggested things to do and see on your visit to Siena:

  • Take a culinary and winery tour: There are several tours available in Siena that can take visitors from one Tuscan vineyard to another and offer culinary sampling from some of Siena's world-class restaurants. This is a wonderful opportunity to take in the legendary countryside and experience the delicious traditions of this region.
  • Take a Tuscan cooking class: Immerse yourself in Tuscany's culinary traditions by taking a cooking class. Many available courses are taught by accomplished Italian chefs.
  • Visit the Siena Cathedral: Many visitors consider this the most beautiful religious site in Italy. Observe the classic Gothic architecture and intricate carvings of the exterior.
  • See the Piazza del Campo: As the heart of Siena, this is an excellent starting point for a walking tour of the city. If you visit during July and August, the square will be alive with noise and excitement surrounding the Palio horse races that take place here.
  • Visit the Torre del Mangia: For breathtaking views of the city and surrounding landscape, climb the Tower of Mangia. Constructed in 1325, the tower rises up about 290 feet.
  • Explore the National Archeological Museum of Siena: This building itself is a destination. Originally constructed as a pilgrim's hostel, it has been a hospital since the 10th century.

No matter what time of year you plan to arrive here, you'll have no trouble finding a holiday rental that meets your needs. In the heart of the village, within reach of the town square, you can book a condo or apartment in what may be a 13th century structure. You can also easily rent a beautiful Tuscan villa with views of the city or the rolling inland hills.

Top Destination reviews

A Jewel in Siena
A very good apartment

A very good and big apartment in a quiet area - close to the historical towncenter. Shops and restaurants in the neighbourhood. Comfortable rooms, big kitchen/diningroom, beautiful outdoor areal, a fine familyhome - and a kind hostess. … see more
Castello di Montalto - 3 Bedroom Villa in Chianti
Beautiful hideaway

We stayed here for 2 weeks and had an amazing time. Beautiful castle in idyllic setting with really authentic feel. Lovely people in charge who made us feel welcome. Only very minor comments would be that some of the equipment needs an upgrade - bikes weren’t really fit for purpose, lights in bbq area didn’t work, bbq equipment not great Overall a place I would return to.see more
Elegant 2 bedroom apt in historic Siena residence-Very central near Campo Square
Beautiful historic apartment!

The apartment is beautiful, in a historic tower that was built prior to 1070. The views from the apartment are stunning. Great location in city center, on a pedestrian street. Andrea was wonderful to communicate with and met us upon arrival. When in Siena, we recommend this apartment. … see more
TuscanFlat
Super Siena Apartment

A wonderful roof terrace with amazing views over the whole of Siena. Also great views from the full windows of the inside sitting area. Simone was very friendly and gave a comprehensive introduction to the apartment as well as written instructions on how to use everything. Excellent location close to supermarket and bus station,which is convenient if you want to do days out. A few minutes walk to The Campo and plenty of cafes and restaurants nearby. A perfect place to stay in this delightful city.see more
Tuscany Villa with pool - Villa le Capanne holday in private villas
A magical Christmas

We have just returned from a wonderful Christmas break in this beautiful setting where we also enjoyed blue skies and sunshine every day. Le Capanne is a comfortable and cosy villa set within the most spectacular scenery. We were greeted by our hosts Gina and Franco who had left us a generous welcome pack which was perfect to get us started before we went shopping for our provisions. Gina and Franco were the perfect hosts being available but unobtrusive. Franco visited more than once a day to keep the heating fired up but we hardly knew he was there. Gina produced some delicious homemade delights for us to enjoy. All in all, we would highly recommend a stay at Le Capanne and it provides a good base for visiting other places such as Pisa, Florence and Siena. We would love to return another time.see more
Bright, spacious villa with pool near Siena
A charming Tuscan farmhouse villa

We stayed here for a most enjoyable week in September 2016. It is all that the owner Giada describes and she is a charming and helpful host. The villa, a converted stone farmhouse, is located on the outskirts of Siena, close to Quercegrossa. It is set in farmland and boasts an olive grove and a great swimming pool. There is ample car parking and immediate access to the Chianti wine region and the charming heritage sites of Tuscany.see more

Also consider