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133 Holiday homes

Filters applied: Walking holidays (133)

Travellers going to Siena are booking October dates now. Secure your holiday home today and have the perfect trip.

(8) Very Good 

5

TuscanFlat - Siena apartment sleeps 4

Province of Siena / Siena

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Nearest beach 105 km
  • Car not necessary
  • Air conditioning
This very stylish 430-square-foot apartment a few minutes walk from Piazza del Campo.You will need to walk up 66 steps to access this apartment, but the effort is amply rewarded by two amazing terraces and their spectacular views. The main living space here is a large,  …see more

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from £87 / night

£664 - £966 / week

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from £87 / night

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(4) Very Good 

7

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

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from £35 / night

£311 - £328 / week

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from £35 / night

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“Very nice”

Reviewed 10 Feb 2014

Very nice flat in the city center. Welcoming perfect, and there Wonderful hosts and a fantastic spot for getting away from it allis a free parking 100 meters far.… More

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(22) Excellent 

18

Elegant 2 bedroom apt. in historic Siena residence - Siena apartment sleeps 5

Province of Siena / Siena

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
Historic Residence Palazzo Bichi Ruspoli is situated on the main street, in the heart of Siena. The entrance is from the ancient tower, one of the three buildings wich the palace is composed. The house is on the third floor with elevator and has a stunning view on the c  …see more

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from £134 / night

£871 - £1962 / week

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from £134 / night

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“This is an excellent apartment in the centre of Sienna.”

Reviewed 13 Nov 2014

This is a great apartment as is shown by the photos. It is a little difficult to find the first time but once located the task was simple. We found overnight car parking 10 minutes away for a cost of… More

“Amazing views and location”

Reviewed 16 Sep 2014

Our stay at Palazzo Bichi Ruspoli was great! The location was spectacular, right in the middle of everything. However, because the apartment was on the 5th floor and on the backside of the building,… More

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(3) Excellent 

23

Renovated antique apartment in Tuscan countryside - Val di Merse apartment sleeps 5

Siena / Val di Merse

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Child friendly
The antique apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood.This elegant, well-appointed apartment is complete with stylish fitted bathroom and kitchen.It has  …see more

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from £104 / night

£690 - £733 / week

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from £104 / night

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(3) Excellent 

18

Apartment Camilla, countryside, not far from Siena - Siena apartment sleeps 4

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly
Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will  …see more

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from £78 / night

£518 - £949 / week

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from £78 / night

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(9) Very Good 

34

Private, elegant zen cottage, 10 min. from Siena - Siena cottage sleeps 2

Province of Siena / Siena

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 65 km
Private, elegant zen cottage (10 minutes from Siena) in the valley between the villages of Torri and Stigliano. The property is fully renewed and furnished and it includes 4000 square meters of garden and fruit trees. It is accessible from its own private road. Val di M  …see more

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from £95 / night

£664 / week

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from £95 / night

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“Peaceful cottage in isolated location”

Reviewed 30 Aug 2016

Property although in an isolated location was fairly central for accessing all of the Tuscany region. All points requiring access were never any more than 1 hours drive away. Great base for touring. … More

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(1) Excellent 

22

Villa Amedeo - Giotto - Val di Merse apartment sleeps 2

Siena / Val di Merse

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Child friendly
The antique spaces of the apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood.Giotto is one of six complete and elegant, well-appointed apartments, complete with  …see more

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from £61 / night

£388 / week

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from £61 / night

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(2) Very Good 

15

Via Della Mercanzia - Isola d'Arbia apartment sleeps 5

Siena / Isola d'Arbia

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
Set in a small village in the rolling countryside of Tuscany just 20 minutes from mediaeval city of Siena, the apartment is a perfectly situated for exploring Tuscany and beyond. With the stunning mediaeval towns of Siena, Florence and San Gimignano and the famous wine  …see more

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from £40 / night

£250 - £300 / week

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from £40 / night

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“Perfect spot to explore Tuscany”

Reviewed 28 Apr 2013

The apartment is small but well-positioned about 10 minutes drive from Siena. The township has a good shop and there is an excellent restaurant within five minutes drive. Good holiday space for a coup… More

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(4) Excellent 

18

Province of Siena / Siena

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Private garden

 …see more

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from £44 / night

£302 / week

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from £44 / night

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(3) Very Good 

26

Apartment in Historic Farmhouse with pool - Siena apartment sleeps 4

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
The apartment (80m2) is on two floors. The entrance is on the ground floor through a glassdoor. The main room include a living area with a double sofa bed, a fully equipped kitchen and dining table, all renewed on January 2014. The bathroom is equipped with shower cabin  …see more

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from £95 / night

£569 - £690 / week

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from £95 / night

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“Just as expected!”

Reviewed 10 Jun 2015

From our first enquiry, the owners were always so helpful and our stay at the Muricce was everything we wanted it to be. This is a wonderful place to stay, and to tour from. There is something to se… More

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(3) Very Good 

11

Artu' - Siena apartment sleeps 2

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 50 km
  • Child friendly
The apartment is ideal for holiday in Siena is located in the centre of Siena, one of the most beautiful towns in Italy.The position of the flat with a splendid view on the cathedral and San Domenico church and the position in the centre of the town create a nice estate  …see more

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from £82 / night

£414 / week

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from £82 / night

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“Very good”

Reviewed 13 Dec 2011

The Artu' apartment where I and my wife stayed is very nice. Is located in a very quiet and peaceful zone. The apartment is well maintained and our stay here we were very satisfied, the value for m… More

“Disappointed”

Reviewed 9 Oct 2011

This little apartment was in many ways ideal for our stay in Siena. However, the advert clearly says "Balcony / terrace" and this was not actually the case and so we were very disappointed, especially… More

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7

Province of Siena / Siena

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 60 km
  • Child friendly
  • Ask about pets

 …see more

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from £69 / night

£475 - £716 / week

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from £69 / night

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(7) Excellent 

25

Province of Siena / Siena

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly

 …see more

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from £82 / night

£500 - £509 / week

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from £82 / night

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“Exquisite Country Setting”

Reviewed 19 Apr 2015

We had a truly lovely 4 nights here at La Senesina. A converted monastry, we felt the peace and tranquility at all times during our stay. Barbara looked after us from before we arrived by giving … More

“Truly a home away from home”

Reviewed 9 Jul 2015

The apartment is just as beautiful as the photos. It is 10km out of sienna but there are supermarkets, cafes etc within 3km. Andrea was the perfect host answering any questions promptly when we emaile… More

“a great location under the benevolence of our guests !”

Reviewed 9 Mar 2015

We had a wonderful stay in the heart of Tuscany. the apartment is an island of conford after a day visiting. Thank you very much to Barbara and Andrea… More

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(1) Excellent 

24

Restored Barn - country home - Siena barn sleeps 3

Province of Siena / Siena

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Splendid 18th century mansion with typical Sienese architecture. It is situated next to the historical village of Basciano. The house position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena.  …see more

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from £95 / night

£569 - £725 / week

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from £95 / night

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25

Cottage with view among olivetrees in Tuscany - Siena cottage sleeps 8

Province of Siena / Siena

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Independent 2 family cottage located in the outskirts of Siena in an olive tree grove at 1km from: newsstand, coffee shop, food market, hair dresser, pastry shop, butcher, pizza restaurant, discount market, gas station, free parking lot, bus stops to down town, train s  …see more

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from £130 / night

£863 - £1595 / week

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from £130 / night

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17

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 83 km
  • Swimming pool
  • Child friendly

 …see more

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from £82 / night

£423 - £983 / week

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from £82 / night

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27

Province of Siena / Siena

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children age 5+

 …see more

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from £179 / night

£1250 - £1682 / week

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from £179 / night

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(33) Excellent 

24

SORTOIANO apartaments in historic Tuscan property - Val di Merse apartment sleeps 5

Siena / Val di Merse

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Nearest beach 60 km
  • Child friendly
  • Pet friendly
LAST MINUTE OFFER IN SEPTEMBER !! OFFERTE LAST MINUTE A SETTEMBRE !! FURTHER AVAILABILITY DESPITE THE BOOKING CALENDAR, PLEASE, LET'S CONTACT US! The property dates back to the 14th century and for generations has been part of the property Santini, once farmers. The  …see more

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from £39 / night

£259 - £302 / week

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from £39 / night

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“What you imagine when you think "Tuscany"!”

Reviewed 9 Sep 2013

We stayed in La Verbena, and it was amazing. Podere Sortoiano is about 15 minutes out of Siena, but it is so worth it to stay out of the city! It's incredibly quiet and relaxing, and the stars are unl… More

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(6) Very Good 

24

Villa Caprera. Casa Borgianni - Caprera farmhouse sleeps 6

Siena / Caprera

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 100 km
  • Child friendly
  • Air conditioning
A stylish apartment close to Siena ancient city walls, still surrounded by olive groves and fields; ideal for visitors looking for a quite lodge. The farmhouse is part of a unique Liberty village built by Garibaldi's doctor in 1880. Local shops are at walking dista  …see more

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from £130 / night

£845 - £1078 / week

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from £130 / night

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9

Province of Siena / Siena

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Ask about pets

 …see more

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from £61 / night

£388 / week

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from £61 / night

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(5) Very Good 

15

Province of Siena / Siena

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

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from £51 / night

£345 - £563 / week

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from £51 / night

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39

Province of Siena / Siena

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

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from £74 / night

£345 / week

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from £74 / night

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(2) Excellent 

40

Siena / Val di Merse

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

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from £108 / night

£768 - £1707 / week

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from £108 / night

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24

Villa Caprera. Tinaio - Monastero farmhouse sleeps 4

Siena / Monastero

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Nearest beach 100 km
  • Child friendly
  • Ask about pets
A stylish loft made from a converted stable and a cellar in a countryside village close to Siena, surrounded by olive groves and fields; ideal for visitors looking for a quite and romantic lodge. The farmhouse is part of a unique Liberty village built by Garibaldi'  …see more

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from £87 / night

£518 / week

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from £87 / night

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(5) Excellent 

36

Sharing Cozy Rooms in Tuscany 20km from Siena - Siena guest house sleeps 4

Province of Siena / Siena

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 100 km
  • Child friendly
  • Private garden
My Cottage is situated on top of a hill in a forest where peace and quiet of the Tuscan countryside are the characteristics. If you love the nature you will definitely love my place. The area is perfect for biking and hiking. Explore the surroundings with a castle, a ro  …see more

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from £44 / night

£302 / week

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from £44 / night

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24

FRANTOIO - Siena farmhouse sleeps 6

Province of Siena / Siena

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
APARTMENTS AND HOLIDAY HOUSES IN SIENA IN TUSCANYVilla Agostoli is a residential complex of apartments for holidays in Siena in Tuscany. The holiday houses of Villa Agostoli are located in the countryside right outside Siena and they are so close to the city that they c  …see more

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from £117 / night

£815 / week

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from £117 / night

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(1) Excellent 

39

Bright, spacious villa with pool near Siena - Siena villa sleeps 7

Province of Siena / Siena

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Key points: large apartment (140 m2) in a farmhouse renovated with taste and attention to details. Terrace and independent entrance into the courtyard of the property, large pool with view and garden-park with olive grove. Fully equipped kitchen, comfortable living room  …see more

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from £156 / night

£845 - £1302 / week

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from £156 / night

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(1) Excellent 

16

Province of Siena / Siena

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

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from £250 / night

£1716 - £9052 / week

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from £250 / night

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(3) Excellent 

22

SIENA,villa,pool,tennis,relax,near Piazza IL CAMPO - Siena villa sleeps 5

Province of Siena / Siena

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
La villa (5 posti letto ) è situata nella campagna di Siena a circa 15 minuti a piedi dalla famosa 'Piazza del Campo' di Siena. Si trova in cima ad una collina, corredata di piscina e campo da tennis, offre splendidi panorami sulla città e sulla campagna cir  …see more

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from £255 / night

£992 - £1725 / week

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from £255 / night

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(4) Excellent 

14

Apartment in the historic city center of Siena - Siena house sleeps 4

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 70 km
  • Child friendly
  • Ask about pets
This bright and modern apartment totally renovated by just one year, is situated in the charming historic centre of Siena.The apartment is part of a palace complex with other apartments and is located on the ground floor and consists of two floors.The apartment is so co  …see more

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from £82 / night

£561 / week

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from £82 / night

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25

Detached villa with private pool near Siena. - Siena villa sleeps 12

Province of Siena / Siena

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The villa lies in the hills of southern Tuscany (with a beautiful panorama) around 3 Kms from Radicofani. It forms an ideal starting point for enjoying the peace of the surrounding hills and on the other hand making trips by car (the highway A1 Florence-Rome is 25 Kms f  …see more

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from £182 / night

£1268 - £2932 / week

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from £182 / night

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18

Province of Siena / Siena

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

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from £65 / night

£388 / week

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from £65 / night

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(3) Very Good 

15

Apartment in Tuscan cottage in Siena, lovely swimming poool and garden space - Siena house sleeps 3

Province of Siena / Siena

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
The apartment is part of a family cottage. Outside you can enjoy a large garden, a swimming pool, with the use of sun beds and sun umbrellas, outdoor table suitable for outdoor dining and barbecue. We offer additional services such as parking, washing machine, stove, re  …see more

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from £65 / night

£432 / week

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from £65 / night

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(1) Excellent 

20

Villa Caprera Suite Le Camelie - Caprera apartment sleeps 2

Siena / Caprera

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Nearest beach 100 km
  • Child friendly
  • Air conditioning
Caprera is an elegant village in Liberty Style built at the end of 19th Century. The place has retained its original charm, still offers all modern comforts and facilities; Ideally located for visiting Siena and its countryside, the Chianti area, the 'crete senesi&  …see more

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from £69 / night

£432 - £475 / week

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from £69 / night

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(1) Excellent 

39

Live Beautifully Five Minutes From Siena - Siena apartment sleeps 5

Province of Siena / Siena

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
Maison CostalpinoThe Maison Costalpino is a fully renovated historical residence 5 minutes driving from Siena city center in the tiny charming village of Costalpino. The Maison has an interesting, colourful history going back over two centuries. During the 19th century  …see more

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from £87 / night

£561 / week

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from £87 / night

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(4) Very Good 

12

Sienahomeandsailing-Red apartment - Siena apartment sleeps 5

Province of Siena / Siena

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Red apartment consists of a living room with sofa bed for two guests, a fully equipped kitchenette, bedroom with a double bed, a single bed, bathroom with shower, toilet, hairdryer, washing machine/tumble dryer. WI FI sat TV in each room, heating/air conditioning,  …see more

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from £43 / night

£296 / week

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from £43 / night

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“nice stay, central, clean”

Reviewed 21 Aug 2013

property was as advertised, very clean, easy access, central and very near to the central bus stop, owner came to pick us up at the bus station, we were very happy with our choice… More

Dear Guest, Thank You for Your time and Your positive review of Your stay. Kindest Regards Sienahomeandsailing

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(2) Excellent 

12

LA VERBENA self-catering country house in Tuscany - Val di Merse farmhouse sleeps 4

Siena / Val di Merse

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
OFFER IN JULY !!! The property PODERE SORTOIANO dates back to the 14th century and for generations has been part of the property Santini, once farmers. The apartments, as well as the "hut" were once stables for livestock. It has now been restored by the Santini family  …see more

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from £40 / night

£250 - £370 / week

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from £40 / night

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(1) Very Good 

21

Province of Siena / Siena

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Air conditioning

 …see more

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from £138 / night

£960 / week

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from £138 / night

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20

Province of Siena / Siena

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

 …see more

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from £87 / night

£604 / week

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from £87 / night

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(2) Excellent 

19

PALAZZO GIORGI Suite in Piazza del Campo, Siena - Siena apartment sleeps 4

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 km
  • Child friendly
  • Air conditioning
The apartment overlooks the beautiful Piazza del Campo , with a light coming from the three main windows and invades the entire house is unique about every hour of the day . The apartment has just been renovated and furnished with designer pieces and equipped with every  …see more

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from £250 / night

£1638 - £2156 / week

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from £250 / night

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Top Destination reviews

La Stalla di San Lazzero, adorable house in Siena
What a wonderful stay! We highly recommend this house!

We instinctively felt in love with Leonardo's house the moment we arrived! The description we received from Leonardo how to get to the house was perfect and we immediately found the correct way (thank you!). Leonardo greeted us warmly and showed u … see more
Private, elegant zen cottage, 10 min. from Siena
Peaceful cottage in isolated location

Property although in an isolated location was fairly central for accessing all of the Tuscany region. All points requiring access were never any more than 1 hours drive away. Great base for touring. Property has no air conditioning therefore reli … see more

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