Horse riding holiday villas and apartments Siena | Holiday Lettings

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107 Holiday homes

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

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

from £104 / night

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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

from £78 / night

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21

very central large quiet flat 10+ Duomo - Siena apartment sleeps 10

Province of Siena / Siena

4 10 Min stay varies

4 bedrooms
Sleeps 10
Min stay varies

Child friendly
Car not necessary

After the great experiences I have had renting my home in London (see my other listings), I am now starting to rent my holiday home in Siena, my home town. I have tried to tell you everything you need to know in my description, but please do not hesitate to ask me quest …see more

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from £104 / night

£725 / week

from £104 / night

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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

from £95 / night

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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

from £61 / night

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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

from £95 / night

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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

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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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 £69 / night

£500 - £509 / week

from £69 / 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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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

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

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

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

from £179 / night

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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

from £39 / night

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24

Villa Caprera. Casa Borgianni - Caprera farmhouse sleeps 6

Siena / Caprera

3 6 Min stay varies

3 bedrooms
Sleeps 6
Min stay varies

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

from £130 / 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

from £74 / night

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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

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

from £87 / night

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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

from £156 / night

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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

from £250 / night

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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

from £255 / night

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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

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

from £182 / night

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24

Stunning Villa in Siena with exclusive spa - Siena villa sleeps 10

Province of Siena / Siena

6 10 7 nights min

6 bedrooms
Sleeps 10
7 nights min

Swimming pool
Child friendly
Air conditioning

This beautiful villa in Siena with private Spa-Wellness Center room is situated on the hills with a breathtaking view over the vineyards up to Siena. An ideal accommodation for all those seeking peace and quiet but also a perfect point of departure for visiting the beau …see more

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from £234 / night

£1638 - £3447 / week

from £234 / night

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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

from £65 / night

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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 £78 / night

£388 / week

from £78 / night

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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

from £87 / night

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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

from £40 / night

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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

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

from £87 / night

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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

from £250 / night

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42

Province of Siena / Siena

2 5 2 nights min

2 bedrooms
Sleeps 5
2 nights min

Child friendly
Car not necessary
Pet friendly

…see more

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from £87 / night

£432 / week

from £87 / night

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37

Beautiful Private Villa, pool, hot tub,wi-fi,Siena - Siena villa sleeps 12

Province of Siena / Siena

5 12 Min stay varies

5 bedrooms
Sleeps 12
Min stay varies

Nearest beach 90 km
Swimming pool
Child friendly

JUST RELAX...... YOUR VACATION IN TUSCANY BEGINS NOW!!!! What we want is to make this holiday as pleasant and relaxing as possible, so we want to make available to you our Villa, that for a time, long or short it might be, will be YOUR HOME in Tuscany. A HOLIDAY WITHOUT …see more

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from £241 / night

£1263 - £4311 / week

from £241 / night

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31

Siena / Val di Merse

1 2 2 nights min

1 bedroom
Sleeps 2
2 nights min

Nearest beach 50 km
Ask owner if suitable for children
Pet friendly

…see more

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from £52 / night

£345 - £353 / week

from £52 / night

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17

La Stalla di San Lazzero, adorable house in Siena - Siena house sleeps 3

Province of Siena / Siena

2 3 3 nights min

2 bedrooms
Sleeps 3
3 nights min

Nearest beach 95 km
Child friendly
Pet friendly

The "Stalla di San Lazzero", adorable country house a few steps from Siena center, is the perfect starting point to discover Tuscany! The house is spacious with high ceilings, large windows, a lovely garden and a beautiful view of the countryside. One large queen size …see more

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from £74 / night

£513 / week

from £74 / night

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“A well appointed villa, convenient location and hospitable owner.”

Reviewed 12 Aug 2015

The villa is clean, has one very large bedroom and a smaller bedroom which is still adequate. The kitchen is functional with a small fridge , two ring electric hob, small electric oven and microwave. … More

“What a wonderful stay! We highly recommend this house!”

Reviewed 24 Apr 2016

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 (tha… More

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56

Villa di Geggiano - Siena guest house sleeps 4

Province of Siena / Siena

2 4 2 nights min

2 bedrooms
Sleeps 4
2 nights min

Nearest beach 60 km
Child friendly
Air conditioning

One of the original, charming and elegant garden pavilions, situated within the garden of Villa di Geggiano, has recently been renovated into two luxury suites which have now been opened to guests for reservation. The Pavilion has a total capacity of 4 persons but it …see more

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from £388 / night

£2371 / week

from £388 / night

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16

Province of Siena / Siena

1 4 2 nights min

1 bedroom
Sleeps 4
2 nights min

Child friendly
Pet friendly

…see more

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from £61 / night

£302 / week

from £61 / night

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31

Stunning views at Siena's doorstep - Free WiFi - Costalpino villa sleeps 6

Siena / Costalpino

3 6 3 nights min

3 bedrooms
Sleeps 6
3 nights min

Child friendly
Private garden

This beautifully renovated rustic villa is only 10 minutes' drive from the heart of Siena. Built in the 1500's, Belvedere (beautiful view) is situated on a remote hilltop with breathtaking views of the Tuscan countryside with vineyards and olive trees in the i …see more

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from £215 / night

£1380 - £1552 / week

from £215 / night

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9

Villa Siena 2-4 persons - Siena apartment sleeps 4

Province of Siena / Siena

3 4 Min stay varies

3 bedrooms
Sleeps 4
Min stay varies

Swimming pool
Child friendly
Car not necessary

The Villa is situated in a splendid 18th century mansion, with typical Sienese architecture. The property 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 (6 km away).The mansion is s …see more

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from £156 / night

£845 - £949 / week

from £156 / night

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22

Beautiful tuscan Villa not far from Siena 18 pax - Siena villa sleeps 18

Province of Siena / Siena

9 18 Min stay varies

9 bedrooms
Sleeps 18
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 £345 / night

£1983 - £3449 / week

from £345 / night

Book

31

Province of Siena / Siena

2 4 Min stay varies

2 bedrooms
Sleeps 4
Min stay varies

Child friendly
Ask about pets

…see more

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Pricing unknown

Pricing unknown

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1 2 3 > Last

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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