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1,084 Results  |  
24 Photos

Villa | 8 Bedrooms | sleeps 21

3 Nights min stay

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from £260 /night

£1815 - £3392 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This beautiful holiday home in the Val d'Orcia, surrounded by gently rolling hills, is near Castiglione d'Orcia (12km), just a few kilometres from the famous spa waters at Bagno Vignoni (10km) and Bagni San Filippo (7km). Surrounded by peace and quiet  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

1 night min stay

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from £1049 /night

£7339 - £10081 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Amazing villa,with pool and large garden close to Siena  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £225 /night

£1573 - £3670 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This superb villa with pool in Tuscany is located at 8 km from the pretty medieval village of Asciano, 30 km east of Siena. Surrounded by a private garden full of olive trees, this holiday home has been renovated to an extremely high standard  …see more

Featured properties

24 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £104 /night

£726 - £1089 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
On two floors, this apartment of 96 qm, on the ground floor has an entrance, a sitting room with a double divan bed, a dining room with fully equipped kitchenette and a small bedroom with two single beds..  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £461 /night

£3226 - £3670 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
A delightful Villa in Siena overlooking a small lake between woods and rolling hills. A beautiful spot for a large family.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 13

7 Nights min stay

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from £836 /night

£5847 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Independent farmhouse that sleeps 13 people. The main house sleeps 6. On the ground floor there are a large living room with fireplace, library, hi-fi, TV, DVD, small kitchen, a double bedroom with a separate entrance from the outside with an en-suite bathroom  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £1479 /night

£10348 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
This large farmhouse was famous as far back as the 10th century as a post-house for changing coaches and horses along the Via Francigena and the architecture of the house shows this origin.  …see more

19 Photos

Apartment | 10 Bedrooms | sleeps 22

3 Nights min stay

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from £404 /night

£2823 - £5807 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
The whole property Sassi Bianchi is ideal for large groups, because there are four farmhouses, each family live in its farmhouse and you can be together for dinner or to another at Lilium farmhouse Also swimming pool, tennis court, booling green is only for you  …see more

22 Photos

Villa | 6 Bedrooms | sleeps 10

7 Nights min stay

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from £521 /night

£3642 - £5815 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Enchanting typical Villa located in the very heart of Chianti between Siena and Firenze.  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 12

Short stays welcome

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from £231 /night

£1613 - £2420 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Molino la Senna is a beautiful house for families and groups - a pool set in the landscape, a great pizza oven and fantastic wysteria.  …see more

9 Photos

Villa | 10 Bedrooms | sleeps 20

1 night min stay

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from £611 /night

£4275 - £5081 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Typical Tuscan villa, ancient and charming. Large Dining room with huge fireplace (15 century). Frescoed ballroom. Some of the bedrooms are frescoed too. Extensive gardens with table to have dinners outside. Panoramic pool area overlooking Siena, the Chianti area.  …see more

22 Photos

Cottage | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £194 /night

£1355 - £1775 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This holiday home in Tuscany is immersed in the green countryside of the Sienese hills, between the Chianti area and the Val d'Orcia. Located 40 km east of Siena, this charming old farmhouse is quite near to the medieval villages of Lucignano and Sinalunga,  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £1048 /night

£7334 - £9789 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Born from the careful restoration of an ancient manor's dwelling, this enchanting property comprises two restored historic farmhouses: the manor's farmhouse and the independent guest house. Surrounded by 20 hectares of ground, it comprises woods, an olive grove  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £113 /night

£791 - £1017 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
Podere Staggia is a splendid farm house (18 th century) located on the top of a hill. The apartment of this farmhouse offers you the unique and rare possibility to enjoy an old, large (170 m2) and luminous house in the Siena area with a 360° open view. Ideal place for a family or a group of friends to enjoy quiet and restful holidays.  …see more

24 Photos

Farmhouse | 10 Bedrooms | sleeps 20

Short stays welcome

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from £577 /night

£4033 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The Wine Estate of Castelnuovo Tancredi has 3 stone farmhouses with a shared pool overlooking the gorgeous countryside, set in a private game reserve. Rent a farmhouse individually, or the entire property. Ideal for family reunions and weddings. You haven't seen the real Tuscany until you seen the Val d'Orcia. Wine tastings and cooking classes on site.  …see more

19 Photos

House | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £153 /night

£1065 - £1690 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
All the charm and comfort for an artistic stay in the heart of Tuscany. Montalcino has remained quite untouched and therefore has kept it's charming atmosphere. Moreover, if you love food and wine, especially Brunello, you cannot go wrong around here, come and enjoy!  …see more

22 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £96 /night

£670 - £960 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Once the pigsty of the Counts of Lucciana. The cottage is situated on the ground floor and composed as follows: › Spacious kitchen with dish washing machine › 3 bedrooms › 2 bathrooms with shower enfant bed  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £553 /night

£3871 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Cosoli is located in Chianti Classico, conveniently half way from Florence and Siena. The villa overlooks a massive olive grove but yet surrounded by a great view of surrounding vineyards and small cities in the distance. 3 hours weekly housekeeping is included as well as the complete house cleaning after leaving.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

4 Nights min stay

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from £283 /night

£1976 - £3605 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Nearby there are others agreeable towns like Pienza, Cortona, San Quirico d'Orcia, making it an ideal destination from which to savor the full essence of Tuscany. All around the villa an enchanting garden equipped with gazebo, table and chairs, the swimming pool  …see more

21 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £384 /night

£2688 - £3648 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Walk to the local restaurants & grocery store or drive a short distance to numerous historical towns, but still enjoy the privacy & beautiful scenery of Tuscany. Dine 'al-fresco' under the vine-draped pergola & swim in the pool that looks out upon a timeless landscape. If you desire privacy with convenience; scenic views without isolation, Casa Oliveto is for you!  …see more

4 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £591 /night

£4134 - £5847 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
A beautiful villa recently restored with an absolutely fascinating panoramic position; surrounded by Mediterranean vegetation and of vines and olives  …see more

10 Photos

Farmhouse | 4 Bedrooms | sleeps 16

2 Nights min stay

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from £346 /night

£2420 - £3226 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
The Podere Podernovo offers accomodation up to 16 people,with all comforts,as heating, air condititioning, Internet,wi-fi, Tv with Sky.The Count Fiorentini will welcome you in his farmhouse just 12 km south of Siena in the Arbia valley.  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 18

3 Nights min stay

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from £173 /night

£1210 - £2279 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
"Villa Palazzone" is a charming country house set in the Siena province in the heart of a large estate of 153 hectares. It is very close to the beautiful little towns of Sarteano, Cetona and Città della Pieve and within 30 minutes from the lakes Trasimeno and Bolsena.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £416 /night

£2908 - £4065 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
Is a typical Tuscan “farm” from the 1800's located in the heart of Tuscany, in the municipality of Pienza in the province of Siena, and in the Val d'Orcia Natural Park nominated by UNESCO as a human patrimony. At 500mt above sea level it has a unique view  …see more

12 Photos

Villa | 7 Bedrooms | sleeps 14

3 Nights min stay

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from £431 /night

£3013 - £3870 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa with swimming-pool just five kilometers from Siena in the middle of Tuscany. Originally a 17th century chapel, Villa del Cielo has been tastefully converted into a charming and unique villa rental in Tuscany.  …see more

24 Photos

Castle | 6 Bedrooms | sleeps 14

Short stays welcome

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from £346 /night

£2420 - £3307 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Castle, tuscany, italy, swimmingpool, bed and breakfast, gaiole in chianti, events, wedding, private castle, private villa, Yoga, wine  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £135 /night

£943 - £1124 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Rose apartment is a charming house, perfect for a pleasant holiday in Siena. Located in a noble palace, in the heart of the city, it is furnished with elegance, style, antique furniture, modern and fully equipped kitchen, two double bedrooms, two bathrooms.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 18

7 Nights min stay

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from £196 /night

£1371 - £4275 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Splendid villa with breathtaking view over the Castle of Strozzavolta, in the Chianti, between Florence and Siena.  …see more

25 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £116 /night

£807 - £1210 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Podere campana is a small organic farm located on a delightful hill surrounded by olive groves and vineyards, iPodere campana is a small organic farm located on a delightful hill surrounded by olive groves and vineyards, in the heart of the Valdichiana senese.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 10

7 Nights min stay

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from £208 /night

£1452 - £2823 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa in Siena with SPA room, exclusive use.  …see more

21 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £259 /night

£1807 - £2259 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
Siena villas - Swimming Pool - Tennis court. A detached villa with garden for exclusive guest use. The fountain adds a classic touch to the outdoors that can be admired from the wide windows of the villa and accessed from the large dining room.  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £86 /night

£600 - £880 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
On the first floor of the villa, Camelia is the most elegant of our apartments.It has a living room with a large fresco, a large kitchen/dining room, double bedroom and bathroom. (with shower stall). Enfant bed  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £73 /night

£509 - £968 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
We are situated in the historical heart of Tuscany and Chianti, half way between Siena and Firenze, on a hill overlooking a green and striking valley.The apartments are located in a picturesque hamlet that has been completely ristored- chianti full immersion, wine, food, striking landscape and culture  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 18

7 Nights min stay

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from £271 /night

£1892 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Independent Farm house. Childrens play ground with games. Air conditioned with seven bedrooms. Fenced swimming pool. Can sleep up to 18 people if required. Disabled friendly bathroom in one room.  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £139 /night

£968 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Make Stomemmano the destination, not just the base for your Tuscan holiday!  …see more

14 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £162 /night

£1130 - £2017 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
The Romance Cottage represents a slice of Italian life that's not easily replicated. This lovely cottage is set in a residential neighborhood less than two miles or a 10 minute drive from Siena with easy access into the city.  …see more

20 Photos

Apartment | 4 Bedrooms | sleeps 9

1 night min stay

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from £138 /night

£960 - £1130 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
On the ground floor of a 1600 Villa ,completely renovated for the maximum comfort of guests. All windows facing the valley and the natural reserve below.50 square meter private terrace with incredible view on the countryside.15x4 meter swimming pool .  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £194 /night

£1355 - £1896 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Beautiful house with private pool in one of the most interesting area of Tuscany. It also perfect for trekking, jogging and mountain biking among the forests of Monte Amiata.  …see more

15 Photos

Watermill | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £202 /night

£1412 - £2138 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Beutiful old structure located in one of the most unspoiled place of the area. this Villa , with two annex one just adjacent , the second at 100 meters , is ideal for family or friends groups.  …see more

8 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £185 /night

£1291 - £2017 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Not far from Siena, for 5 minutes along the road from San Gimignano goes towards Gambassi, we find the gates of Villa Panorama. It is an old building of more than 5 centuries and tastefully decorated and with quality furniture and style typical of the villas in Tuscany  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £104 /night

£726 - £4839 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Private Apartment in historic Villa with swimming pool, tennis court and 5 hectare garden. Near Siena, Montepulciano, Cortona etc. 4 bedrooms (or more if needed) with 2 bathrooms, 1 separate WC, 1 kitchen, 1 living room, private terrace and garden!  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £103 /night

£718 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This cosy holiday flat is located in the centre of Bagno Vignoni, a town situated in Val d'Orcia and renowned for its hot springs.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

1 night min stay

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from £135 /night

£945 - £1700 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
The bedrooms are located on the first floor: a double bedroom with bathroom with shower, a twin-bedded room with bathroom with tub, a twin-bedded room with bathroom with shower.  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £75 /night

£525 - £888 / week

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Key info:

  • Nearest beach 70 km
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
An old Tuscan farmhouse nestled in a typical hilly tuscan landscape away from chaos and city traffic, but easy reachable. Swimming-pool, nice private gardens, solarium-terrace, fitness-room, barbecue-area, free wi-fi unlimited connection. The property is located very close to the characteristic medieval towns of San Gimignano and Volterra.  …see more

24 Photos

Apartment | 6 Bedrooms | sleeps 14

2 Nights min stay

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from £231 /night

£1613 - £1936 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Warm and welcoming, ten kilometres away from Sienna this is an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect and designer who has chosen to preserve the very best of the Tuscan tradition.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

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from £116 /night

£807 - £1525 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
The Piaggione of Serravalle is like a gateway entrance that protects an uncontaminated hill that seems lost in time and where nature apparently undisturbed articulates its own natural rhythms. Located on one of the highest summits of Chianti, in between Siena and Floren  …see more

9 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £182 /night

£1271 - £1920 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
The house has been well restored and decorated. Access is by external steps and a short flight of internal steps. With views stretching across the rolling hills, your afternoons will be spent by the spacious pool, set in the lovely scented garden.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £87 /night

£605 - £1009 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Siena Apartment sleeps 5 with 110 square metres set on two floors, complete with swimming pool. Air-conditioned. Its part of an old Tuscan farmhouse which has been completely restored.  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

Short stays welcome

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from £93 /night

£646 - £1855 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Tuscany. Heart of Chiant.iExclusive use of private swimming pool. The Villa accommodates up to 8/9 people. Beautiful views of the country side. Only a few other farmhouses are visible in the distance. Outdoor dining area. Fontecaresino, located in the hills of Chianti, in the heart of Tuscany. Breathtaking views.  …see more

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Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £64 /night

£444 - £605 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Warm and welcoming, ten kilometres away from Sienna this is an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect and designer who has chosen to preserve the very best of the Tuscan tradition Ideal for every configuration, for a romantic getaway, a retreat to read and draw but also the perfect basis  …see more

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