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544 Results  |  
14 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £158 /night

£1103 - £1527 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
In Podere Malabiccia all the rooms enjoy views of the surrounding landscape. Sunroom with west-facing arced windows. Kitchen with a large fireplace and antique wood burning oven. Living room and informal dining room with a fireplace. Antique Tuscan ceramics. Garden.  …see more

11 Photos

Villa | 7 Bedrooms | sleeps 13

3 Nights min stay

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from £175 /night

£1225 - £2239 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • 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

Villa | 9 Bedrooms | sleeps 18

3 Nights min stay

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from £182 /night

£1272 - £2396 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • 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

Featured properties

20 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

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from £181 /night

£1264 - £1773 / week

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Key info:

  • Swimming pool
  • Suitable 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

18 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

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from £145 /night

£1010 - £1773 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • 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

22 Photos

Farmhouse | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £72 /night

£501 - £751 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
The Tuscan countryside with its aligned vineyards, the olive trees that cover the hills, groves, the cypresses... It is a landscape that takes your breath away and gives you peace and quiet. The realization that the most beautiful things in life are the simplest!  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

4 Nights min stay

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from £63 /night

£437 - £666 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Farmhouse in the heart of Tuscany with pool and wonderful view Relax, peace, lots of space, playground for children, nature, wine and typical food  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £215 /night

£1500 - £2850 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Charming country house in idyllic setting, stunning views in unique landscape, real family home. Beautifully restored, lovely private pool in delightful gardens and olive groves, village 1 km, nearby Montalcino and Pienza  …see more

20 Photos

Apartment | 4 Bedrooms | sleeps 9

1 night min stay

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from £145 /night

£1010 - £1188 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
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

21 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

1 night min stay

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from £28 /night

£196 - £416 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
The apartment "La Tognazzina" is 42 mq. and it's situated at the first floor of an ancient building from the beginning of '900. it is few minutes drive from Siena.  …see more

9 Photos

Farmhouse | 1 Bedroom | sleeps 2

2 Nights min stay

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from £43 /night

£297 / week

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Key info:

  • Not suitable for children
  • No pets allowed
the apartament is at the ground floor, with big bedroom, bathroom with shower and a confortable living room with kitchenette, have a private access to the garden, have a wifii connection free. the place is very near to spa of rapolano terme.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 11

Short stays welcome

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from £240 /night

£1680 - £3596 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
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

18 Photos

Apartment | 3 Bedrooms | sleeps 4

Short stays welcome

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from £116 /night

£806 - £1468 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
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).  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £1454 /night

£10176 / week

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Key info:

  • Nearest beach 20 km
  • Swimming pool
  • Suitable for over 5s only
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
The first floor of a Villa dating from around 1760, a commanding position within a protected area of outstanding natural beauty. Described as 'Manhattan in Tuscany' the compassionate treatment of the lovely old structure is supercharged by contemporary interior design. Bright, spacious and fully equipped for entertainment and comfort. A/C,Plasm TVs, WiFI, home theatre, stereo  …see more

16 Photos

Barn | 1 Bedroom | sleeps 3

Short stays welcome

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from £72 /night

£501 - £839 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
The property location allows a pleasant vacation in the countryside, and is a good point of reference for visiting Siena (5 miles).  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £110 /night

£764 - £6106 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • 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

6 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £72 /night

£499 - £1021 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (50 sq m.) - ground floor  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

3 Nights min stay

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from £352 /night

£2460 - £2629 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
villa with 3 apartment Everyapartment has bedrooms,bathroom and livingroom with kitchen corner big saloon smimmingpool,big garden Caio Alto offers to guests a nice and lovely holiday Asking to Paola and Alessandro (owers ) the guests may have collaboration and help the guests may sell organic products of Factory:oil extravergine DOP Terre diSiena, ,organic Wine  …see more

21 Photos

Farmhouse | 1 Bedroom | sleeps 4

Short stays welcome

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from £58 /night

£400 - £650 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Self catering Farmhouse with 4 luxury apartments in rural Tuscany with swimming pool spectacular views ,nearby golf, walking, trekking, fishing, biking. San Gimignano, and Certaldo, 20 minutes drive, Florence, Siena and Pisa one hour from the house.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 7

3 Nights min stay

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from £85 /night

£594 - £1268 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Our APARTMENTS and our ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £48 /night

£333 - £665 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Our APARTMENTS and ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta flooring.  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £72 /night

£499 - £1021 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Our APARTMENTS and ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £82 /night

£570 - £1116 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Our 15 APARTMENTS of various sizes, and our 3 ONE-ROOM APARTMENTS, are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta  …see more

23 Photos

Apartment | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £133 /night

£927 - £1900 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
LARGE 6/10 people (120 sq m.)- on two floors (ground floor/first floor)  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £62 /night

£428 - £879 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (70 sq m.) - first floor  …see more

10 Photos

Villa | 4 Bedrooms | sleeps 4

Short stays welcome

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from £73 /night

£509 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Si godono scorci pittoreschi degli Edifici Storici e gli ampi spazi del panorama Toscano . Per gli amanti di MountainBikes , del Relax nei Laghi ,del Wellness alle Terme, ,della cucina Toscana e della arguta simpatia e della cordialita' dei Toscani. Vicinissima a Ristorants,Bar,Farmacia,Banche, Musei Concerti ? Se siete fortunati anche Concerti !!!!!  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £82 /night

£570 - £1116 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Our APARTMENTS and our ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £72 /night

£499 - £1021 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Our APARTMENTS and ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £65 /night

£452 - £879 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (46 sq m.) - first floor  …see more

22 Photos

Guest house | 1 Bedroom | sleeps 12

1 night min stay

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from £60 /night

£416 - £2244 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Come and enjoy a taste of authentic Tuscan country life in stunning settings, amidst olive groves and vineyards tendered by a most hospitable family who run this organic farm and live in your hosts' homestead or in newly refurbished independent apartments. Perfect for family  …see more

22 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

Min stay varies

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Podere la Fonte is situated in a most spectacular position just below the ancient castellated village of Radicondoli. It has magnificent uninterrupted views over the Cecina valley and the surrounding hills.At night you can see the lights of Volterra.  …see more

15 Photos

Watermill | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £146 /night

£1018 - £2248 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • 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

Farmhouse | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £61 /night

£424 - £509 / week

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Key info:

  • Suitable for children of all ages
  • Air conditioning
  • May take pets – please enquire
Excursions in the nature, the taste, the cities of art and the well-being. The Lands of the province of Siena offer one series of distances between art, nature, well-being and gastronomy like perhaps no other place to the world: leaving from Siena, with its ducky beau WiFi is available in all areas and is free of charge. Free private parking is possible on site (reservation  …see more

22 Photos

Apartment | 3 Bedrooms | sleeps 4

4 Nights min stay

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from £111 /night

£772 - £1357 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 75 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
"Casa Serena" is located in a panoramic position, blessed with mesmerising views over the Chianti vineyards and enchanting hamlets. Quiet location but not isolated. Local assistant 24 H in case of need - english speaking  …see more

22 Photos

Fort | 1 Bedroom | sleeps 3

3 Nights min stay

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from £104 /night

£727 - £808 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

23 Photos

Fort | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £150 /night

£1050 - £1147 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

24 Photos

Fort | 1 Bedroom | sleeps 3

3 Nights min stay

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from £104 /night

£727 - £808 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

18 Photos

Fort | 1 Bedroom | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £104 /night

£727 - £808 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £73 /night

£509 - £764 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Il Pozzo is an apartment which is part of a converted farmhouse from the eighteenth-century, entirely in stone, that was recently the subject of a careful and passionate restoration. A park of three hectares surrounds the property. There is also a swimming pool on-site  …see more

16 Photos

Farmhouse | 8 Bedrooms | sleeps 19

2 Nights min stay

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from £275 /night

£1925 - £2892 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A 17th century stone hamlet situated in one of the most wonderful positions of Tuscany. Four apartments and two bedrooms furnished with big taste and with exclusive period furniture, fireplace Sky TV independent heating external private space. Parking, scenic pool  …see more

15 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £49 /night

£340 - £594 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Our farm is the only one with a horse on the property, offers a beautiful view, surrounded by green gardens, with a wood-burning oven in the central courtyard and have WI-FI internet access. We offer many services and activities of a different kind, for everyone.  …see more

15 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £49 /night

£340 - £624 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Our farm is the only one with a horse on the property, offers a beautiful view, surrounded by green gardens, with a wood-burning oven in the central courtyard and have WI-FI internet access. We offer many services and activities of a different kind, for everyone.  …see more

14 Photos

Farmhouse | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £61 /night

£424 - £713 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Our farm is the only one with a horse on the property, offers a beautiful view, surrounded by green gardens, with a wood-burning oven in the central courtyard and have WI-FI internet access. We offer many services and activities of a different kind, for everyone.  …see more

15 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £43 /night

£297 - £535 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
The apartment is located in an old Tuscan village, along with 4 other apartments. The farmhouse with swimming pool, indoor games room and outdoor pool, breakfast room, barbecue, selling local products, mountain biking and organic garden. You will also find farm animals.  …see more

21 Photos

Farmhouse | 4 Bedrooms | sleeps 8

4 Nights min stay

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from £206 /night

£1442 - £1781 / week

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Late Deal: save up to €770 (approx. £616)

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Self Catering Tuscan farmhouse with 4 large bedrooms in a cozy hamlet immersed in the surrounding countryside. Lovely shared pool. Al-fresco private garden dining and stunning views. Perfect for families with children! Wine tasting and cooking classes on site. The Pheasant farmhouse is the original house of the this antique hamlet surrounded by rolling Tuscan hills.  …see more

24 Photos

Farmhouse | 10 Bedrooms | sleeps 20

Short stays welcome

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from £509 /night

£3562 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
The Wine Estate of Castelnuovo Tancredi has 3 stone farmhouses with a shared pool overlooking the gorgeous countryside. With the option to rent a farmhouse individually, or the entire property, it is ideal for vacation, weddings or even a family reunion! You haven't seen the real Tuscany until you see the Val d'Orcia. Wine tastings and cooking classes on site.  …see more

19 Photos

Farmhouse | 6 Bedrooms | sleeps 12

1 night min stay

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from £122 /night

£848 - £2120 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Beautiful Tuscan country house and cottage set on a natural terrace with commanding views of the Tuscan hills. Deep in the countryside with easy day trips to Florence, Sienna and Perugia.  …see more

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Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £206 /night

£1440 - £2880 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Holiday villa with private pool and sauna within walking distance from Cetona – sleeps 9 From 1800€ to 3600€ a week  …see more

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Farmhouse | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £176 /night

£1230 - £1484 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
Charming farmhouse in Tuscany, the ideal starting point to visit the Val di Chiana and Val d'Orcia with its wonderful medieval towns such as Cortona, Montepulciano, San Quirico d'Orcia, Pienza, as well as Montalcino and San Gimignano and the beautiful art town of Siena. Situated in the heart of Tuscany, near the centre of the little town of Sinalunga.  …see more

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Villa | 8 Bedrooms | sleeps 12

Short stays welcome

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from £388 /night

£2714 - £4910 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • 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