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638 Holiday homes in Province of Siena

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638 Results  |  
24 Photos

Farmhouse | 2 Bedrooms | sleeps 8

3 Nights min stay

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from £41 /night

£283 - £404 / week

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Key info:

  • Nearest beach 80 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The apartment is an excellent starting point for excursions on foot or mountain bike in the via Francigena or Montagnola senese.Siena is about 13 km, Monteriggioni approx. 8 km. you can do excursions also to s. Gimignano, Colle di Val D'elsa, Casole, s. Galgano  …see more

14 Photos

Farmhouse | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £58 /night

£404 - £678 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great 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

9 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £110 /night

£767 - £984 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • No pets allowed
Beautiful and typical apartment for 2/4 people located inside a wine farm up to a Chianti hill, close to Siena. The resort has also a restaurant that propose tuscan receipts, an enchanting swimming pool overlooking the valley  …see more

Featured properties

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £433 /night

£3030 - £4348 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Villa San Francesca is a prestigious and luxurious villa in the heart of south Siena countryside with breathtaking panoramic views that enjoy the surrounding, and only a few kilometers from the historic town of Cetona.  …see more

16 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £58 /night

£404 - £1089 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Independent Cottage completely renovated in 2014 with all the comforts of a modern home. The ground floor has a kitchen equipped for self catering with 4 burner gas cooker, oven, toaster, kettle, fridge, freezer, coffee maker and dishwasher. The cute little living room  …see more

15 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £58 /night

£404 - £1069 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Cottage With Private Garden And Hills View Panoramic Location,10 Min Walk From The Lovely Medieval Village Of Casole D'elsa Sleeps 4 (2 Bedrooms) wi fi SYSTEM  …see more

16 Photos

Farmhouse | 7 Bedrooms | sleeps 13

1 night min stay

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from £41 /night

£283 - £1613 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
We are in a very good position, we are just 3,5 km from San Gimignano, 40 km from Firenze, 25 km from Siena, 25 km from Volterra, 15 km from Certaldo, 45 km from Pisa; you can visit a lots of thinghs and a lots of beautiful historical town.  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £68 /night

£475 - £971 / 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
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

17 Photos

House | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £83 /night

£581 - £863 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
The estate is located on the top of a hill, in the Crete near Pienza, Montepulciano, Cortona, Monte Oliveto Maggiore, Siena. There are four apartments which overlook the garden of the villa or the grove of oaks beside the swimming pool. Homemade breakfast is included. During high season, on sunday, we are pleased to offer a dinner to the guests to taste our products.  …see more

10 Photos

Hotel apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £87 /night

£605 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
In central Tuscany, near Siena and Val d'Orcia, there is a farmhouse called Malabiccia. Example of the flawless bio-architecture, constructed from stone, wood, and terra cotta, now brought to new life with a long and respectful restoration.  …see more

13 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£299 - £525 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The apartment "La Casina" comes from the restructuring of the rural outbuildings of the main building, it has been done with care leaving unchanged the characteristics of the original structure, highlighting the architectural value.  …see more

8 Photos

Farmhouse | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £58 /night

£404 - £484 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
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

20 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £254 /night

£1775 - £2904 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Casale Reggello is located amidst the gently rolling Tuscan hills, between Pienza and Montepulciano, complitely surrounded by organic plantations.The rooms have been decorated with colours that recall the typical plants of the area : Lavender, Rose hip, Strawberry tree. We can organize for you a typical Tuscan dinner with hand-made pasta,coupled with the excellent local wine.  …see more

13 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

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from £115 /night

£803 - £1170 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful Three bedroom stone house spread over three floors with the master bedroom on the top floor entered by a spiral staricase. Fully fitted kitchen with fridge freezr, dishwasher, oven and hob with all of the cooking equipment supplied.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £59 /night

£407 - £836 / 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

5 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £62 /night

£430 - £836 / 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

16 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £47 /night

£323 - £928 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Sleeps 4. (2 bedrooms) 'Leccio' is a comfortable farmhouse cottage with splendid pool. Authentically restored to reveal original chestnut beams, terracotta tile ceilings and floors. Located in the heart of the country side but less than 15 minute walk to village.  …see more

16 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £72 /night

£500 - £774 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great 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

6 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £49 /night

£339 - £700 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
ONE-ROOM Apt 3/4 people (60 sq m) – ground floor  …see more

21 Photos

Fort | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £143 /night

£999 - £1091 / week

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Key info:

  • Swimming pool
  • Great 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

8 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £289 /night

£2017 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • Some pets are welcome - please contact the owner
If you are searching for something very special, with charm, history and love for details- thats the place to be. It it the perfect hub to discover the jewels of tuscany (if you want to stay in lovely apartments with your friends) or to celebrate a ferry tale wedding-  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £46 /night

£317 - £633 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
ONE-ROOM Apt 2/3 people (35 sq m.) - ground floor  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £68 /night

£475 - £971 / 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

19 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

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from £138 /night

£960 - £1767 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great 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

20 Photos

Farmhouse | 3 Bedrooms | sleeps 8

Short stays welcome

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from £75 /night

£525 - £605 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Summer holiday rental, self-catering, romantic view, villa in Tuscany, city of art, Siena, Florence, San Gimignano, Volterra, Monteriggioni, Certaldo,Radicondoli, Belforte,San Galgano, Massa Marittima, Populonia.  …see more

15 Photos

Farmhouse | 2 Bedrooms | sleeps 3

7 Nights min stay

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from £71 /night

£492 - £738 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Agriturismo Siena, Tuscany, Countryside,Pool, Self catering, San Gimignano, Firenze, Trekking, Mountain bike, Nature Shared swimming pool with cabana. A small restaurant on the premises is open one time per week  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £196 /night

£1371 - £1775 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Thanks to its superb location is the ideal starting point for visiting the Val d'Orcia and Chianti hills, with its medieval towns such as Cortona, Montepulciano, Pienza, Montalcino and from there up to and San Gimignano and the beautiful art cities of Florence and Siena On demand services: Tranfer and Taxi service Wine and Olive Oil Tastings Cooking Lessons Dinners  …see more

16 Photos

Farmhouse | 8 Bedrooms | sleeps 19

2 Nights min stay

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from £262 /night

£1831 - £2404 / week

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Key info:

  • Swimming pool
  • Great 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

18 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

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from £97 /night

£675 - £1500 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
The feeling of being not only in a different age but even out of the world disappears when we realise that we are just a few kilometres away from cities rich in art, history and culture such as Siena, Pienza, Montalcino as well as Florence, Arezzo, Perugia.  …see more

6 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £77 /night

£533 - £783 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Agriturismo Siena, Tuscany, Countryside,Pool, Self catering, San Gimignano, Firenze, Trekking, Mountain bike  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £168 /night

£1170 - £1492 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
The villa is 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 cities of Siena and Florence.  …see more

15 Photos

Farmhouse | 2 Bedrooms | sleeps 5

1 night min stay

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from £47 /night

£323 - £742 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Elegnt Accommodation With Pool And 360° Hills Views Ideal For Families And Couples, In The Heart Of The Splendid Chianti Countryside. Sleeps 4 + 1 (2 Bedrooms)  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £75 /night

£525 - £646 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • 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  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £168 /night

£1170 - £1412 / 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

11 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £78 /night

£541 - £888 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This charming apartment lies in the countryside enjoying the most marvellous views of the undulating landscape and the towers of the city of San Gimignano only 3km away Next to the garden and enjoying a spectacular panorama is the splendid new swimming pool (12m x 5m)  …see more

7 Photos

Farmhouse | 2 Bedrooms | sleeps 3

7 Nights min stay

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from £71 /night

£492 - £738 / 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
Agriturismo Siena, Tuscany, Countryside,Pool, Self catering, San Gimignano, Firenze, Trekking, Mountain bike  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £58 /night

£404 - £444 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
A nice holiday apartment accurately restored in 2011, on a ground floor building with an independent entrance. Montepulciano is the homeland of Vino Nobile, one of the greatest Italian red wine, that's why there are man  …see more

7 Photos

Farmhouse | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £146 /night

£1017 - £1775 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Silence, privancy  …see more

15 Photos

Farmhouse | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £146 /night

£1017 - £1775 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Silence privancy  …see more

19 Photos

Farmhouse | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £47 /night

£323 - £742 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
Sleeps 4. 2 bedrooms 90 m².The Ciliegio House is composed by a typical Tuscan living room, kitchen, two double bedrooms and a bathroom with shower. Outdoor: swimming pool exclusive view on the tuscan hills , Barbecue area, Private lighting system, Parking.  …see more

9 Photos

Farmhouse | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £130 /night

£904 - £1775 / 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
Silence, nice countryside, good food.Relax  …see more

6 Photos

Villa | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £150 /night

£1049 - £1452 / 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
Unique villa in the area of Siena, pefect climatized and furnished with all comforts,The villa le Tortore offers private parking , private garden, exclusivity, access to the swimming pool, air conditioning, satellite Tv with Sky channels, PC with free dsl and wi-fi.  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £46 /night

£317 - £633 / 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
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

13 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

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from £78 /night

£545 - £1210 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Once the gamekeeper's accommodation, now it is a very comfortable 117 square metre apartment, situated on the first floor and consisting of a dining room-living room with fireplace, a kitchen that leads to the garden, two double bedrooms, a twin-bedded room, and two bat  …see more

24 Photos

Apartment | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £126 /night

£881 - £1807 / 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

8 Photos

Farmhouse | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £346 /night

£2420 - £3226 / 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
The Farm house Tinaione is an ideal locations for a riunion of big family or for a group holiday as it has all the comfort in the rustic simple tuscan way for 12 persons, the appartament is very charmy and the owner knows exately how to look after you. The infinity pool with the stunning views of the tuscan landscape is the perfect setting holiday!  …see more

25 Photos

Villa | 5 Bedrooms | sleeps 12

5 Nights min stay

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from £242 /night

£1694 - £2662 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious detached villa in hilly and quiet location with a beautiful panorama in southern Tuscany. Pool, Jacuzzi (all for private use of the tenant).  …see more

22 Photos

Farmhouse | 2 Bedrooms | sleeps 4

1 night min stay

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from £72 /night

£500 - £1033 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
Created in the former barn and warehouse, this is a large 124 square metre apartment on two floors. Discover Tuscany from a privileged starting point: its heart.  …see more

20 Photos

Farmhouse | 5 Bedrooms | sleeps 9

Short stays welcome

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from £125 /night

£871 - £1678 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Comfortable country house with private pool to rent near San Casciano dei Bagni – sleeps 9 From 1080€ to 2040€ a week  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £208 /night

£1452 - £2904 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great 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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