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1,176 Results  |  
21 Photos

Apartment | 3 Bedrooms | sleeps 7

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£300 - £411 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
In the hills of Tuscany, 3 bedrooms, swimming pool, ideal for family or friends  …see more

20 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £110 /night

£770 - £1539 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
The property is beautifully landscaped and has spacious rooms with an open plan kitchen morden interior look with geothermal heating and cooling system. Wine tasting and cooking classes can be can be arranged for our guests. The villa's are all comfortable and spacious with ample storage and parking space.  …see more

12 Photos

Apartment | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £349 /night

£2443 - £3257 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Villa Oliveto is a 5 bedroom property that can sleep up to 10 guests. There are 4 double beds and 2 single beds in the property. We ask that guests do not smoke inside the property. We also have a private outdoor pool for guest to use during their stay! Light-coloured granite floor tiles throughout the apartment provide a cool, airy atmosphere.  …see more

Featured properties

24 Photos

Apartment | 4 Bedrooms | sleeps 12

Excellent 5/5 

4 Nights min stay

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from £229 /night

£1600 - £2000 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
A spacious townhouse complex on two levels well suited to sharing families in easy strolling distance of restaurants, delicatessens, bars etc; large pool, gym, free bicycle hire and plenty of private outdoor space with lovely views offers something for all the family.  …see more

20 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £152 /night

£1060 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Spectacular Views! Well equipped apartment in great location.Great for families. Outside, is a very attractive pergola, with BBQ for drinks and meals, overlooking the beautiful Tuscan hills and valleys. Vouchers for the local spa are provided upon request. Logs for the fire are provided free of charge.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £72 /night

£503 - £1030 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (60 sq m.) - ground floor  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £83 /night

£575 - £1125 / 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
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

12 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £245 /night

£1710 - £2052 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
As the house is part of a company that produces Brunello di Montalcino is possible to follow the stages of production or do a tasting tour to discover one of the best wines in the world in our cave.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £459 /night

£3210 - £3933 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Sleeps 14 with possibility to add adjacent apartments up to total of 33. A beautiful 15th-century villa in the heart of the Chianti countryside, with 360° uninterrupted views of olives, vines and forests, with amazing sunset views over San Gimignano and the Apennines  …see more

11 Photos

Villa | 7 Bedrooms | sleeps 14

3 Nights min stay

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from £295 /night

£2061 - £4102 / 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

6 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £72 /night

£503 - £1030 / 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

8 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £83 /night

£575 - £1125 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 4/6 people (62 sq m) – first floor - facing swimming pool  …see more

24 Photos

House | 2 Bedrooms | sleeps 4

14 Nights min stay

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from £69 /night

£479 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Biking and hiking. Terrace and garden. Peace and quiet. Perfect for relaxing holidays or for a working context. Wi-fi connection.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

1 night min stay

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from £65 /night

£449 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
The best place where to rest, an excellent place from which to set off for the Val D'Orcia. Cleaning and linen change every Saturday morning. Possibility of daily cleaning and transport service.  …see more

11 Photos

Farmhouse | 1 Bedroom | sleeps 2

1 night min stay

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from £62 /night

£428 - £513 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
single room in a Villa with only 7 rooms. Infinity pool sanitized using salt and not chlorine, far better for your skin and eyes. We are a winery where you may visit our cellar and taste our wine,Il Golo,Rosso di Montepulciano DOC, Grappa, Finocchiaccio and marmelades.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 8

Excellent 5/5 

4 Nights min stay

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from £172 /night

£1200 - £1500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
A bright roomy south facing 3 bed/2 bath apartment with panaramic views over Gaiole and the hills beyond. Enjoy al fresco dining on the terrace or doze in a wisteria shaded hammock. Relax by the pool, take a cycle ride or just stroll down to the village restuarants. Maggiore is ideally situated to enjoy the areas premier events including Siena Palio and Gaiole Eroica.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £129 /night

£898 - £1026 / 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

11 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £60 /night

£419 - £445 / week

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Key info:

  • Nearest beach 90 km
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Holiday Apartment is situated in the middle of Tuscany, 8km far from San Gimignano, 30km far from Siena and Volterra , 40km far from Florence, 70Km from Pisa and 100Km far from Lucca. This farm is close to an abbandoned old paper-mill built on an ancient mill erected by friars of San Galgano  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £83 /night

£575 - £1125 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
TRILO 4/6 posti (mq.61)  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 7

3 Nights min stay

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from £86 /night

£599 - £1278 / 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
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

£503 - £1030 / 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
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

7 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £72 /night

£503 - £1030 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (60 sq m.) - ground floor  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 7

3 Nights min stay

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from £86 /night

£599 - £1278 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 5/7 people (70 sq m) – ground floor- facing swimming pool  …see more

14 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £165 /night

£1155 - £1582 / week

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Key info:

  • Great 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. The city of Pienza (UNESCO location) is 10 km away, Montepulciano 15, Siena 65, Arrezzo 40, Perugia 65.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 7

Very Good 4/5 

4 Nights min stay

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from £139 /night

£968 - £1936 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Self-catering villa with stunning views over Tuscany vineyards. Private pool. Shared tennis court with villa LisiDor (#44909, same owner). Internet. Bbq and shaded eating area. Fenced garden. Midway to Siena and Florence Typical Tuscan countryside with private pool and garden in silent position in the middle of Chianti hills  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

4 Nights min stay

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from £184 /night

£1283 - £2654 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Typical Tuscany stone house with private swimming pool, large fenced garden and tennis court. Easy day trips to Florence, Siena, San Gimignano and many Tuscan villages. Cooking lessons and dinners at home on request. Countryside villa in silent and strategic position. Very spacious rooms, sleeps up to 7/8 persons.  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £72 /night

£503 - £1030 / 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

6 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £83 /night

£575 - £1125 / 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
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

21 Photos

Apartment | 4 Bedrooms | sleeps 9

Excellent 5/5 

7 Nights min stay

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from £233 /night

£1625 / 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
An amazing holiday in the moast beautiful area of Tuscany, in the natural park of the Val d'Orcia, near Montalcino, Pienza, Siena, Montichiello, Bagno Vignoni. A quiete, relaxing garden with swimming pool, a charming, cosy and comfortable apartment in an ancient villa.  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £59 /night

£411 - £744 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Why the Owner Chose Buonconvento: This area of Tuscany is intensely beautiful and within easy reach of many of the most significant cultural sites in Italy. In addition I love golfing and 30 min away there are marvelous golf courses such as La Bagnaia, Tuscany Golf. In Summer time, Prisca House guest can have a swim in Buonconvento huge communal pool (10 minutes aways)  …see more

10 Photos

Apartment | 3 Bedrooms | sleeps 4

2 Nights min stay

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from £104 /night

£727 - £813 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
A luminous apartment (65sqm) in Siena that can accommodate up to 4 guests. The apartment commands a wonderful view over the Sienese hills and is located 1,5 km away from the pedestrian historical centre of Siena. 500 metres away the apartment start a commercial area with 3 supermarkets, shops, coffee, bar, bakery, etc.  …see more

24 Photos

Farmhouse | 10 Bedrooms | sleeps 20

Short stays welcome

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from £513 /night

£3591 / 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

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £110 /night

£770 / week

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Key info:

  • Suitable for children over
  • No pets allowed
The apartment is ideal if you want to experience life in a Medieval town in Tuscany; your host is a professional Siena tourist guide, an official cheese taster and wine expert and the apartment is elegantly decorated with antiques but has all of the modern comforts.  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 5

3 Nights min stay

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from £80 /night

£554 - £798 / week

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Key info:

  • Suitable for children over
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Brown apartment (2+3pax) Via Pian dei Mantellini Central and cosy apartment with double bedroom, bathroom with shower, large living area with sofa bed, open area with chair bed, equipped kitchen, private equipped garden, typical cellar, WIFI, TV, air conditioning. Sail with us on board of Free Will to the Tuscan Archipelago, Sardinia, Corsica.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £110 /night

£770 - £6155 / 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

20 Photos

Farmhouse | 1 Bedroom | sleeps 3

3 Nights min stay

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from £120 /night

£838 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Apartment located inside an Agriturismo in Montepulciano Tuscany. The apartment has a double room, a kitchen, a dining room with Fireplace and a private batrhoom with Jacuzzi. Available to clients: Private Parking, Gazebo and Swimming Pool.  …see more

14 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £80 /night

£556 - £684 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
Typical house in the heart of Siena's countryside,suitable for vacations from Spring to late October; come and discover the true pleasure of a vacation in Tuscany  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £45 /night

£313 - £590 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa PoliFlora is a modern residence consists of two bedrooms and two bathrooms with a shared kitchen. The owners husband and wife Poli and Flora built the villa in 1988 and from there they guard with love the classic environment of the house surrounded by garden. Villa PoliFlora is a modern residence in Monticchiello in Val d'Orcia, a Unesco world heritage site.  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

5 Nights min stay

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from £73 /night

£509 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Romantic one bedroom apartment in Elegant Liberty country village close to Siena medieval city. Picturesque courtyard and garden for outdoor dining.  …see more

23 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £76 /night

£530 - £944 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
2 bedroom beautiful 500 year old restored farmhouse. 7km outside of Montepulciano. Pool, terrace, garden area, patio, and BBQ. 5 minute drive to nearest supermarket, shops, bars and restaurants.  …see more

16 Photos

Farmhouse | 6 Bedrooms | sleeps 20

Excellent 5/5 

2 Nights min stay

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from £513 /night

£3591 - £4959 / 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
Climatized villa with swimming pool, wi-fi,and TV with Sky channels, offers relax and fun at only 7 miles from Siena. The Count Filippo Fiorentini, English speaking will welcome you with a good glass of wine, in his villa.  …see more

4 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £98 /night

£684 - £1026 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
This the nice large apartment at the ground floor of our villa.  …see more

10 Photos

Farmhouse | 4 Bedrooms | sleeps 16

2 Nights min stay

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from £367 /night

£2565 - £3420 / 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

19 Photos

Farmhouse | 2 Bedrooms | sleeps 7

Excellent 5/5 

2 Nights min stay

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from £80 /night

£556 - £770 / 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 position of Tuscany. The apartment is characterised by good taste and warmth, equipped with a fireplace and elegantly furnished with furniture from the era. Park, scenic swimming pool.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £74 /night

£513 - £770 / week

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Key info:

  • Swimming pool
  • Great 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 | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £68 /night

£471 - £642 / 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 position of Tuscany. The apartment is furnished tastefully and with exclusive period furniture, fireplace, Sky TV, independent heating, external private space. Park, scenic swimming pool.  …see more

16 Photos

Farmhouse | 8 Bedrooms | sleeps 19

2 Nights min stay

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from £278 /night

£1941 - £2548 / 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

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Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £1466 /night

£10259 / week

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Key info:

  • Nearest beach 20 km
  • Swimming pool
  • Suitable for children over
  • 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

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Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £62 /night

£428 - £984 / week

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Key info:

  • Nearest beach 40 km
  • Suitable for children over
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
La casa si trova in località Crevole di Murlo detto anche " Rocca di Crevole" sotto le rimanenze di una antica torre residuo di un forte castello fortificato, presidiato da una guarnigione di soldati sotto il comando dei Vescovi di Siena . il prezzo è comprensivo di biancheria bagno e camera , riscaldamento ,letto singolo a richiesta ,  …see more

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Farmhouse | 9 Bedrooms | sleeps 22

1 night min stay

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from £86 /night

£599 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Beautiful estate were you can have organize a holiday in a private structure or bed and breakfast service.  …see more