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787 Results  |  
12 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £243 /night

£1696 - £2036 / week

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Key info:

  • Swimming pool
  • Suitable 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

11 Photos

Farmhouse | 1 Bedroom | sleeps 2

1 night min stay

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from £61 /night

£424 - £509 / week

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Key info:

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

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

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from £194 /night

£1357 - £1527 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Wonderful place to relax, make sports ( walking,archery and swimming) sip our good wine and enjoy our cousine. Our swimming pool is 15x5mt wide and is cleaned using salt and not chlorine.  …see more

Featured properties

24 Photos

Villa | 3 Bedrooms | sleeps 7

Very Good 4/5 

4 Nights min stay

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from £138 /night

£960 - £1920 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Suitable 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

Castle | 1 Bedroom | sleeps 2

3 Nights min stay

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from £69 /night

£480 - £611 / 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
A country hideaway with traditional comforts. Excellent equestrian, golfing and spa activities, hiking and biking. Kids Club. Excellent for touring art cities and Chianti and Brunello wine countries. For nature lovers, artists and photographers. Full concierge services. Please request for Formignano B&B, Horse Riding & Golf, Spa Days, Art City & Local Tours, Weddings & Events.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 5

5 Nights min stay

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from £151 /night

£1052 - £1387 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Le Stalle is a lovely 2-bedroom apartment situated on the ground floor of Podere Patrignone, a 15th century farmhouse in the heart of Chianti, surrounded on all sides by olives, vines, hills and forest. It has a kitchen, dining area, outside porch and use of the pool.  …see more

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
  • Suitable 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

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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Late Deal: save up to £310

Key info:

  • Swimming pool
  • Suitable 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

24 Photos

Villa | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £231 /night

£1612 - £2120 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This enchanting holiday home is on a knoll overlooking the typical Tuscan countryside of the area around Pienza, San Quirico and Montalcino. In a very quiet position, only surrounded by a peaceful Tuscan countryside, this holiday accommodation consists of 4 apartments  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 10

7 Nights min stay

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from £219 /night

£1527 - £2799 / week

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Key info:

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

9 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £59 /night

£412 - £522 / week

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Key info:

  • Suitable for over 5s only
  • Car advised
  • Air conditioning
  • No pets allowed
Siena Apartments with easy access to the town centre  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £31 /night

£212 - £424 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
nice and comfortable apartments in walking distance from the village .  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 18

7 Nights min stay

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from £206 /night

£1442 - £4495 / 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
Splendid villa with breathtaking view over the Castle of Strozzavolta, in the Chianti, between Florence and Siena.  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £38 /night

£263 - £501 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
nice and comfortable apartments in walking distance from the village  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £38 /night

£263 - £509 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £45 /night

£314 - £636 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £31 /night

£212 - £424 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
nice and comfortable apartments in walking distance from the village  …see more

22 Photos

Tower | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £125 /night

£874 - £2171 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • May take pets – please enquire
  • Private garden
Stunning medieval tower near San Gimignano for holiday rentals  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 5

7 Nights min stay

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from £44 /night

£306 - £577 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £182 /night

£1272 - £1824 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Beautiful independent country house near Pienza. This villa is located few minutes driving from Pienza, in a quiet and beautiful location in the middle of the country side. Private swimming pool. The villa is elegantly furnished, in a perfect combination between comfort and tradition  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £38 /night

£263 - £501 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Nice and comfortable apartments in walking distance from the village  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £38 /night

£263 - £509 / week

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Key info:

  • Swimming pool
  • Suitable for over 5s only
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £39 /night

£272 - £509 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 7

Excellent 5/5 

2 Nights min stay

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from £49 /night

£340 - £382 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Monticiano is one of the most beautiful villages of the Val di Merse, a wild and unspoilt natural area, covered in woods and rich in rivers and hot springs, dotted with castles, abbeys, little countryside churches and ruins, countryside villas and small quiet hamlets.  …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
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
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 | 3 Bedrooms | sleeps 7

4 Nights min stay

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from £146 /night

£1018 - £1866 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
.This charming accommodation 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. It is a lovely location for enjoying country walks and relaxingr The pool and the garden are not shared  …see more

14 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £164 /night

£1145 - £1569 / 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

14 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £79 /night

£552 - £679 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
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

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

17 Photos

B&B | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £61 /night

£424 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • Pets welcome
Every morning the lady of the house makes amazing and always new breakfasts, created with the genuine products of the area and with a deep experience of cooking. Gluten intolerant breakfast. Please notify us in advance.  …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

10 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £44 /night

£302 - £509 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
  • Private garden
This apartment would be a good base to visit Siena and the hilltop towns – you would particularly like Monteriggioni, San Gimignano, Montalcino, Pienza, Montepulciano, and Castellina in Chianti!  …see more

20 Photos

Farmhouse | 8 Bedrooms | sleeps 25

Very Good 4.5/5 

Short stays welcome

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from £546 /night

£3816 - £4452 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
"The Harvest Moon" holiday house, is a Tuscan country mansion with a spectacular pool overlooking the boundless valley. The whole property is available for more comfort and privacy. The whole property is available for more confort and privacy.  …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

21 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

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from £136 /night

£950 - £1425 / week

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Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Charming holiday apartment in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area.  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £101 /night

£704 - £1069 / week

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Key info:

  • Suitable 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

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

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 £136 /night

£950 - £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 | 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

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

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

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

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

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

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

24 Photos

Guest house | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £169 /night

£1179 - £2332 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Villa di Geggiano - home and winery of the Bianchi Bandinelli family since 1527. Just 5 kilometres from Siena, in the hills of Chianti Classico. Originally built in 14th century, the the Villa has now been complemented by the recent addition of two luxury guest suites. The Villa and its gardens are a National Heritage property and there is a great deal to see and enjoy!  …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