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221 Holiday homes in Province of Siena

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221 Results  |  
24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £404 /night

£2823 - £3831 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Casa Oliveto is the guest villa, and sits at the end of an olive grove known for producing one of Italy's premier extra virgin olive oils. The villa, the pool & the gardens are totally private - separated from the main house by a large expanse of olive grove.  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £46 /night

£319 - £609 / week

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Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
Ideal location for couples and families, set within walking distance of Gaiole in Chianti with the typical Tuscan lifestyle at your doorstep. Perfect place to unwind and come back to after a cycle, a walk, or discovering the artistic and historic cities of Tuscany. Gaiole is in the Chianti Classico area, ideal to taste and enjoy the best wine and food in Italy.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £95 /night

£663 - £1296 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Nicia was once the house for the workers of the farm, currently an 84 Sq.mt apartment situated on the first floor and furnished with a beautiful terrace, along with a dining-living room with fireplace, kitchen, double bedroom, a twin bedded room, a bathroom  …see more

Featured properties

21 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £96 /night

£667 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Among olive groves and an oak forest reknown for mushrooms and truffles on a hill one finds "Apartment Vite" part of a 17 th century farmhouse with breathtaking views of Siena hills, immersed in nature and silence with a swimming pool. Apartment Vite is ideal for a  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £95 /night

£663 - £1296 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Stansieandnbsp;is aandnbsp;80 Sq.mtandnbsp;apartment converted from the old stables situated on the ground floor and equipped with aandnbsp;splendid panoramic terrace,andnbsp;in addition to aandnbsp;dining and living room with fireplace, a kitchen, a double  …see more

15 Photos

Apartment | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £162 /night

£1130 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Among olive groves and an oak forest reknown for mushrooms and truffles on a hill one finds "Apartment Loggia" part of a 17 th century farmhouse with breathtaking views of Siena hills, immersed in nature and silence with a swimming pool. Apartment Loggia has an  …see more

13 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £404 /night

£2823 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Casa Romanzaandnbsp;boasts a lovely location on the hilltops of Castelmunzio, a small and delightful village in the undulating Tuscan countryside. andnbsp;Accommodating up toandnbsp;10 persons on two floors, Casa Romanza includes a vast swimming pool and the most  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

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from £293 /night

£2045 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Casa Gavinaandnbsp;is a Tuscan farmhouse rental situated in a 250 acres estate surrounded by wildlife in San Miniato, Pisa.andnbsp;The farmhouse is an independent villa ofandnbsp;130 square metersandnbsp;and can comfortably sleepandnbsp;6 persons.andnbsp; Casa Gavina  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £121 /night

£843 - £1161 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Borgianni is a beautiful villa close to the walled city of Siena Surrounded by olive groves, Vineyards and cypress trees. The house was recently renovated and has all the modern comforts and furnished with antique furniture. There are 3 double bedrooms, fully  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 13

5 Nights min stay

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from £264 /night

£1846 - £2265 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Farmhouseandnbsp;Podere Pienzaandnbsp;is a Tuscan vacation rental, in the municipality of Pienza, in the province of Siena, in Tuscany region, in Italy.andnbsp; The farmhouse covers an area ofandnbsp;300 sqmandnbsp;consisting ofandnbsp;2 floors. The farmhouse has  …see more

15 Photos

Apartment | 4 Bedrooms | sleeps 8

Min stay varies

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from £275 /night

£1920 - £2202 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Among olive groves and an oak forest reknown for mushrooms and truffles on a hill one finds "Apartment Libeccio" part of a 17 th century farmhouse with breathtaking views of Siena hills, immersed in nature and silence with a swimming pool. Apartment Libeccio is the  …see more

10 Photos

Farmhouse | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £130 /night

£904 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Among olive groves and an oak forest reknown for mushrooms and truffles on a hill one finds "Apartment Gaetane" part of a 17 th century farmhouse with breathtaking views of Siena hills, immersed in nature and silence with a swimming pool. Apartment Gaetane has a  …see more

8 Photos

Apartment | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £117 /night

£813 - £2069 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Gaiole-Apartment Nestandnbsp;is a striking countryside apartment inandnbsp;Gaiole in Chianti, a municipality in Siena, Tuscany 'Forbes', a reputed American magazine, rates Gaiole in Chianti as "Europe's . Theandnbsp;Chianti Classico wineandnbsp;region is situated to  …see more

11 Photos

Cottage | 3 Bedrooms | sleeps 7

5 Nights min stay

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from £188 /night

£1311 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Cottage Ulivettaandnbsp;is comprised ofandnbsp;two adjoining apartmentsandnbsp;that will be rented out only together as one large unit.andnbsp; You have aandnbsp;large dining area with table and chairsandnbsp;andandnbsp;large traditional fireplace. There is  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £274 /night

£1916 - £2621 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Positioned on a hilltop, theandnbsp;Villa Pietraandnbsp;is the most fabulous panorama beauty. It gives the sensational and arresting view of the valley where the famous "Nobile di Montepulciano" wine is created. The very look of the villa gives an impression of  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 11

5 Nights min stay

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from £600 /night

£4194 - £5976 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Situated amidstandnbsp;30 acres of woods and an orchard, theandnbsp;charming 5 bedroom Villa Edmondoandnbsp;offers you a wonderful blend of rustic Tuscan style and modern comfort encircled by the magnificent landscape of Tuscany.andnbsp; The comfortably furnished  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £599 /night

£4190 - £6388 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
With a superb location in the heart of the Siena hills, Villa Stella dwells on a magnificent property just 15 minutes from Siena. The original house was built in the 17th century and has recently been converted in a remarkable retreat in the very heart of Tuscany. The  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £58 /night

£404 - £525 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Apartment for 4 persons, with swimming pool , in San Gimignano  …see more

15 Photos

Apartment | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £181 /night

£1265 - £1897 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Farmhouse apartment nearandnbsp;Monteriggioni, Siena between San Gimignano and Montepulciano, Italy. This farmhouse apartmernt is a part of the hamlet with dominating views all around and it consists of aandnbsp;living room with double sofabed, one room with double  …see more

8 Photos

Apartment | 4 Bedrooms | sleeps 6

5 Nights min stay

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from £117 /night

£813 - £2069 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Gaiole-Apartment Canopyandnbsp;is a Tuscany rental in the municipality ofandnbsp;Gaiole, Chianti, in Siena, Tuscany. Gaiole in Chianti is a striking little township and rated as one of Europe's most idyllic places to live in. 'Leroica', a bicycle race is held here  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

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from £84 /night

£588 - £1307 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Wavesandnbsp;is provided withandnbsp;private terrace, air conditioning, panoramic living roomandnbsp;with open fireplace, aandnbsp;fully furnished kitchen and dining room, a double bedroomandnbsp;withandnbsp;queen size bed, beautifully tiled bathroom with  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £206 /night

£1440 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
andlt;bandgt; 'Apartment Pienza' andlt;/bandgt;is a modern farmhouse apartment located in the medieval estate which has been renovated with special care. Antiques, original bench tops and sinks marble staircases, paintings and more add to the atmosphere. The apartment  …see more

18 Photos

Apartment | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £103 /night

£720 - £1536 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment L`onda has once been the gamekeeper`s accommodation, now it is a very comfortable 117 Sq.mt 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 rooms, a twin bedded  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £277 /night

£1936 - £4537 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Enrichettaandnbsp;is located in a charming medieval hamlet set in one of the most idyllic Tuscan scenery, surrounded by gently rolling, green hills and vineyards. The villa in authentic Chianti style is linear, luminous, almost a sculpture built onandnbsp;three  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £525 /night

£3670 - £5452 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
A charming 300 years old villa in Val d`Orcia with views over the sienese crete located in the lush Tuscan countryside. andnbsp; Main Featuresandnbsp;asandnbsp;Sleeps 10 in 3 double and two twin,andnbsp;All ensuite accommodations. Small but veryandnbsp;well equipped  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £154 /night

£1073 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Riccoandnbsp;is a charmingly restored farmhouse sits immersed in cultivated fields with breathtaking views of the Tuscan countryside.andnbsp; The villa hasandnbsp;two floors. On theandnbsp;ground floorandnbsp;aandnbsp;large arch wood and glass doorandnbsp;step  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £255 /night

£1779 - £2966 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Holiday house for 8 persons, with swimming pool , in Chianti  …see more

24 Photos

B&B | 1 Bedroom | sleeps 2

Min stay varies

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from £158 /night

£1101 - £1432 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Le Torre Bed and Breakfastandnbsp;,get ready for Bed and breakfast Firenze at Siena Vacation rental sleeps 2 with Bar and Library Facilities in Tuscany, Italy.andnbsp; The place was originally constructed as a working water mill which has been completely transformed  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £147 /night

£1028 - £1344 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Farmhouse apartment betweenandnbsp;Monteriggioni and San Gimignanoandnbsp;with sweeping views over Montepulciano, Italy.andnbsp; This farmhouse apartment is a part of the hamlet with dominating views all around and it consists of aandnbsp;living room with double  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £162 /night

£1130 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Among olive groves and an oak forest reknown for mushrooms and truffles on a hill one finds "Apartment Arco" part of a 17 th century farmhouse with breathtaking views of Siena hills, immersed in nature and silence with a swimming pool. Apartment Arco has spectacular  …see more

8 Photos

B&B | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £84 /night

£588 - £1307 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Archesandnbsp;is ideally located inandnbsp;Chianti countryside. It is on theandnbsp;ground floor, aboutandnbsp;80 m2, can comfortably sleepandnbsp;3andnbsp;people.andnbsp; There is aandnbsp;living roomandnbsp;with open fireplace,andnbsp;dining room,  …see more

14 Photos

Farmhouse | 7 Bedrooms | sleeps 12

5 Nights min stay

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from £113 /night

£787 - £1452 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Farmhouse holiday Siena in the mediaeval village of Radicondoli, Italy Farmhouse Il Terrazzo is located in the center of the medieval village of Radicondoli, which is situated in the heart of the Siena plain. The farmhouse was built around the second half of 1100, and  …see more

15 Photos

Cottage | 3 Bedrooms | sleeps 4

4 Nights min stay

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from £174 /night

£1212 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Cottage Virginiaandnbsp;is a stunning conversion of the farms former barn. The cottage has its own entrance, private gardens, terrace and have been designed and furnished to a high standard. Aandnbsp;spacious dining areaandnbsp;easily seats up toandnbsp;12 people. Al  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £95 /night

£663 - £1296 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Massima is made out of former barn and warehouse, it is a spacious 114 Sq.mt apartment on two floors. Located on the ground floor there are the dining/living room with fireplace and the kitchen. On the first floor there is a double bedroom, a twin bedded  …see more

12 Photos

Apartment | 3 Bedrooms | sleeps 5

5 Nights min stay

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from £99 /night

£692 - £1392 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Arno is a comfortable 91 Sq.Mt apartment and was one among the old warehouses. The apartment is on the ground floor and consists of a living room with fireplace, a kitchen-dining room, a double bedroom, a twin bedded room, a single bedroom, a bathroom with  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

5 Nights min stay

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from £140 /night

£980 - £1198 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The name does not sound Italian but the vacation rental is as Italian as can be. Orange Apartment is located in the heart of Siena, just a little distance from the Cathedral. andnbsp;One of the biggest attractions to the Tuscan vacation rental is the amazing view it  …see more

4 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £218 /night

£1525 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Siena Suite Palagioandnbsp;features all the right traits for an unforgettable vacation in Siena, one of the magnificent artistic and historic centers of Tuscany.andnbsp; Siena Suite Palagio has aandnbsp;living surfaceandnbsp;ofandnbsp;75 square metersandnbsp;shared  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £72 /night

£504 - £897 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Apartment for 4 persons, with swimming pool , in San Gimignano  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £58 /night

£404 - £525 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Attractive apartment for 4 persons, with swimming pool , in San Gimignano  …see more

9 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £103 /night

£715 - £1653 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Holiday house for 4 persons, with swimming pool , in San Gimignano  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £959 /night

£6710 - £7025 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
If you are among those who wish to find solace in a villa that has traces of historic heritage, thenandnbsp;Villa Benedettaandnbsp;is your best bet.andnbsp; This majestic villa is enchanting, bewitching and fascinating all wrapped in one.This is aandnbsp;five star  …see more

12 Photos

Apartment | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £130 /night

£904 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Among olive groves and an oak forest reknown for mushrooms and truffles on a hill one finds "Apartment Olivio" part of a 17 th century farmhouse with breathtaking views of Siena hills, immersed in nature and silence with a swimming pool. Apartment Olivo has been  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £209 /night

£1458 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Tuscan Sunandnbsp;is a holiday villa in Tuscany, in the municipality of Gaiole, in Siena. With an outdoor swimming pool and antique furnishing, the villa is ideal for an Italian vacation. Villa Tuscan Sun is situated on the green sloping hills of Siena, offering  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 18

5 Nights min stay

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from £185 /night

£1291 - £4630 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Il Giglio is a charming private villa located in the Chianti Senese area surrounded by a spacious 6000 sq mt parkland which is completely fenced in though giving access through an electronic gate. The villa has a lovely swimming pool ( 6 x 12 mts) with a  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £623 /night

£4357 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Fortunaandnbsp;comprisesandnbsp;5 spacious double bedrooms,andnbsp;each one having its own individual character, stunning views and all being en suite. In addition all theandnbsp;bedroomsandnbsp;have original beamed ceilings, under floor heating and air  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £534 /night

£3737 - £4482 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Biancellaandnbsp;dwells on an impressive 150 hectare agricultural estate in Monticchiello, Val d'Orcia. andnbsp;It can accommodateandnbsp;larger groupsandnbsp;or families upandnbsp;12 personsandnbsp;and boastsandnbsp;6 fantastic bedrooms and 7 well equipped  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 19

5 Nights min stay

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from £989 /night

£6920 - £9436 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Theandnbsp;Villa Meravigliaandnbsp;is just andnbsp;marvellous villa. The villa sleeps up toandnbsp;12andnbsp;inandnbsp;1 twin and 5 double bedroomsandnbsp;all with en suite bathroom. The Villa hasandnbsp;4 living roomsandnbsp;2 of which have fireplaces .  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £73 /night

£508 - £678 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Apartment for 4 persons, with swimming pool , in Chianti  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £72 /night

£498 - £1661 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Holiday house for 4 persons, with swimming pool , in Siena  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £68 /night

£472 - £624 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 4 persons in San Gimignano  …see more

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