Province of Siena apartment or villa with a private pool area

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885 Holiday homes

Filters applied: Private pool (885)

1 / 20

Villa delle Crete - Rapolano Terme villa sleeps 24

Province of Siena / Rapolano Terme

10 bedroomsSleeps 247 nights min stay

  • 10 bedrooms
  • Sleeps 24
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Name: Villa delle CreteAccommodation: VilleLocation: Rapolano TermeSleep: 24 Bedrooms: 10 Bathrooms: 10DescriptionVilla delle Crete is an amazing property that rests on the gentle and inspiring hills of Crete Senesi, near the natural thermal spa of Rapolano, in the marv  …see more

from £589 / night

£4118 / week

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from £589 / night

1 / 20

Pienza - 65573001 - Pienza farmhouse sleeps 14

Province of Siena / Pienza

8 bedroomsSleeps 147 nights min stay

  • 8 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Imposing farmhouse dating back to the 18th century comprising 2 independent units (rentable only together as a private property). This beautiful 5–hectare estate is situated in quiet and panoramic location, in the heart of the Val d'Orcia region, a short distance  …see more

from £520 / night

£3637 - £6790 / week

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from £520 / night

1 / 17

Apartment Rosso 703 - Casole d'Elsa apartment sleeps 2

Province of Siena / Casole d'Elsa

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Separate entrance with outdoor lounge furnished and shaded, one double bedroom, bathroom with shower, large living room with sofa bed for two additional seats, a kitchen with a refrigerator.sqm. 54 - 2 beds (+2 extra beds). The price is per apartment for 2 people. For m  …see more

from £68 / night

£337 - £547 / week

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from £68 / night

1 / 20

Casole D'elsa - 86416001 - Casole d'Elsa farmhouse sleeps 11

Province of Siena / Casole d'Elsa

5 bedroomsSleeps 11Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
Beautiful stone farmhouse recently restored situated in panoramic location with views over the valley of Casole D'Elsa, an ancient medieval and very well-preserved town. This villa is surrounded by a beautiful and well-kept garden sloping down to the swimming-pool.  …see more

from £144 / night

£840 - £2495 / week

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from £144 / night

1 / 18

Volterra - 46808001 - Ulignano farmhouse sleeps 12

San Gimignano / Ulignano

4 bedroomsSleeps 127 nights min stay

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
Nice independent villa with private pool situated only 12 km away from the charming medieval town of Volterra. This property, dating back to the year 1504 when it used to be a watch tower, is surrounded by a large garden and offers nicely furnished interiors. The locati  …see more

from £152 / night

£1064 - £2292 / week

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from £152 / night

1 / 45

Province of Siena / Siena

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
 …see more

from £119 / night

£832 - £1677 / week

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from £119 / night

1 / 20

Villa Vinci - Poggibonsi villa sleeps 12

Province of Siena / Poggibonsi

6 bedroomsSleeps 122 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Villa Vinci is an elegant 18th century mansion near Siena in the Chianti wine region, perfect for visiting Tuscany and relaxing by the pool during your holidays in Italy.It is fabulously positioned on a hill above the old town of Staggia Senese with breathtaking views.V  …see more

from £963 / night

£3850 - £5133 / week

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from £963 / night

1 / 15

Province of Siena / Poggibonsi

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £43 / night

£295 / week

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from £43 / night

1 / 20

San Gimignano - 69066001 - San Gimignano farmhouse sleeps 5

Province of Siena / San Gimignano

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
Beautiful independent villa with private (above-ground) pool created from the restoration of an ancient barn dating back to the beginning of the 20th century. This property, nestling deep among green hills, is situated a short distance away from the lovely medieval town  …see more

from £165 / night

£968 - £1614 / week

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from £165 / night

1 / 20

Apartment Ruffini 105 - Monteriggioni apartment sleeps 4

Province of Siena / Monteriggioni

3 bedroomsSleeps 4Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
Situated at the centre of the property, with direct access to the outside. Living room with kitchenette and fireplace, 1 double room with a double bed, 1 double room with separated beds and 1 single room. Bathroom with shower. Green area at the foot of the stairs with t  …see more

from £152 / night

£643 - £715 / week

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from £152 / night

1 / 42

Province of Siena / Sovicille

11 bedroomsSleeps 22Min stay varies

  • 11 bedrooms
  • Sleeps 22
  • Min stay varies
Key info: Nearest beach 76 km; Swimming pool; Great for children of all ages ;
 …see more

from £673 / night

£3698 - £5463 / week

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from £673 / night

1 / 11

APARTMENT 1202 - Cedda apartment sleeps 4

Poggibonsi / Cedda

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
The apartment is on two floors with an entrance on the ground floor and it consists of a living room with satellite TV, kitchen, one bedroom with a double bed, a bedroom with two single beds and a bathroom with toilet.No heating system.Number of beds: 4Extra beds (for p  …see more

from £72 / night

£498 - £622 / week

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from £72 / night

1 / 15

Stigliano - 15678001 - Rosia farmhouse sleeps 9

Province of Siena / Rosia

4 bedroomsSleeps 9Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Nice stone farmhouse completely restored preserving its original architectural features, situated in the medieval small village of Stigliano, on the hills around Siena. The villa, offering comfortably furnished interiors, is quietly located and affords beautiful views o  …see more

from £163 / night

£955 - £1858 / week

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from £163 / night

1 / 24

Casale Monticello (By rental-retreats) - Siena villa sleeps 10

Province of Siena / Siena

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
This is a spectacular villa set in wonderful Pianella, Pievasciata which is only 14 kms from Siena. Just a short drive from the picturesque town Siena and sitting at the top of one of the rolling hills that are typical of the Tuscan landscape, this magnificent 5-bedroo  …see more

from £679 / night

£4750 - £5795 / week

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from £679 / night

1 / 25

Charming Villa in Tuscany - Rigomagno villa sleeps 7

Sinalunga / Rigomagno

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Great for children of all ages ;
Old stone farmhouse restored with conservative criterion of 1700 that it has left intact the charm and beauty of the past. Located between the Val d'Orcia and the hills of Chianti, the farmhouse is divided on two floors: on the first floor is accessed by an ancient  …see more

from £211 / night

£1471 - £1975 / week

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from £211 / night

1 / 11

Province of Siena / Sinalunga

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £85 / night

£572 / week

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from £85 / night

1 / 24

San Gimignano - 81554001 - San Gimignano farmhouse sleeps 7

Province of Siena / San Gimignano

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Welcoming recently restored house with private pool located a short distance from the lovely town of San Gimignano (5 km away). This house is a portion of a beautiful country-side villa and offers a large, well-kept private garden. Outside guests can also enjoy use of a  …see more

from £136 / night

£853 - £2164 / week

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from £136 / night

1 / 20

Montalcino - 60669001 - Val d'Orcia farmhouse sleeps 18

Montalcino / Val d'Orcia

7 bedroomsSleeps 18Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Villa Cerretalta is in a wonderful position on a small hill surrounded by Brunello vineyards, within the national park of Val D'Orcia. The 7 bedroom, 6 bath property is set between the cities of Montalcino and San Quirico D'Orcia (both are about 10 km away), y  …see more

from £364 / night

£2122 - £3395 / week

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from £364 / night

1 / 24

San Donato, 4 Rooms Villa for 10 People - Casciano di Murlo villa sleeps 10

Murlo / Casciano di Murlo

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
*** Please note that from the 27th of June to the 4th of September arrivals and departures are on Saturday only! ***Rent 4 out of 5 rooms for a lower price in low and middle season of this impressive villa.It's perfect for you if you would like to explore Tuscany&#  …see more

from £320 / night

£2236 / week

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from £320 / night

1 / 15

San Gimignano - 58327001 - Poggibonsi farmhouse sleeps 18

Province of Siena / Poggibonsi

9 bedroomsSleeps 18Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
This spacious villa has a private swimming pool and is just a short distance from the beautiful historic town of San Gimignano. The house is very big and has the ideal layout for a large group or an extended family. A large lounge area on the first floor with an outdoor  …see more

from £447 / night

£3123 - £3905 / week

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from £447 / night

1 / 24

Tuscany Villa with pool, Walking Distance to Town

Province of Siena / Castelmuzio

5 bedroomsSleeps 117 nights min stay

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
When Eric and Kathy decided they wanted to settle in Tuscany and provide people with the sort of holidays they themselves had always dreamed of - but had rarely been able to find - they knew they had found the ideal property in Castelmuzio for many reasons, amongst whic  …see more

from £358 / night

£2500 - £3992 / week

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from £358 / night

1 / 24

Bagno Vignoni - 67664001 - Bagno Vignoni farmhouse sleeps 8

Province of Siena / Bagno Vignoni

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Independent portion of a stone farmhouse dating back to the 15th century. This property, which has been, completely restored in 2012, offers 2 independent units separated by fences and hedgerows. Outside guests can enjoy use of a large furnished garden ideal for al-fres  …see more

from £158 / night

£1104 - £2039 / week

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from £158 / night

1 / 20

Cetona - 62060001 - Cetona farmhouse sleeps 14

Province of Siena / Cetona

7 bedroomsSleeps 14Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
The noble residence "Rocca di Cetona" is set majestically on top of a hill with commanding views over the Chiana Valley and its Tuscan countryside, surrounded by the historic town of Cetona. A former Etruscan residence with three towers of which only one remai  …see more

from £1473 / night

£6790 - £9506 / week

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from £1473 / night

1 / 20

Farnetella - 56708001 - Rigomagno farmhouse sleeps 7

Sinalunga / Rigomagno

3 bedroomsSleeps 73 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
This beautiful, independent farmhouse with a private pool is located in the countryside of Siena and Arezzo. The property dates back to 1700 and was renovated by its current owners who have managed to keep as many original features as possible including the original ter  …see more

from £269 / night

£1570 - £1953 / week

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from £269 / night

1 / 13

La Giocosa - Montalcino villa sleeps 8

Province of Siena / Montalcino

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Not suitable for children; No pets allowed;
La Giocosa is located in the most desirable region south of Siena, in the Val d'Orcia, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in 2004. This beautiful country house is located just 10 km from the historica  …see more

from £660 / night

£4614 / week

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from £660 / night

1 / 15

Very comfortable romantic villa with garden & pool

Province of Siena / Ville di Corsano

4 bedroomsSleeps 7Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
The Villa is located in the Crete Senesi area, a marvellous country side less than 20 minutes drive south from Siena city centre. It is an ancient independent house inserted in the context of a Pieve (Church) from the XII Century: a great combination of a stunning Tusca  …see more

from £253 / night

£1681 - £1975 / week

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from £253 / night

1 / 20

Cetona - 41952001 - Cetona farmhouse sleeps 7

Province of Siena / Cetona

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
Charming stone independent villa with private swimming-pool situated in quiet and panoramic location on the hills surrounding Cetona. This property is completely fenced and offers a nice and well-kept garden with extensive views over the surrounding landscape. The house  …see more

from £211 / night

£1235 - £2317 / week

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from £211 / night

(11) Very Good 

1 / 11

Province of Siena / San Gimignano

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Some pets are welcome - please contact the owner;
 …see more

from £90 / night

£625 - £1371 / week

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from £90 / night

1 / 20

Volpaia - 17309003 - Radda in Chianti farmhouse sleeps 12

Province of Siena / Radda in Chianti

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Some pets are welcome - please contact the owner;
This beautiful farmhouse is located in a very quiet and secluded position on the Castello di Volpaia estate, situated in Chianti, where we have successfully been renting two other properties, La Pozza and Il Casetto for many years. The owners of the estate, with long ex  …see more

from £407 / night

£2849 - £5606 / week

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from £407 / night

1 / 16

Villa IL Casale - Buonconvento villa sleeps 20

Province of Siena / Buonconvento

10 bedroomsSleeps 20Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
Villa Il Casale is an outstanding country villa located in the Chianti just minutes from Siena and nearby Montalcino. Offering sweeping views over its manicured grounds and the Tuscan landscape beyond it has private swimming pool, tennis and fitness room.On the ground f  …see more

from £4813 / night

£33688 - £39875 / week

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from £4813 / night

1 / 12

Val di Chiana Farmhouse - Montepulciano farmhouse sleeps 20

Province of Siena / Montepulciano

9 bedroomsSleeps 204 nights min stay

  • 9 bedrooms
  • Sleeps 20
  • 4 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
Between the hills of Val di Chiana and the Val d'Orcia lying, while not far away from Umbria and Lake Trasimeno. It is a good starting point for trips to Montepulciano, Cortona, Montalcino, Chianciano (spa), Siena, Arezzo and Perugia. Montepulciano is not only famo  …see more

from £673 / night

£3446 / week

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from £673 / night

1 / 18

Poggibonsi - 43137001 - Poggibonsi farmhouse sleeps 8

Province of Siena / Poggibonsi

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
Beautiful restored stone farmhouse with private swimming-pool dating back to the 17th century. This property has been carefully restored preserving its ancient charm and original architectural features and has been turned into an elegant villa providing all modern comfo  …see more

from £721 / night

£4201 - £5920 / week

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from £721 / night

1 / 17

Amazing tuscan villa in front of Brunello's hills

Province of Siena / Monticiano

2 bedroomsSleeps 45 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay
Key info: Nearest beach 48 km; Swimming pool; Great for children of all ages ;
It is a peacefull south-east oriented villa located in the hills of Tuscany between Siena and Porto Santo Stefano. The villa dominates the valley. The landscape is astonishing and Villa Banfi, the best Brunello's producer is the characterizing element of the background.  …see more

from £177 / night

£1177 / week

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from £177 / night

1 / 18

Apartment Giallo 702 - Casole d'Elsa apartment sleeps 2

Province of Siena / Casole d'Elsa

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Separate entrance with outdoor lounge furnished and shaded, one double bedroom, bathroom with bath, large living room with sofa bed for two additional seats, kitchen housed in arched niche with a refrigerator. 60 sqm. - 2 seats (+2 extra beds). The price is per apartmen  …see more

from £68 / night

£337 - £547 / week

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from £68 / night

1 / 20

Rosehip Farm (V050) - Buonconvento villa sleeps 16

Province of Siena / Buonconvento

1 bedroomSleeps 16Min stay varies

  • 1 bedroom
  • Sleeps 16
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
This property is divided into 3 apartments:Blue rose sleeps 6 and is on the ground floor. There is a large living room with fireplace and piano, kitchen, three large double or twin bedrooms, two bathrooms with shower. The apartment is located in the main house and has t  …see more

from £284 / night

£1984 - £2706 / week

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from £284 / night

1 / 20

Ville Di Corsano - 91773001 - Ville di Corsano villa sleeps 11

Province of Siena / Ville di Corsano

5 bedroomsSleeps 11Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
Villa Pietro is a beautiful historic property with a private swimming pool, just a short distance from Siena. The villa dates back to the 15th century and it is made up of three apartments (which can be rented together for larger groups) along with a fourth apartment wh  …see more

from £306 / night

£1783 - £2249 / week

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from £306 / night

1 / 20

San Gusmè - 63946001 - San Gusme farmhouse sleeps 18

Castelnuovo Berardenga / San Gusme

9 bedroomsSleeps 18Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Villa Casanova is a typical Tuscan homestead from the early 1800's located in the unmistakable Chianti Classico countryside a short distance from the town of Castelnuovo Berardenga, on the Via Chiantigiana – a rural route that runs from start to finish through th  …see more

from £1001 / night

£7002 - £7749 / week

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from £1001 / night

1 / 20

Poggibonsi - 77233001 - Poggibonsi farmhouse sleeps 12

Province of Siena / Poggibonsi

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Beautiful independent villa with pool, strategically located halfway between Florence and Siena. Renovation of the property was completed in 2013, and the property has been furnished with exceptional taste and attention to detail. Outside there is a large, well-tended g  …see more

from £643 / night

£3753 - £6480 / week

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from £643 / night

1 / 34

Province of Siena / Siena

4 bedroomsSleeps 83 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £337 / night

£2017 / week

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from £337 / night

1 / 19

Camucia-monsigliolo - 17307001 - Valiano farmhouse sleeps 16

Montepulciano / Valiano

8 bedroomsSleeps 167 nights min stay

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Some pets are welcome - please contact the owner;
This beautiful property is located in a very panoramic position in the southern part of Tuscany, only 15 kms from Montepulciano and 15 kms away from the town of Cortona, nowadays known not only for its beauty, but also as the setting of the famous book “Under the Tusc  …see more

from £596 / night

£4169 - £7059 / week

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from £596 / night

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