Province of Siena apartment or villa with a private pool area

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952 Holiday homes

Filters applied: Private pool (952)

1 / 27

Casa Rosanna - Radicondoli house sleeps 8

Province of Siena / Radicondoli

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 50 km; Swimming pool; Great for children of all ages ;
This typical stone house is situated in a panoramic position about 200 m. from Radicondoli, a characteristic and attractive mediaeval village (population 1.000) situated in a hilly position about 45 km from Siena. Guests can therefore avail of all the facilities availa  …see more

from £144 / night

£584 - £1250 / week

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from £144 / night

1 / 27

Agriturismo Ardene - Montepulciano villa sleeps 14

Province of Siena / Montepulciano

7 bedroomsSleeps 14Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 100 km; Swimming pool;
Villa Ardene provides its guests with high level services in a magical, peaceful and unforgettable atmosphere. All the suites and apartments are equipped with whirlpool bath, air conditioning, satellite TV, internet connection.The interior space in “arte povera” has  …see more

from £565 / night

£3956 - £6060 / week

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from £565 / night

1 / 100

I Pini - San Gimignano villa sleeps 14

Province of Siena / San Gimignano

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
Exteriors       This sophisticated historic villa's location lets guests have a fabulous view of the typical Tuscan country landscape. It affords a terrace with commanding views and a swimming pool (5 x 12m) providing the best way for  …see more

from £441 / night

£3084 - £3500 / week

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from £441 / night

1 / 100

San Gimignano 69066 - San Gimignano villa 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 ; Air conditioning;
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 £164 / night

£960 - £1600 / week

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from £164 / night

(1) Very Good 

1 / 24

Beautiful detached Tuscan villa in Chianti hills featuring private outdoor pool, terrace and garden

Province of Siena / San Gimignano

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
Tameriggio is a beautiful detached villa converted from a lovely, old hay store situated in the Chianti hills half way (35 km) between Florence and Siena.In the well kept garden there is an inviting swimming pool (8 x 5 m) available from May to October for exclusive use  …see more

from £84 / night

£584 - £1625 / week

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from £84 / night

1 / 32

IL MELETO Sinalunga - Farnetella villa sleeps 8

Sinalunga / Farnetella

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Property DescriptionBeautiful and characteristic villa made of stone and bricks and completely restored to be a welcoming holiday home, situated on the green hills of the Siena countryside, 6 km far from the village of Sinalunga endowed with every kind of shops and serv  …see more

from £167 / night

£1167 - £2167 / week

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from £167 / night

(1) Excellent 

1 / 24

villa between Florence-Siena - Poggibonsi villa sleeps 18

Province of Siena / Poggibonsi

7 bedroomsSleeps 187 nights min stay

  • 7 bedrooms
  • Sleeps 18
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
This beautiful villa with pool in Chianti is located near the town of Poggibonsi, surrounded by the gently rolling hills of this beautiful region. The accommodation is on two floors and can comfortably accommodate up to 18 people. Accommodation, 400 sqm : GROUND FLOOR  …see more

from £227 / night

£1584 - £4117 / week

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from £227 / night

(3) Excellent 

1 / 24

Lovingly renovated Tuscan Farmhouse with pool and garden, sleeps 6

Province of Siena / Casole d'Elsa

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 60 km; Swimming pool; Great for children of all ages ;
Casa Panoramica is a lovingly renovated farmhouse situated at the edge of the small hamlet of Lucciana, just 4 km from the lager hill town of Casole d’Elsa.Internally the house is attractively furnished with a practical kitchen opening onto the dining room with direct  …see more

from £78 / night

£542 - £1417 / week

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from £78 / night

(2) Very Good 

1 / 24

Pietra del Diavolo - Montepulciano farmhouse sleeps 10

Province of Siena / Montepulciano

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 200 km; Swimming pool; Great for children of all ages ;
Villa Pietra del Diavolo, recently restored, is situated in one of the most beautiful and panoramic hill around Montepulciano.“Pietra del Diavolo” is named after a stone composed of tufa layers particularly common in the local area.The property is situated in the he  …see more

from £227 / night

£1584 - £2834 / week

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from £227 / night

(5) Excellent 

1 / 24

Villa Vianci - Staggia Senese villa sleeps 12

Poggibonsi / Staggia Senese

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
Villa Vianci is luxurious villa dating back to the eighteenth century, located in the heart of Chianti, just 17 Km away from Siena and 45 Km from Florence. It is located on hill overlooking the medieval Castle of Monteriggioni Recently subjected to an attentive renova  …see more

from £500 / night

£3500 / week

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from £500 / night

1 / 18

The Old Villa (v055) - Siena villa sleeps 7

Province of Siena / Siena

1 bedroomSleeps 7Min stay varies

  • 1 bedroom
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
Just 10 minutes from Siena, this fine residence has been knowingly restored by a careful and sensitive owner. It is situated on the edge of a small hamlet dominated by a medieval tower. There is a large garden with a solarium paved with terracotta. Extremely well furnis  …see more

from £198 / night

£1384 - £1959 / week

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from £198 / night

(6) Very Good 

1 / 34

Villa Fiorenzani Luxury Tuscan Villa - Radicondoli villa sleeps 12

Province of Siena / Radicondoli

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 40 km; Swimming pool; Great for children of all ages ;
CHARMING VILLA IN TUSCANY: VILLA FIORENZANI is immersed in the heart of Tuscany's famous rolling hills close to Siena, Florence, Pisa and Grossetto. You'll find it just a few steps from the gorgeous medieval centre of Radicondoli. Villa Fiorenzani comprises the villa  …see more

from £292 / night

£992 - £2209 / week

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from £292 / night

(15) Excellent 

1 / 22

Lovely Independent cottage with private pool

Casole d'Elsa / Monteguidi

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 40 km; Swimming pool; Great for children of all ages ;
La Casa Dei Nonni is a beautiful villa located just outside the tiny village of Monteguidi, immersed in the beautiful Tuscan countryside. The villa has a spacious living room with fireplace, a fitted kitchen with a second fireplace, a bedroom with two single beds and a  …see more

from £125 / night

£750 - £1125 / week

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from £125 / night

1 / 9

Province of Siena / Gallina

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £150 / night

£0 / week

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from £150 / night

(2) Excellent 

1 / 24

Stunning Villa in Siena with exclusive spa

Province of Siena / Siena

6 bedroomsSleeps 107 nights min stay

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
This beautiful villa in Siena with private Spa-Wellness Center room is situated on the hills with a breathtaking view over the vineyards up to Siena. An ideal accommodation for all those seeking peace and quiet but also a perfect point of departure for visiting the beau  …see more

from £227 / night

£1584 - £3332 / week

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from £227 / night

1 / 100

Il Leccio - Monticiano villa sleeps 18

Province of Siena / Monticiano

9 bedroomsSleeps 182 nights min stay

  • 9 bedrooms
  • Sleeps 18
  • 2 nights min stay
Key info: Nearest beach 60 km; Swimming pool; Great for children of all ages ;
Exteriors This rental villa has been restored maintaining authentic, tasteful rustic Tuscan style and has a 11 x 6 x 190 chlorine free salt-water swimming pool. Its landscaped gardens offer a variety of indigenous essences and bushes, with pergolas and plenty outdoor ar  …see more

from £917 / night

£6250 / week

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from £917 / night

1 / 18

Villa Fontecaresino 1 - Montegrossi villa sleeps 9

Gaiole in Chianti / Montegrossi

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Car essential;
Fontecaresino, located in the hills of Chianti, in the heart of Tuscany, with ready access to the culinary, cultural and artistic heritage of this region, is only 4 km from Gaiole in Chianti, 35 km from Siena, 45 km from Arezzo and 55 km from Florence. Our close proximi  …see more

from £108 / night

£750 - £1917 / week

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from £108 / night

1 / 16

Farmhouse Podere Pienza - Val d'Orcia farmhouse sleeps 12

Montalcino / Val d'Orcia

5 bedroomsSleeps 123 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
The 300 m2 farmhouse has been beautifully restored. Split into 2 levels, the farmhouse has a huge open living room that has access to the terrace with outdoor furnishings for dining and relaxing. The farmhouse is adorned with fine Tuscan country furnishings.The farmhous  …see more

from £250 / night

£1917 / week

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from £250 / night

1 / 15

Old Home Farm (v017) - Cetona farmhouse sleeps 20

Province of Siena / Cetona

8 bedroomsSleeps 207 nights min stay

  • 8 bedrooms
  • Sleeps 20
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
This farmhouse is located in an exceptional panoramic position on the slopes of the Cetona mountain, it was probably an ancient fortified farm. It has recently been completed renovated and is divided into apartments but has a large common room with fireplace, bathroom a  …see more

from £287 / night

£2009 - £2834 / week

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from £287 / night

1 / 100

Gaia - San Gimignano villa sleeps 14

Province of Siena / San Gimignano

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
Exterior Located in the heart of Tuscany, Villa Gaia is a wonderful renovated villa that sleeps 14. At only 35 kilometers from Florence, the property is strategically located within easy reach of Tuscany main cities, such as Lucca, Pisa and Siena.  Villa  …see more

from £306 / night

£2142 - £2600 / week

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from £306 / night

1 / 100

Giuliana - Castelnuovo Berardenga villa sleeps 16

Province of Siena / Castelnuovo Berardenga

8 bedroomsSleeps 16Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
Key info: Nearest beach 75 km; Swimming pool; Great for children of all ages ;
ExteriorsTuscany is probable the most enchanting region in Italy. The countryside, medieval towns and the greatest cities of art meet all together in it.The privileged location of this villa allow guests to have the chance to visit the best part of Tuscany, since this l  …see more

from £434 / night

£3034 - £4167 / week

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from £434 / night

1 / 24

Villa La Strega luxury 6 bedroom villa in Tuscany

Province of Siena / Siena

6 bedroomsSleeps 11Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
This is a stunning eighteenth century villa situated on a hill just 2 kilometres from Siena and enjoying stunning views of the city. With a lovely terrace and informal private outdoor pool overlooking Siena, it's a great setting to enjoy a holiday with family and friend  …see more

from £358 / night

£2500 - £3750 / week

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from £358 / night

(3) Excellent 

1 / 36

Villa La Casella - Cetona villa sleeps 6

Province of Siena / Cetona

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Some pets are welcome - please contact the owner;
Treat yourself to the ideal 2-bedroom home for your dream vacation in Tuscany! La Casella is a luxurious private villa in lush gardens with private pool, outside dining, views and close enough to walk into town. This well furnished villa is set on two levels, and perfec  …see more

from £180 / night

£1214 - £1672 / week

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from £180 / night

(5) Excellent 

1 / 16

PODERE SAN PIETRO - Montepulciano farmhouse sleeps 10

Province of Siena / Montepulciano

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
Podere san Pietro is an ancient country house held in brick and stones with a living surface of 350 sqm. for a total of 3bathroom and 4 bedrooms, which accommodate up to 10 people , in addition to private swimming pool of 11X5 mt The house has been recently restored (20  …see more

from £167 / night

£1167 - £1925 / week

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from £167 / night

1 / 20

Villa Serravalle - Buonconvento house sleeps 10

Province of Siena / Buonconvento

5 bedroomsSleeps 102 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
This beautifully restored 14th century farmhouse sits within a farming estate on a hilltop with magnificent views over the soft hills of the Arbia river valley. The owners have personally directed the restoration of the house and produced an impeccably tasteful but mode  …see more

from £930 / night

£3720 - £6010 / week

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from £930 / night

1 / 22

Villa Chianciano - Chianciano Terme villa sleeps 8

Province of Siena / Chianciano Terme

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Great for children of all ages ;
This compact, two-storey, converted Tuscan farmhouse has been extensively renovated, employing in its restoration solely products certified as ecologically friendly. It is set alongside a quiet country road, only 3 kms from the famous spa resort of Chianciano Terme. The  …see more

from £179 / night

£1250 - £2250 / week

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from £179 / night

1 / 20

Province of Siena / Chiusdino

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 50 km; Swimming pool; Great for children of all ages ;
 …see more

from £358 / night

£2500 - £3167 / week

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from £358 / night

1 / 20

Primrose Villa (V039) - Chiusi villa sleeps 8

Province of Siena / Chiusi

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
At Chiusi lake, this beautiful villa is a peaceful and cosy place for a holiday in close contact with nature. The restoration work, using environmentally friendly techniques paid attention to every detail, making the interiors light and comfortable. Extremely well furni  …see more

from £141 / night

£984 - £2492 / week

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from £141 / night

1 / 18

Oak House (v022) - Sarteano villa sleeps 15

Province of Siena / Sarteano

7 bedroomsSleeps 157 nights min stay

  • 7 bedrooms
  • Sleeps 15
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
A quiet country house, built between the XV and XVI centuries, full of atmosphere and immersed in the classical Sienese landscape of, oak and holm oak woods, olive groves, vineyards and fields of wheat. It is surrounded by lush vegetation and pastures where sheep graze.  …see more

from £261 / night

£1825 - £4384 / week

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from £261 / night

(4) Excellent 

1 / 20

Classic Tuscan farmhouse surounded by brethtaking

Province of Siena / Radicofani

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
L'Olivo (sleeps 5+2), 86 sq.m, is made up of a living room with fireplace and sofa-bed, kitchenette, a double bedroom, a triple bedroom (one double bed and one single bed, or three single beds), two bathrooms with a shower, hairdryer.It is part of Podere Pietreta w  …see more

from £125 / night

£542 - £875 / week

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from £125 / night

1 / 100

Il Cervo - Province of Siena villa sleeps 19

Tuscany / Province of Siena

10 bedroomsSleeps 197 nights min stay

  • 10 bedrooms
  • Sleeps 19
  • 7 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Great for children of all ages ;
ExteriorsLocated in San Casciano dei Bagni, Siena, this complex is the perfect starting point for a tour in the Tuscan region. The characteristic countryside with its rolling hills, vineyards and olive groves are a wonderful setting for long walks or bicycle rides.The n  …see more

from £310 / night

£2167 / week

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from £310 / night

1 / 28

Podere - Asciano villa sleeps 10

Province of Siena / Asciano

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
In countryside, 4 km far from the village, right in the centre of the lunar scenery of Crete senesi, is placed the House "Podere" The house was restored by the owners respecting the local tradition cotto floor, and wood ceiling. Nowadays it is an excellent place for  …see more

from £125 / night

£834 - £1320 / week

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from £125 / night

(2) Very Good 

1 / 28

Apartment in Historic Farmhouse with pool

Province of Siena / Siena

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
The apartment (80m2) is on two floors. The entrance is on the ground floor through a glassdoor. The main room include a living area with a double sofa bed, a fully equipped kitchen and dining table, all renewed on January 2014. The bathroom is equipped with shower cabin  …see more

from £92 / night

£550 - £900 / week

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from £92 / night

(4) Excellent 

1 / 68

Villa Podernovo - Monticiano villa sleeps 18

Province of Siena / Monticiano

9 bedroomsSleeps 182 nights min stay

  • 9 bedrooms
  • Sleeps 18
  • 2 nights min stay
Key info: Nearest beach 60 km; Swimming pool; Great for children of all ages ;
Holiday and wedding villla, accommodates up to 18 people.Large tended outdoor green areas with salt water pool. Tucked away yet not isolated. All necessary amenities in the village only 3 minutes walking distance.Authentic, rustic yet tasteful Tuscan style.All bedrooms  …see more

from £917 / night

£6250 - £6584 / week

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from £917 / night

1 / 15

Rosemary Villa (v007) - Pienza farmhouse sleeps 12

Province of Siena / Pienza

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 44 km; Swimming pool; Great for children of all ages ;
Ground floor: a large dining/living room overlooking the garden, kitchen, breakfast room, small sitting room with fireplace, study, twin bedded room with en suite bathroom with tub and shower, double bedroom with en suite bathroom with shower. First floor: large lounge  …see more

from £649 / night

£4542 - £6109 / week

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from £649 / night

1 / 15

DELICIOUS BEDROOMS IN FARMHOUSE IN TUSCANY

Province of Siena / Radicofani

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
We offer hospitality in two delightful double rooms, each with private bath, elegantly furnished exclusively with antique furniture. Each room is accessed directly from the garden with a separate entrance to ensure complete privacy.From the private garden and decorated  …see more

from £59 / night

£295 - £421 / week

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from £59 / night

(2) Excellent 

1 / 40

Monticiano / Iesa Palazzo

6 bedroomsSleeps 121 night min stay

  • 6 bedrooms
  • Sleeps 12
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £67 / night

£467 / week

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from £67 / night

1 / 24

Tenuta Val d'Elsa - Siena villa sleeps 35

Province of Siena / Siena

18 bedroomsSleeps 357 nights min stay

  • 18 bedrooms
  • Sleeps 35
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
Total Luxury - Italy special occasion villa with services - this magnificent 14th century estate is situated in the heart of rural Tuscany between San Gimignano and Siena. The villa's hilltop position offers wonderful 360 degree views of the surrounding countryside  …see more

from £4526 / night

£31680 - £45880 / week

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from £4526 / night

(2) Excellent 

1 / 40

Siena / Val di Merse

6 bedroomsSleeps 117 nights min stay

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £186 / night

£1300 - £2050 / week

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from £186 / night

1 / 7

APARTMENT MIMOSA 2204 - Casaglia apartment sleeps 3

San Gimignano / Casaglia

2 bedroomsSleeps 3Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Mimosa is a very nice and cozy apartment on the ground floor of the main villa, with a private entrance.It is comprised of a double bedroom (with king size bed), bathroom (with shower stall) and kitchen / living room with direct access to the private garden and pergola  …see more

from £86 / night

£535 - £792 / week

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from £86 / night

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