Province of Siena apartment or villa with a private pool area

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538 Holiday homes

Filters applied: Private pool (538)

1 / 24

Le Contessine - Magical Tuscan Villa - Cetona farmhouse sleeps 8

Province of Siena / Cetona

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Le Contessine is a beautiful villa of 300 sqm located at the foot of Mount Cetona 10 minutes drive from the village within the idyllic Tuscan landscape of vine-clad hills, extensive olive groves and cypress trees.The house is a precious gem shining among the tree-lined  …see more

from £214 / night

£1496 - £2026 / week

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from £214 / night

1 / 13

Province of Siena / Montepulciano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 150 km; Swimming pool; Suitable for children age 5+;
 …see more

from £60 / night

£428 / week

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from £60 / night

1 / 11

Province of Siena / Rapolano Terme

2 8 2 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
 …see more

from £77 / night

£770 / week

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from £77 / night

Featured properties

1 / 12

10319 - Villa Dan - Gracciano di Colle Val d'Elsa villa sleeps 10

Siena / Gracciano di Colle Val d'Elsa

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Pet friendly;
Villa Dan is located between the cities of Arezzo, Florence and Siena, at the quaint old town of Figline Valdarno with its ancient piazza and historical buildings. The Villa Dan has 5 bedrooms and 3bathrooms, situated in Figline Valdarno, with a magnicificient view. On  …see more

from £355 / night

£2479 / week

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from £355 / night

1 / 11

Torrita di Siena / Montefollonico

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

from £52 / night

£359 / week

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from £52 / night

1 / 25

Fabulous farmhouse with gorgeous garden and incredible views of the Siena countryside boasts private pool and terrace - San Gimignano farmhouse sleeps 22

Province of Siena / San Gimignano

8 22 Min stay varies

  • 8 bedrooms
  • Sleeps 22
  • Min stay varies
Key info: Nearest beach 45 km; Swimming pool; Child friendly ;
Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. With distant views over hills, out to sea towards Livorno and Pisa. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere  …see more

from £248 / night

£1667 - £3633 / week

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from £248 / night

1 / 100

Ville Di Corsano 44299 - Monteroni d'Arbia villa sleeps 14

Province of Siena / Monteroni d'Arbia

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Spacious and beautiful farmhouse with outbuilding and private swimming-pool situated in peaceful location on a large estate enjoying extensive views over the Crete Senesi area and Siena in the distance. This villas has been tastefully restored and turned into a splendid  …see more

from £1903 / night

£11100 - £16032 / week

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from £1903 / night

1 / 26

Podere Capanne Rigomagno - Rigomagno house sleeps 6

Sinalunga / Rigomagno

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Part of an old farmhouse set on a hill overlooking the charming medieval village of Rigomagno and a large part of the Chiana Valley. In this area the hills are mostly covered with the silver-green foliage of olive trees, interspersed now and then with a small vineyard o  …see more

from £80 / night

£556 - £1274 / week

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from £80 / night

1 / 34

Podere Sant' Albino - Sant'Albino villa sleeps 14

Montepulciano / Sant'Albino

7 14 7 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Child friendly ;
Podere Sant'Albino is a 16th century farmhouse built on Roman foundations, nestled between woods and olive groves. It has been turned into a residence of refined charm that retains an atmosphere of informal welcome. The landscape and environment of Montepulciano are amo  …see more

from £367 / night

£2565 - £5300 / week

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from £367 / night

1 / 18

Province of Siena / Siena

8 16 1 night min stay

  • 8 bedrooms
  • Sleeps 16
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £1459 / night

£10208 / week

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from £1459 / night

(3) Very Good 

1 / 20

Private Tuscan Villa - Radicondoli villa sleeps 24

Province of Siena / Radicondoli

12 24 Min stay varies

  • 12 bedrooms
  • Sleeps 24
  • Min stay varies
Key info: Nearest beach 50 km; Swimming pool; Child friendly ;
Tuscan beautiful and luxurious Villa of 800 sq.mt in Siena area-Tuscany, dating back to XVI C. the stone-built Villa , is located in a beautiful area in Tuscany, surrounded by a huge park-garden with lavender, sage, rosemary, olive trees. A panoramic swimming pool of 15  …see more

from £611 / night

£4274 - £5983 / week

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from £611 / night

1 / 23

Tuscan villa in 1000 year old church - Casciano di Murlo villa sleeps 12

Murlo / Casciano di Murlo

5 12 7 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 70 km; Swimming pool; Child friendly ;
This impressive villa is the perfect for you if you would like to explore Tuscany's culture and atmosphere. It is surrounded by impressive serene views of woods and vineyards that stretch as far as the eye can see.*** Please note that from the 27th of June to the 4  …see more

from £252 / night

£1761 / week

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from £252 / night

(5) Excellent 

1 / 21

Casa Valerio - Montisi villa sleeps 8

Province of Siena / Montisi

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
'Casa Valerio' is a luxury 16th century village house, so named in memory of the much loved local ironmonger, Valerio Manzi, whose family occupied this tall stone village house for generations. It sits right in the centre of the beautiful medieval hilltop village of Mon  …see more

from £260 / night

£1650 - £2400 / week

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from £260 / night

1 / 24

Villa Gianni - Monteriggioni villa sleeps 6

Province of Siena / Monteriggioni

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Villa near Monteriggioni : Located in the heart of Tuscany, to the south of Florence, Villa Gianni is an attractive small  property, recently renovated and well furnished throughout. Located in wine country, there are classic Tuscan views from around the property o  …see more

from £210 / night

£1470 - £2370 / week

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from £210 / night

(9) Excellent 

1 / 20

Province of Siena / Poggibonsi

2 8 3 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
 …see more

from £112 / night

£778 - £1616 / week

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from £112 / night

1 / 20

Villa delle Crete - Rapolano Terme villa sleeps 24

Province of Siena / Rapolano Terme

10 24 7 nights min stay

  • 10 bedrooms
  • Sleeps 24
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; 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 £599 / night

£4189 / week

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from £599 / night

1 / 13

APARTMENT 1201 - Cedda apartment sleeps 5

Poggibonsi / Cedda

3 5 7 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
The apartment is situated on the first floor and consists of a living room with satellite TV and fireplace, kitchen, one bedroom with a double bed, two bedrooms each with two single beds and a bathroom with toilet.Number of beds: 5Extra beds (for payment): 1No heating s  …see more

from £82 / night

£571 / week

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from £82 / night

1 / 24

Province of Siena / Murlo

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
 …see more

from £154 / night

£1325 / week

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from £154 / night

1 / 23

Province of Siena / Radicondoli

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Nearest beach 56 km; Swimming pool; Child friendly ;
 …see more

from £231 / night

£1616 - £2137 / week

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from £231 / night

1 / 23

S.anna - San Giovanni d'Asso villa sleeps 7

Province of Siena / San Giovanni d'Asso

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
The farm-house is finely fitted-out, floors are in baked-clay Sienese cotto and ceilings are of traditional tile-and-beam. The layout consists of: a kitchen; a sitting-room with couches; 3 bedrooms - a triple and 2 doubles - with wrought-iron beds; and 4 bathrooms, eac  …see more

from £129 / night

£171 - £1795 / week

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from £129 / night

1 / 13

Podere Le Lame - Cetona cottage sleeps 6

Province of Siena / Cetona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Car advised;
Podere Le Lame is an enchanting small Tuscan Mill surrounded by four hectares of grass and woodland, including a large number of fine, old olive trees. Access is down a track half a kilometre in length, but a car is essential. Ours is the last property, so there is n  …see more

from £200 / night

£1400 - £1950 / week

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from £200 / night

1 / 22

la lodola - Crete Senesi apartment sleeps 4

Asciano / Crete Senesi

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
In Lodola the guest enjoys reserve, relax and comfort, plunging into an absolutely bucolic environment. The oval swimming-pool with its wide sun- parlour is situated in the big surrounding park, where there is also a wide path for jogging and walking.The farmhouse is  …see more

from £103 / night

£718 / week

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from £103 / night

(1) Excellent 

1 / 24

Restored Barn - country home - Siena barn sleeps 3

Province of Siena / Siena

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
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

from £95 / night

£565 - £864 / week

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from £95 / night

(2) Excellent 

1 / 12

Province of Siena / Monteriggioni

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Not suitable for children;
 …see more

from £123 / night

£854 - £1191 / week

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from £123 / night

1 / 18

The Artist's Villa (v042) - Gracciano villa sleeps 9

Montepulciano / Gracciano

4 9 7 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
This unique villa has, on the ground floor, a large entrance hall, a large living room with kitchen, dining room and central fireplace, a double bedroom, a bedroom with french bed (which could sleep 2 people), a bathroom with a shower, a bathroom with bathtub. On the fi  …see more

from £207 / night

£1445 - £2359 / week

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from £207 / night

1 / 20

Province of Siena / San Giovanni d'Asso

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
 …see more

from £165 / night

£1154 / week

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from £165 / night

1 / 15

Rosemary Villa (v007) - Pienza farmhouse sleeps 12

Province of Siena / Pienza

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 44 km; Swimming pool; Child friendly ;
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 £666 / night

£4659 - £6265 / week

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from £666 / night

(1) Excellent 

1 / 19

Podere Tina - San Casciano dei Bagni villa sleeps 15

Province of Siena / San Casciano dei Bagni

7 15 1 night min stay

  • 7 bedrooms
  • Sleeps 15
  • 1 night min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
La Tina is located on a hilltop in the extreme north of the province of Lazio, bordering on Tuscany and close to Umbria. The hilltop where the former farmhouse, the stables and the swimming pool are located offers a glorious panoramic view of the undulating historical l  …see more

from £616 / night

£4359 / week

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from £616 / night

(3) Very Good 

1 / 24

Splendid period farmhouse in the Tuscan countryside with 6 bedrooms, swimming pool and private garden - San Gimignano villa sleeps 17

Province of Siena / San Gimignano

6 17 7 nights min stay

  • 6 bedrooms
  • Sleeps 17
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Splendid period farmhouse dating back many centuries which was once a water tower and mill. Expertly converted offering accommodation of large proportions and only 4 kms from San Gimignano and close for excursions for both Florence and Siena. The property stands in seve  …see more

from £153 / night

£1069 - £2812 / week

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from £153 / night

1 / 18

The Old Villa (v055) - Siena villa sleeps 7

Province of Siena / Siena

1 7 Min stay varies

  • 1 bedroom
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Child friendly ; 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 £203 / night

£1419 - £2009 / week

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from £203 / night

1 / 6

Le Tortore villa - Monteroni d'Arbia villa sleeps 6

Province of Siena / Monteroni d'Arbia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
The Siena rolling hills, the valley of the Arbia river, the castle of San fabiano and the farm estate with pheasants,and white truffles:a dream!Come to this villa unique for her comforts!Air conditioning, DVD , HI-FI, fully equipped kitchen,balcony with view on the sunf  …see more

from £171 / night

£1112 - £1539 / week

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from £171 / night

1 / 100

Milena - Castelnuovo Berardenga villa sleeps 18

Province of Siena / Castelnuovo Berardenga

9 18 3 nights min stay

  • 9 bedrooms
  • Sleeps 18
  • 3 nights min stay
Key info: Nearest beach 117 km; Swimming pool; Child friendly ;
ExteriorsTuscany is equal to green, rolling hills, vineyards and olive groves, tradition, enchantment and hospitality. Cities of art such as Florence, Siena and Perugia are very close to the estate, which guarantees the chance for guests to discover more of the Italian  …see more

from £1009 / night

£7052 / week

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from £1009 / night

1 / 11

APARTMENT 1205 - Cedda apartment sleeps 4

Poggibonsi / Cedda

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
The apartment is on the first floor and consists of a living room with satellite TV and fireplace, 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 payment): 1112 sqmMe a  …see more

from £73 / night

£506 / week

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from £73 / night

1 / 22

Villa Baiocco - Chiusi villa sleeps 14

Province of Siena / Chiusi

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Child friendly ;
Villa Baiocco is a typical Tuscan, historic farm house from 1700, recently converted to a prestigious holiday home - without losing its unique character and charm. Surrounded by 20'000m2 of well kept gardens, for your private use only, it offers all the peace and t  …see more

from £244 / night

£1710 - £3847 / week

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from £244 / night

(1) Excellent 

1 / 24

Villa Montebello - Montalcinello villa sleeps 18

Chiusdino / Montalcinello

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Child friendly ;
Characteristic Tuscan stone farmhouse situated in a dominant position just 5 minutes’ walk from a magical medieval village 35 km west of Siena . The property has been completely renovated a few years ago and turned into a most cozy and comfortable luxury holiday vill  …see more

from £336 / night

£2137 - £3847 / week

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from £336 / night

(3) Excellent 

1 / 22

Beautiful tuscan Villa not far from Siena 18 pax - Siena villa sleeps 18

Province of Siena / Siena

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Nearest beach 95 km; Swimming pool; Child friendly ;
Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will  …see more

from £342 / night

£1966 - £3419 / week

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from £342 / night

1 / 32

Leccetino - Trequanda villa sleeps 6

Province of Siena / Trequanda

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Car essential;
Villa Leccetino Tuscany Arriving at Leccetino, down a short tree covered road is like arriving at a very secret location. Tucked into the hillside surrounded by olive trees, this is a spectacular masonry villa, made with stones dug up from the ground on this terraced p  …see more

from £275 / night

£1924 - £3411 / week

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from £275 / night

1 / 18

Oak House (v022) - Sarteano villa sleeps 15

Province of Siena / Sarteano

7 15 7 nights min stay

  • 7 bedrooms
  • Sleeps 15
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; 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 £268 / night

£1872 - £4496 / week

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from £268 / night

1 / 24

San Gimignano / Larniano

7 17 7 nights min stay

  • 7 bedrooms
  • Sleeps 17
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; No pets allowed;
 …see more

from £599 / night

£4189 / week

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from £599 / night

(1) Good 

1 / 4

Province of Siena / Sinalunga

3 8 1 night min stay

  • 3 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 25 km; Swimming pool;
 …see more

from £120 / night

£770 / week

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from £120 / night

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