Province of Siena apartment or villa with a private pool area

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991 Holiday homes

Filters applied: Private pool (991)

1 / 12

Il Casale di Piera - Castiglione D'Orcia villa sleeps 25

Province of Siena / Castiglione D'Orcia

8 25 7 nights min stay

  • 8 bedrooms
  • Sleeps 25
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
The farm 'Moro Fiacchi' that hosts "Il Casale di Piera" holiday house, is a typical Tuscan country mansion from the XVII century, with a spectacular pool overlooking the boundless valley, it sits in the very heart of the Val D'Orcia Artistic, Na  …see more

from £616 / night

£4311 / week

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from £616 / night

(2) Very Good 

1 / 20

Lovely hillside cottage in the Province of Siena w

Radicondoli / Belforte

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 50 km; Swimming pool; Child friendly ;
In the picturesque setting of the "Metallifere" hills, west from Siena, is located this characteristic stone built house, recently renovated in keeping with the traditional style and character, with wood beams and terra cotta floors, furnished in a comfortable, rustic s  …see more

from £62 / night

£432 - £1509 / week

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from £62 / night

(3) Excellent 

1 / 32

Rustic home Il Torrione, private garden and pool

Province of Siena / Radicondoli

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 50 km; Swimming pool; Child friendly ;
In our rustic house Il Torrione you will find all the peacefulness that only Tuscany can offer the visitor. Our customers will find this large apartment in Radicondoli, town in the green of Tuscany hills, composed by three bedrooms, bathrooms, a kitchen, a living room a  …see more

from £124 / night

£863 - £1078 / week

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from £124 / night

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(1) Excellent 

1 / 19

Farmhouse holiday rental with private pool and garden in San Gimignano

Province of Siena / San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • 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 £69 / night

£475 - £863 / week

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from £69 / night

(5) Excellent 

1 / 46

Villa Sangimignano - Montauto farmhouse sleeps 5

San Gimignano / Montauto

2 5 3 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
The 200 sqm villa is a typical stone barn in an early '900 style, characterized by the tranquility of the Tuscan countryside of San Gimignano in which it is immersed.It can be accessed via a large private and completely fenced garden of 2,000 sqm.The house is the r  …see more

from £200 / night

£1466 - £1983 / week

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from £200 / night

1 / 110

Villa Nuti - Siena villa sleeps 12

Province of Siena / Siena

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Villa Nuti is an elegant XVII century manor only 3 km from the center of Siena, the bus stop to the centre is 400 meters from the villa. From its unique terrace it enjoys privileged magnificent views of the town with its famous bell towers. The villa has been completel  …see more

from £370 / night

£2587 - £3406 / week

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from £370 / 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 £604 / night

£4225 / week

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from £604 / night

1 / 24

I5.348 - Holiday house wit... - Celle sul Rigo villa sleeps 16

San Casciano dei Bagni / Celle sul Rigo

7 16 7 nights min stay

  • 7 bedrooms
  • Sleeps 16
  • 7 nights min stay
Key info: Nearest beach 0 km; Swimming pool; Child friendly ;
The farmhouse is located near Radicofani, under the UNESCO Patrimony (being a part of the Val d'Orcia) 4.5 km from the town centre along the old dirt Francigena Road. The ancient house, restructured with a rustic style, is part of a farm with 96 hectars of cultivated f  …see more

from £198 / night

£1380 - £2476 / week

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from £198 / night

1 / 15

Province of Siena / Gaiole in Chianti

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

from £190 / night

£1294 - £1983 / week

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from £190 / night

(2) Excellent 

1 / 40

Monticiano / Iesa Palazzo

6 9 1 night min stay

  • 6 bedrooms
  • Sleeps 9
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £156 / night

£1035 / week

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from £156 / 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 £173 / night

£1121 - £1552 / week

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from £173 / 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 £604 / night

£4225 / week

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from £604 / night

(1) Excellent 

1 / 32

I MELOGRANI II: 3BDR Tuscan villa,view,pool,WiFi

Province of Siena / San Giovanni d'Asso

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
I MELOGRANI II is a section of a villa settled in the heart of Siena countryside.WHEN THIS PART OF THE HOUSE IS RENTED THE OTHER PART REMAINS CLOSED AND VACANT. This beautiful house is surrounded by a fenced olive grove with private pool (6x 5), lawn, stunning view on  …see more

from £281 / night

£1966 - £2535 / week

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from £281 / night

1 / 100

Beata - Poggibonsi villa sleeps 12

Province of Siena / Poggibonsi

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 75 km; Swimming pool; Child friendly ;
ExteriorThe fantastic location of this independant manor affords guests the pleasure of many great towns and cities nearby, all perfect for a day trip. Whether you want to explore Siena, Volterra , Florence or San Gimignano or the extremely close Poggibonsi, this p  …see more

from £543 / night

£3796 - £6554 / week

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from £543 / night

(2) Very Good 

1 / 17

Il Borgo del Grillo - Sarteano villa sleeps 50

Province of Siena / Sarteano

23 50 3 nights min stay

  • 23 bedrooms
  • Sleeps 50
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Il Borgo del grillo, originally registered as Borgo Fastelli in its 1765 Catasto Leopoldino entry (the local land registry of the time) is an historical abode which has been towering over the Val d'Orcia for centuries. Located in the western part of Monte Cetona, i  …see more

from £61 / night

£423 / week

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from £61 / night

1 / 16

Villa Casella - Contignano villa sleeps 18

Radicofani / Contignano

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
For those in search of an exceptional and luxurious Italian retreat, Villa Casella is the perfect choice. The exquisite villa is located in Contignano surrounded by spectacular views of rolling clay hills and countryside.The villa sleeps up to 19 in 8 very spacious bedr  …see more

from £2813 / night

£11250 / week

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from £2813 / night

(1) Excellent 

1 / 7

Province of Siena / Monteriggioni

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

from £89 / night

£621 - £1035 / week

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from £89 / 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 £1471 / night

£10296 / week

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from £1471 / night

1 / 20

The Spring (v024) - Pienza villa sleeps 12

Province of Siena / Pienza

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Situated on a farm of 150 hectares producing excellent extra virgin olive oil, the farmhouse is set on a kind of natural terrace overlooking the lovely valley below. The house, built in the first half of the eighteenth century, has been renovated carefully by the couple  …see more

from £488 / night

£3414 - £4526 / week

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from £488 / night

1 / 21

Apartment Azzurro 701 - Casole d'Elsa apartment sleeps 4

Province of Siena / Casole d'Elsa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
Apartment in a detached building consisting of two double bedrooms, bathroom, kitchen with fridge, microwave,stove, living room with sofa bed for two additional seats, furnished outdoor living room.60 square meters - pax 4 (+2 additional beds). The price is per apartmen  …see more

from £87 / night

£492 - £776 / week

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from £87 / night

1 / 4

Apartment Il Vino - San Fabiano apartment sleeps 5

Monteroni d'Arbia / San Fabiano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
Large apartment at the ground floor of the villa.Vaulted ceilings, large rooms, all comforts. Large master bedroom om with king size bed, living room with two beds, large dining and cooking room, bathroom with shower.The area is famous for the Dante Alighieri Divina Com  …see more

from £130 / night

£690 - £1035 / week

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from £130 / night

(1) Excellent 

1 / 12

Province of Siena / Cetona

5 6 Min stay varies

  • 5 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 28 km; Swimming pool; Child friendly ;
 …see more

from £302 / night

£3319 / week

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from £302 / 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 £81 / night

£561 - £1285 / week

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from £81 / night

1 / 20

Rose Farm (v048) - Castiglione D'Orcia villa sleeps 21

Province of Siena / Castiglione D'Orcia

1 21 7 nights min stay

  • 1 bedroom
  • Sleeps 21
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Large farmhouse divided into 4 apartments and 2 double bedrooms with bathrooms. Each apartment has a private entrance and two bedrooms (double, single or twin) each with bathrooms, kitchenette or kitchen. Laundry room. A large communal living room with fireplace is av  …see more

from £454 / night

£3173 - £4914 / week

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from £454 / 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 £130 / night

£173 - £1811 / week

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from £130 / 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 £113 / night

£785 - £1630 / week

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from £113 / night

1 / 23

Fonte Senesi - Pienza villa sleeps 12

Province of Siena / Pienza

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Villa la Fonte is situated in the marvellous Val d'Orcia, the valley of the Sienese Crete.An ancient farmhouse dating back to 1846 that lies in an agricultural farm that extends over a surface of 150 hectares. Every year our olive grove produces a tasty oil that ca  …see more

from £548 / night

£3832 - £5052 / week

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from £548 / night

(9) Excellent 

1 / 70

VILLA IRIS, LUXURY VILLA IN SAN GIMIGNANO

Province of Siena / San Gimignano

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 71 km; Swimming pool; Child friendly ;
This superb villa, obtained from the careful restoration of an old brick kiln of 1737, is situated in a unique position on a hill opposite the towers of San Gimignano. The villa has been lovingly restored with materials of the highest quality and finished after long and  …see more

from £432 / night

£3018 - £7156 / week

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from £432 / night

1 / 20

Cypress Villa (v008) - Pienza farmhouse sleeps 13

Province of Siena / Pienza

6 13 7 nights min stay

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min stay
Key info: Nearest beach 44 km; Swimming pool; Child friendly ;
Ground floor: a large living room with fireplace, small kitchen, a double bedroom with a separate entrance from the outside with an en-suite bathroom with washing machine.First floor: a double bedroom with Jacuzzi inside the room and en-suite bathroom with shower, a dou  …see more

from £355 / night

£2483 - £5932 / week

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from £355 / night

1 / 47

Villa Brunello - Castelnuovo dell'Abate villa sleeps 8

Montalcino / Castelnuovo dell'Abate

5 8 3 nights min stay

  • 5 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
This comfortable, cosy villa nestles on a sheltered incline among gently rolling hills. These are covered in Brunello wine-producing vineyards, which border the lower pool-terrace. The San Giuseppe winery, from which the house takes its name, is situated nearby. Wonderf  …see more

from £1156 / night

£6035 / week

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from £1156 / night

1 / 23

Villa Leccio - Monticiano villa sleeps 9

Province of Siena / Monticiano

9 9 Min stay varies

  • 9 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
Villa Leccio is a world apart set in a charming and peaceful place where guests can truly relax and rediscover a calmer pace of life, away from the city. The villa is nesteled in the beautiful unspoiled widerness of a natural reserve. It is close to Siena and to San Gal  …see more

from £1523 / night

£6091 / week

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from £1523 / night

(4) Excellent 

1 / 68

Villa Podernovo - Monticiano villa sleeps 18

Province of Siena / Monticiano

9 18 2 nights min stay

  • 9 bedrooms
  • Sleeps 18
  • 2 nights min stay
Key info: Nearest beach 60 km; Swimming pool; Child friendly ;
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 £949 / night

£6466 - £6811 / week

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from £949 / 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 £233 / night

£1630 - £2156 / week

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from £233 / night

(42) Excellent 

1 / 35

Beautiful Private Villa, pool, hot tub,wi-fi,Siena

Province of Siena / Siena

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
JUST RELAX...... YOUR VACATION IN TUSCANY BEGINS NOW!!!! What we want is to make this holiday as pleasant and relaxing as possible, so we want to make available to you our Villa, that for a time, long or short it might be, will be YOUR HOME in Tuscany. A HOLIDAY WITHOUT  …see more

from £241 / night

£1682 - £4311 / week

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from £241 / night

(8) Excellent 

1 / 18

VILLA RIGHINO A GARDEN IN THE TUSCAN HILLS

Murlo / Vescovado di Murlo

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
Nel cuore delle colline senesi Villa Righino si trova in un paesino etrusco in posizione comoda per esplorare la regione e le sue bellezze. Dotata di ogni comfort,piscina per ragazzi in giardino, piscina pubblica a 250 m.Le camere sono luminose con panorama sulla campag  …see more

from £69 / night

£388 / week

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from £69 / night

1 / 18

Villa Monica - Chiusi villa sleeps 12

Province of Siena / Chiusi

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
The farmhouse was inhabited by a family of Umbrian farmers whose main occupation was cultivating their land, picking up its hard-earned fruits.The house is now surrounded by a garden with oak-trees, mulberry-trees, laurels, maples and lime-treesOn the inside walls, the  …see more

from £295 / night

£1811 - £2673 / week

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from £295 / night

1 / 16

Province of Siena / Castellina In Chianti

3 6 7 nights min stay

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

from £199 / night

£1207 / week

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from £199 / night

1 / 15

DELICIOUS BEDROOMS IN FARMHOUSE IN TUSCANY

Province of Siena / Radicofani

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; 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 £61 / night

£302 - £432 / week

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from £61 / 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 £246 / night

£1725 - £3880 / week

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from £246 / night

1 / 16

Villa Rombi - Contignano villa sleeps 18

Radicofani / Contignano

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
Villa Rombi is a beautiful Tuscan property located in Contignano. The spacious villa sleeps up to 19 guests in the main house and annex. It is surrounded by breathtaking views over the Italian countryside.Villa Rombi has been beautiful decorated with a relaxed modern Tu  …see more

from £2813 / night

£11250 / week

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from £2813 / night

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