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32 of 73 Results

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from £63 / night

£435 - £627 / week

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(2) Excellent 5/5 

1 / 18

Montalcino holiday studio rental

Province of Siena / Montalcino

Studio / sleeps 2

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Excellent 5/5 

Add to shortlist

from £63 / night

£435 - £627 / week

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All the charm and comfort for an artistic stay in the heart of Tuscany. Montalcino has remained quite untouched and therefore has kept it's charming atmosphere. Moreover, if you love food and wine, especially Brunello, you cannot go wrong around here, come and enjoy!  …see more

from £175 / night

£1224 - £1475 / week

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(3) Excellent 5/5 

1 / 21

Holiday apartment in Val d'Orcia

Montalcino / Val d'Orcia

Apartment / 4 Bedrooms / sleeps 9

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Excellent 5/5 

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from £175 / night

£1224 - £1475 / week

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An amazing holiday in the moast beautiful area of Tuscany, in the natural park of the Val d'Orcia, near Montalcino, Pienza, Siena, Montichiello, Bagno Vignoni. A quiete, relaxing garden with swimming pool, a charming, cosy and comfortable apartment in an ancient villa.  …see more

from £111 / night

£773 - £7721 / week

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(13) Excellent 5/5 

1 / 14

Holiday apartment in Val d'Orcia

Montalcino / Val d'Orcia

Apartment / 10 Bedrooms / sleeps 20

  • Nearest beach 68 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £111 / night

£773 - £7721 / week

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Wonderfull apartments for unforgettable holiday in Montalcino, Tuscany, Italy. Wine tasting in the neighbouring wineries and bicycle or hiking tours in the World Heritage Site Val d'Orcia - you have the choice!  …see more

Featured properties

from £57 / night

£396 - £554 / week

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(13) Excellent 5/5 

1 / 26

Holiday farmhouse with swimming pool in Val d'Orcia

Montalcino / Val d'Orcia

Farmhouse / 2 Bedrooms / sleeps 5

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed

Excellent 5/5 

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from £57 / night

£396 - £554 / week

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Picturesque apartment in a 12th century Tuscan farmhouse with sweeping panoramic views, surrounded by a relaxing 2 hectare garden with natural pool. Montalcino, world-famous for its wine, is less than 1km away, and affords great food, activities and breathtaking views.  …see more

from £187 / night

£1305 - £1631 / week

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(4) Excellent 5/5 

1 / 24

Val d'Orcia holiday villa rental

Montalcino / Val d'Orcia

Villa / 4 Bedrooms / sleeps 9

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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Late Deal: save up to €435 (approx. £315)

from £187 / night

£1305 - £1631 / week

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A really charming and full of style apartment in a XVI th century stone villa near Montalcino, Pienza, Siena, Montichiello. An enchanted garden and an amazing swimming pool with view on Montalcino for an unforgettable holiday: good food and wine, art, sport and relax..  …see more

from £89 / night

£621 - £773 / week

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1 / 76

Holiday apartment with shared pool in Montalcino

Province of Siena / Montalcino

Apartment / 1 Bedroom / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome

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from £89 / night

£621 - £773 / week

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2-room apartment 70 m2, on the ground floor, spacious, renovated, beautiful and tasteful furnishings: living/dining room with 1 double sofabed and satellite TV. 1 double bedroom. Kitchenette (oven, X ceramic glass hob hotplates). Shower/bidet/WC. Air-conditioning (extra  …see more

from £137 / night

£957 - £1519 / week

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1 / 19

Montalcino holiday home rental

Province of Siena / Montalcino

House / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Add to shortlist

from £137 / night

£957 - £1519 / week

View

All the charm and comfort for an artistic stay in the heart of Tuscany. Montalcino has remained quite untouched and therefore has kept it's charming atmosphere. Moreover, if you love food and wine, especially Brunello, you cannot go wrong around here, come and enjoy!  …see more

from £64 / night

£442 / week

View

(1) Excellent 5/5 

1 / 9

Holiday home rental

Province of Siena / Montalcino

House / 3 Bedrooms / sleeps 8

  • Nearest beach 55 km
  • Great for children of all ages
  • Pets welcome
  • Private garden

Excellent 5/5 

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from £64 / night

£442 / week

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In una casa recentemente ristrutturata, nel comune di Montalcino, tra viti, olivi e macchia mediterranea, nella più assoluta tranquillità all'esterno come all'interno, l'agriturismo Villetta Caprili offre ospitalità fino a 8 persone con parcheggio privato.  …see more

from £95 / night

£662 - £956 / week

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(2) Very Good 4/5 

1 / 24

Holiday villa rental

Montalcino / Val d'Orcia

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Very Good 4/5 

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from £95 / night

£662 - £956 / week

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Villa Zafferano, ideal for a self catering holiday, is found in the hamlet of Vergelle, set amongst the peaceful countryside known as the Crete Senesi, south of Siena, in Tuscany. It is close to the hilltop town Montalcino with its world famous Brunello vineyards. This large 4 bedroomed villa is part of Vergelle’s old school building, and was fully renovated in 2008.  …see more

from £59 / night

£412 / week

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(2) Good 3.5/5 

1 / 20

Holiday farmhouse in Montalcino

Province of Siena / Montalcino

Farmhouse / 7 Bedrooms / sleeps 14

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Good 3.5/5 

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from £59 / night

£412 / week

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Appartamenti,camere,ristorante tipico,piscina,cantina,Brunello di Montalcino,Val d'Orcia VENDITA DIRETTA DI TUTTI I NOSTRI PRODOTTI AGRICOLI (VINO-,OLIO EXTRAVERGINE DI OLIVA,GRAPPA,ACETO,ORTAGGI)  …see more

from £211 / night

£1471 - £2059 / week

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1 / 20

Holiday apartment in Montalcino

Province of Siena / Montalcino

Apartment / 3 Bedrooms / sleeps 6

  • Suitable for children over 5
  • No pets allowed

Add to shortlist

from £211 / night

£1471 - £2059 / week

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The views from the terrace, the convenience of being right in the middle of things without needing a car to get food, lunch or dinner, and the beautifully renovated 17th century apartment.  …see more

from £68 / night

£470 - £585 / week

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1 / 91

Holiday apartment with shared pool in Montalcino

Province of Siena / Montalcino

Apartment / 1 Bedroom / sleeps 2

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome

Add to shortlist

from £68 / night

£470 - £585 / week

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2-room apartment 60 m2, on the upper ground floor, spacious, renovated, beautiful and tasteful furnishings: living/dining room with satellite TV. 1 double bedroom. Kitchenette (oven, X ceramic glass hob hotplates). Shower/bidet/WC. Air-conditioning (extra). Small terrac  …see more

from £68 / night

£470 - £585 / week

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1 / 94

Holiday apartment with shared pool in Montalcino

Province of Siena / Montalcino

Apartment / 1 Bedroom / sleeps 2

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome

Add to shortlist

from £68 / night

£470 - £585 / week

View

2-room apartment 60 m2, on the upper ground floor, spacious, renovated, beautiful and tasteful furnishings: living/dining room with satellite TV. 1 double bedroom. Kitchenette (oven, X ceramic glass hob hotplates). Shower/bidet/WC. Air-conditioning (extra). Small terrac  …see more

from £211 / night

£1471 - £1765 / week

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1 / 12

Holiday villa in Val d'Orcia

Montalcino / Val d'Orcia

Villa / 3 Bedrooms / sleeps 7

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Add to shortlist

from £211 / night

£1471 - £1765 / week

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As the house is part of a company that produces Brunello di Montalcino is possible to follow the stages of production or do a tasting tour to discover one of the best wines in the world in our cave.  …see more

from £163 / night

£1140 - £1361 / week

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1 / 21

Apartment rental in Val d'Orcia with swimming pool

Montalcino / Val d'Orcia

Apartment / 4 Bedrooms / sleeps 9

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner

Add to shortlist

from £163 / night

£1140 - £1361 / week

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A really charming and cosy mansard in the ancient stone villa Pian dell'Asso near Montalcino, Pienza, Siena, Montichiello. An enchanted garden and an amazing swimming pool with view on Montalcino for a relaxing holiday: good food and wine, art and sport.  …see more

from £136 / night

£949 - £1324 / week

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1 / 15

Apartment rental in Montalcino with shared pool

Province of Siena / Montalcino

Apartment / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £136 / night

£949 - £1324 / week

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Montecaprili is located at less than 10 km from Montalcino on the way to the famous abbey of Sant'Antimo. It's an old farm house set on top of a hill, finely restored and divided in 5 spacious apartments, all featuring authentic Tuscan furnishings and modern amenities The property is enclosed by century-old trees and features a beautiful large swimming pool  …see more

from £183 / night

£1280 - £1839 / week

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1 / 16

Montalcino holiday apartment rental

Province of Siena / Montalcino

Apartment / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Pets welcome

Add to shortlist

from £183 / night

£1280 - £1839 / week

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Montecaprili is located at less than 10 km from Montalcino on the way to the famous abbey of Sant'Antimo. It's an old farm house set on top of a hill, finely restored and divided in 5 spacious apartments, all featuring authentic Tuscan furnishings and modern amenities The property is enclosed by century-old trees and features a beautiful large swimming pool  …see more

from £97 / night

£674 - £1037 / week

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1 / 21

Holiday apartment with shared pool in Montalcino

Province of Siena / Montalcino

Apartment / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Add to shortlist

from £97 / night

£674 - £1037 / week

View

All the charm and comfort for an artistic stay in the heart of Tuscany. Montalcino has remained quite untouched and therefore has kept it's charming atmosphere. Moreover, if you love food and wine, especially Brunello, you cannot go wrong around here, come and enjoy!  …see more

from £103 / night

£718 - £761 / week

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1 / 11

Holiday apartment in Montalcino

Province of Siena / Montalcino

Apartment / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Pets welcome

Add to shortlist

from £103 / night

£718 - £761 / week

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Your home in downtown Montalcino to experience the everyday life of this true gem. Despite the notoriety from the famous Brunello wine, the town has remained authentic and charming. Discover our Dolce Vita...cheers!!  …see more

from £78 / night

£544 - £772 / week

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1 / 17

Montalcino holiday studio rental

Province of Siena / Montalcino

Studio / sleeps 2

  • Nearest beach 80 km
  • Swimming pool
  • Not suitable for children
  • Car advised

Add to shortlist

from £78 / night

£544 - £772 / week

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One large and cosy suite with a high ceiling with the typical wooden beams and wooden floor. There's a fully equipped kitchen, a small sitting area, a double bed with a restored big old Tuscan wardrobe. The private bathroom is with shower in travertine. The suite is equ  …see more

from £78 / night

£544 - £845 / week

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1 / 19

Apartment rental in Montalcino with shared pool

Province of Siena / Montalcino

Apartment / 1 Bedroom / sleeps 3

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Add to shortlist

from £78 / night

£544 - £845 / week

View

All the charm and comfort for an artistic stay in the heart of Tuscany. Montalcino has remained quite untouched and therefore has kept it's charming atmosphere. Moreover, if you love food and wine, especially Brunello, you cannot go wrong around here, come and enjoy!  …see more

from £54 / night

£374 / week

View

1 / 9

Apartment rental in Montalcino

Province of Siena / Montalcino

Apartment / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Car essential
  • No pets allowed

Add to shortlist

from £54 / night

£374 / week

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The apartment is about 90 square meters with a large living room with sofa, lounge chairs and dinner table, kitchen with good size refrigerator, gas burners, electric oven and all kinds of kitchenware. 1 double room with king size bed, 1 double room with queen size bed.  …see more

from £1019 / night

£7133 - £7868 / week

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1 / 20

Holiday villa with swimming pool in Montalcino

Province of Siena / Montalcino

Villa / 7 Bedrooms / sleeps 14

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner

Add to shortlist

from £1019 / night

£7133 - £7868 / week

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Located in the heart of the Brunello di Montalcino wine land, this super luxury villa for rent was an old customhouse, whose central tower dates back to 1400 AD. The property is surrounded by 4 hectares of gardens and woods, and offers glorious view of the Siena hills.  …see more

from £788 / night

£5515 - £7096 / week

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1 / 19

Holiday villa with swimming pool in Val d'Orcia

Montalcino / Val d'Orcia

Villa / 8 Bedrooms / sleeps 16

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed

Add to shortlist

from £788 / night

£5515 - £7096 / week

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Recently restored to the highest standard, the Villa is a deluxe country house in the beautiful Val D’Orcia in the South-Eastern part of the Siena province in Tuscany.  …see more

from £73 / night

£506 - £1015 / week

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1 / 16

Holiday apartment in Montalcino

Province of Siena / Montalcino

Apartment / 2 Bedrooms / sleeps 6

  • Great for children of all ages
  • No pets allowed

Add to shortlist

from £73 / night

£506 - £1015 / week

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3-room apartment 70 m2: living/dining room with 1 double sofa bed and open fireplace. 1 double bedroom with hand-basin and separate WC. 1 room with 2 beds. Kitchenette (4 hotplates). Shower/bidet/WC. Maximum 1 pet/ dog allowed. This stone house is situated at 350  …see more

from £911 / night

£6375 / week

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1 / 16

Holiday villa in Montalcino

Province of Siena / Montalcino

Villa / 7 Bedrooms / sleeps 14

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner

Add to shortlist

from £911 / night

£6375 / week

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Excellent furnished property set In a dominant position and close to the wonderful Castle of Velona, this property is on the top of a high hill overlooking the vineyards of Brunello. Historians will appreciate that its only 1 km from the magnificent abbey of Sant'Antimo  …see more

from £62 / night

£434 - £839 / week

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1 / 16

Holiday apartment in Montalcino

Province of Siena / Montalcino

Apartment / 1 Bedroom / sleeps 4

  • Great for children of all ages
  • No pets allowed

Add to shortlist

from £62 / night

£434 - £839 / week

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2-room apartment 50 m2: living/dining room with 1 double sofa bed. 1 double bedroom. Kitchenette. Shower/bidet/WC. Maximum 1 pet/ dog allowed. This stone house is situated at 350 m of altitude. Rustic large working farm 'Brizio', built in 1500, renovate  …see more

from £50 / night

£349 - £722 / week

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1 / 16

Holiday apartment in Montalcino

Province of Siena / Montalcino

Apartment / 1 Bedroom / sleeps 2

  • Great for children of all ages
  • No pets allowed

Add to shortlist

from £50 / night

£349 - £722 / week

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1-room apartment 45 m2: living/dining room with 1 double sofa bed. Kitchenette. Shower/bidet/WC. Maximum 1 pet/ dog allowed. This stone house is situated at 350 m of altitude. Rustic large working farm 'Brizio', built in 1500, renovated. 8 km from the c  …see more

from £67 / night

£468 / week

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1 / 21

Holiday apartment with golf nearby in Sant'Angelo in Colle

Montalcino / Sant'Angelo in Colle

Apartment / 2 Bedrooms / sleeps 5

  • Nearest beach 68 km
  • Suitable for children over 5
  • Car essential
  • No pets allowed

Add to shortlist

from £67 / night

£468 / week

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A Montalcino, nella frazione di Sant'Angelo in Colle offriamo in una casa a schiera in stile toscano, un intero appartamento posto su 3 piani dotato di ogni confort con soggiorno cucina, 2 bagni, 2 camere da letto, lavanderia e palestra, parcheggio privato, giardino.  …see more

from £133 / night

£927 / week

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1 / 22

B&b rental in Montalcino

Province of Siena / Montalcino

B&B / 3 Bedrooms / sleeps 8

  • Great for children of all ages
  • Some pets are welcome - please contact the owner

Add to shortlist

from £133 / night

£927 / week

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Casa tradizionale toscana nel centro storico di Montalcino con 4 camere da letto tutte dotate di bagno , tv, asiugacapelli. Struttura tipica toscana nel centro del paese, si arriva a piedi in piazzetta principale, negozi, supermercato, enoteche, parcheggio. Possibilita' di organizzare winery tour e light lunch presso la cantina di famiglia , Parcheggio gratis  …see more

from £89 / night

£618 - £736 / week

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1 / 5

Home rental in Val d'Orcia with shared pool

Montalcino / Val d'Orcia

House / 3 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £89 / night

£618 - £736 / week

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Appartamenti dotati di confort ma senza perdere le caratteristiche del podere.  …see more

from £148 / night

£1030 / week

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1 / 24

Holiday apartment in Val d'Orcia

Montalcino / Val d'Orcia

Apartment / 2 Bedrooms / sleeps 6

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden

Add to shortlist

from £148 / night

£1030 / week

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2 Appartamenti indipendenti in splendida posizione sui vigneti del Brunello con cucine attrezzate e 3 camere, 10 posti letto totali  …see more
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