Montepulciano Villas, Apartments and holiday rentals

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  • Italy
  • Tuscany
  • Province of Siena
  • Montepulciano

Location

  • All locations
  • Abbadia di Montepulciano (6)
  • Acquaviva di Montepulciano (6)
  • Gracciano (5)
  • Sant'Albino (8)
  • Valiano (18)

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267 Holiday homes

Travellers going to Montepulciano are booking September dates now. Secure your holiday home today and have the perfect trip.

1 / 100

Albino - Montepulciano villa sleeps 14

Province of Siena / Montepulciano

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Nearest beach 180 km; Swimming pool; Great for children of all ages ;
ExteriorVilla Albino is a sophisticated and at the same time relaxed villa for 14 people in Tuscany. It is conveniently located just 5km away from Montepulciano, a privileged position to explore all of central Italy. It is within easy reach of Pienza, Montalcino, Bagno,  …see more

from £334 / night

£2334 - £5167 / week

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from £334 / night

(1) Excellent 

1 / 20

Holiday Resort in Montepuciano B - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

1 bedroomSleeps 44 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 4 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
These beautiful holiday accommodations are located in a quiet area just 7km from Montepulciano, a splendid medieval town of the Val di Chiana. Nearest village, Acquaviva, is ca. 1.5km away, where one can find shops, a supermarket and restaurants. The property consists  …see more

from £57 / night

£400 - £788 / week

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from £57 / night

(11) Excellent 

1 / 33

Pretty 2 bedroom holiday apartment in the heart of

Province of Siena / Montepulciano

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Car not necessary; Some pets are welcome - please contact the owner;
CasaMontepulciano is a flat of roughly 60 sq m (646 sq ft), located in via Cagnano 9. Restored in 2011 it is has high quality finishes and exposed beams. It consists of a large living room/kitchen, two bedrooms (one of which is a master bedroom but in the other room i  …see more

from £75 / night

£434 - £552 / week

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from £75 / night

1 / 23

I Tigli - Montepulciano apartment sleeps 6

Province of Siena / Montepulciano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 115 km; Swimming pool; Great for children of all ages ;
I Tigli is a splendid apartment with two bedrooms and two bathrooms which is part of a property with a total of 6 apartments sharing a pool. Located in the magnificent atmosphere of the hills surrounding the ancient town of Montepulciano, famous for its history, art, ar  …see more

from £96 / night

£625 - £825 / week

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from £96 / night

1 / 24

Villa in Tuscany - Montepulciano villa sleeps 12

Province of Siena / Montepulciano

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
The Poggio Golo holiday villa has been restored to its original splendour after long and careful renovation, giving you the possibility to savor the atmosphere of a holiday from past times in an old 17th century villa with original furniture and accessories. The well-tr  …see more

from £209 / night

£2042 - £3500 / week

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from £209 / night

1 / 10

Agriturismo Terrarossa 2 pax - Valiano apartment sleeps 2

Montepulciano / Valiano

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
The apartment "Rosa" (2 persons), with furniture of epoch, is composed of a stay- kitchen with read couch, a double bedroom and a bathroom with shower. In bedroom: tv sat. The Terrarossa agriturism complex is situated on one of the most beautiful and panoramic  …see more

from £80 / night

£375 - £505 / week

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from £80 / 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 / 13

Casa al bosco - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
“Casa al bosco” is an elegant house restored in the second half of the 1800s. It is situated in a property of approximately 12 hectares where there are olive trees and a vineyard from which an excellent Chianti wine (D.O.C.G.) and the famous Nobile di Montepulciano  …see more

from £92 / night

£642 - £817 / week

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from £92 / night

(9) Excellent 

1 / 25

The Little Arch of Memory - Montepulciano apartment sleeps 2

Province of Siena / Montepulciano

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Great for children of all ages ; No pets allowed;
The Little Arch of Memory is a cute first floor apartment placed in the core of Montepulciano and at few steps from the main square, the old theater and the old main street, but yet in a parallel and quiet street. This 45 sq.mt. apartment is full of old history and my f  …see more

from £75 / night

£391 - £441 / week

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from £75 / 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

1 / 12

Montepulciano / Abbadia di Montepulciano

3 bedroomsSleeps 71 night min stay

  • 3 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Great for children of all ages ; Car advised; Pets welcome;
 …see more

from £50 / night

£250 / week

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from £50 / night

1 / 100

Vino Nobile - Girasole - Montepulciano apartment sleeps 6

Province of Siena / Montepulciano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
This is a large stone cottage with wonderful views over the Tuscan countryside and the swimming pool of the property. It affords a dining area and a living room with fireplace and double sofa bed, a kitchen area and two double bedrooms with their en-suite bathrooms (one  …see more

from £167 / night

£1167 - £1659 / week

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from £167 / night

(1) Excellent 

1 / 36

POLICIANO Suite, 90 sq mt - La Casa delle Querce

Montepulciano / Acquaviva di Montepulciano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
The POLICIANO Suite is the largest apartment of La Casa delle Querce with its 90 sq meters. It comprises of a very spacious living dining-room, an ample cooking area, two bedrooms and two bathrooms each with shower. In the bedrooms there is air conditioning. One bedroom  …see more

from £117 / night

£700 - £1125 / week

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from £117 / 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

(5) Excellent 

1 / 20

Montorio - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; No pets allowed;
Montorio was built in 1300 as a convent and is located in the beautiful sopt in MOntepulciano , on the top of a private hill overlooking the church of San Biagio and the rolling hill. It is in a walking distance to the center of the town but ensure the privacy of a coun  …see more

from £109 / night

£750 / week

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from £109 / night

1 / 18

Febo Holiday - Montepulciano villa sleeps 4

Province of Siena / Montepulciano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner; Private garden;
Suite Home has two bedrooms one big bathroom and a service bath. The private entrance leads into a spacious lounge furnished with a authentic Tuscan table and chairs, a comfortable sofa set and coffee table and an open plan fire place very spacious and charming. The l  …see more

from £109 / night

£584 - £667 / week

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from £109 / night

1 / 6

Province of Siena / Montepulciano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £50 / night

£250 / week

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from £50 / night

(3) Good 

1 / 5

Province of Siena / Montepulciano

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Not suitable for children; Pets welcome;
 …see more

from £50 / night

£250 / week

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from £50 / night

(15) Very Good 

1 / 97

7 bedroom Tuscan farmhouse near rennaissance town of Montepulciano, features include jacuzzi, private garden and pool

Province of Siena / Montepulciano

7 bedroomsSleeps 161 night min stay

  • 7 bedrooms
  • Sleeps 16
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
The watermill “Il Molinaccio”, near the renaissance town of Montepulciano, was already present in the old maps of the Granduchy of Tuscany . The original building, duly and let me say passionately restored, now reopens as a luxury country house where the guests may  …see more

from £500 / night

£2917 / week

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from £500 / night

1 / 31

Il Poggiarone Montepulciano - Montepulciano villa sleeps 14

Province of Siena / Montepulciano

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Car advised;
Il Poggiarone is a splendid farmhouse with typical Tuscan architectural features, set in an extremely panoramic position and the ideal destination for those who are looking for a holiday which is a mix of art, history and nature. The beautiful villa is near the owner's  …see more

from £159 / night

£1110 - £1992 / week

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from £159 / night

(1) Excellent 

1 / 21

Province of Siena / Montepulciano

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Suitable for children age 5+; No pets allowed;
 …see more

from £73 / night

£407 - £817 / week

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from £73 / night

1 / 51

Podere Monti - Montepulciano villa sleeps 14

Province of Siena / Montepulciano

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Nearest beach 150 km; Swimming pool; Great for children of all ages ;
If you're looking for elegance to go along with that rustic charm, you can now stop searching because you've come across the perfect Italian vacation rental! With stone walls and wood-beamed ceilings, this authentic self-catering accommodation in Tuscany also  …see more

from £358 / night

£2500 - £5000 / week

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from £358 / night

(4) Very Good 

1 / 19

Province of Siena / Montepulciano

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £93 / night

£505 / week

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from £93 / night

1 / 20

holiday home in Montepulciano - Montepulciano apartment sleeps 6

Province of Siena / Montepulciano

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
Apartment located in the Italian region of Tuscany in Montepulciano Via Iris Origo n 100 with panoramic views over the Chiana Valley just 5 minutes from the historic center, within walking distance of all amenities and the typical Tuscan restaurants. Montepulciano is th  …see more

from £71 / night

£300 - £550 / week

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from £71 / night

1 / 16

Luxury 4 bed house with views over Montepulciano

Province of Siena / Montepulciano

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Great for children of all ages ; Car essential; No pets allowed;
This luxury 4 bedroom villa is furnished throughout to a high standard. The property sits in 4 acres of garden, surrounded by woods and vineyards. All the bedrooms have en-suite marble bathrooms and fantastic views of either Montepulciano or Montefollonico. Outside the  …see more

from £301 / night

£2101 - £3026 / week

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from £301 / night

(1) Very Good 

1 / 49

Province of Siena / Montepulciano

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Car advised; Some pets are welcome - please contact the owner;
 …see more

from £125 / night

£584 / week

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from £125 / night

1 / 7

Province of Siena / Montepulciano

2 bedroomsSleeps 4Min stay varies

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

from £63 / night

£367 - £584 / week

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from £63 / night

(1) Excellent 

1 / 23

Tuscan Villa Argiano 1-2room ,Montepulciano, B&B

Province of Siena / Montepulciano

4 bedroomsSleeps 62 nights min stay

  • 4 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Nearest beach 120 km; Swimming pool; Ask owner if suitable for children;
in Villa Argiano in Montepulciano, we have several possibilities : B&B in Argiano's villa rooms ( three ) or self catering apartments ( two + one extra room ) in farmhouse fattoriadiargiano dot it. In this beautiful Villa, were we live , at the second floor of th  …see more

from £67 / night

£0 / week

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from £67 / night

1 / 30

Beautiful Tuscany Villa , swimming pool, wifi

Province of Siena / Montepulciano

5 bedroomsSleeps 101 night min stay

  • 5 bedrooms
  • Sleeps 10
  • 1 night min stay
Key info: Nearest beach 16 km; Swimming pool; Great for children of all ages ;
Beutiful old structure located in one of the most unspoiled place in Tuscany. Peace and relax. Private garden with swimming pool , wifi, and inside parking. Villa for 6 people and another annex , for 4 people , is ideal for family or friends groups for a total of 10 p  …see more

from £125 / night

£0 / week

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from £125 / night

(2) Excellent 

1 / 25

Province of Siena / Montepulciano

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Great for children of all ages ; Air conditioning; Pets welcome;
 …see more

from £117 / night

£750 / week

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from £117 / night

(2) Excellent 

1 / 17

VILLA BIANCA - Montepulciano farmhouse sleeps 4

Province of Siena / Montepulciano

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Nearest beach 106 km; Great for children of all ages ; Car not necessary;
The apartment has two bedrooms one big bathroom and a service bath.The private entrance leads into a spacious lounge furnished with a authentic Tuscan table and chairs, a comfortable sofa set and coffee table and an open plan fire place very spacious and charming.The la  …see more

from £163 / night

£667 / week

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from £163 / night

1 / 12

The Secret Garden Apartment Montepulciano

Province of Siena / Montepulciano

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Ask owner if suitable for children; No pets allowed; Private garden;
A rental apartment with a large garden in the centre of Montepulciano? It sounds impossible but it isn't! And Summer's Leases has found it!! So you can have a leisurely breakfast on the terrace, see some sights and have a nice lunch either at one of the many restaurants  …see more

from £69 / night

£479 - £681 / week

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from £69 / night

1 / 6

Province of Siena / Montepulciano

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 …see more

from £59 / night

£350 - £542 / week

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from £59 / night

(5) Excellent 

1 / 22

Province of Siena / Montepulciano

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Great for children of all ages ; Car advised; No pets allowed;
 …see more

from £75 / night

£442 / week

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from £75 / night

1 / 7

Il Casalone Apartment Tre Laghi - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Not suitable for children; No pets allowed; Private garden;
Located in a panoramic position on a hill crest between the Val d'Orcia and Valdichiana near Montepulciano, Agriturismo Il Casalone offers a holiday unit tastefully furnished in Tuscan country style. One double bed room (king size), one bathroom and a living room w  …see more

from £50 / night

£225 - £409 / week

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from £50 / night

1 / 6

Province of Siena / Montepulciano

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 …see more

from £59 / night

£367 - £642 / week

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from £59 / night

(1) Very Good 

1 / 22

Villa Poliziana San Benedetto - Montepulciano villa sleeps 7

Province of Siena / Montepulciano

3 bedroomsSleeps 71 night min stay

  • 3 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Nearest beach 180 km; Great for children of all ages ; Car advised;
La Villa è situata poco fuori le mura, in prossimità del Tempio di San Biagio. Internamente si trovano due camere da letto, due bagni, uno spazioso e luminoso salone con divano letto, cucina e sala da pranzo. Esternamente gode di un meraviglioso panorama che da' sull  …see more

from £84 / night

£500 / week

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from £84 / night

(1) Excellent 

1 / 17

Holiday Resort in Montepulciano T - Montepulciano apartment sleeps 5

Province of Siena / Montepulciano

2 bedroomsSleeps 54 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
These beautiful holiday accommodations are located in a quiet area just 7km from Montepulciano, a splendid medieval town of the Val di Chiana. Nearestt village, Acquaviva, is ca. 1.5km away, where one can find shops, a supermarket and restaurants. The property consists  …see more

from £71 / night

£475 - £963 / week

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from £71 / night

1 / 21

Villa Bacco with Pool (Max 16+4 ppl) - Valiano villa sleeps 20

Montepulciano / Valiano

8 bedroomsSleeps 207 nights min stay

  • 8 bedrooms
  • Sleeps 20
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
Villa located on top of a hill and dipped between wineyards.Due to its strategic position, in Valiano di Montepulciano, half way from Rome to Florence and on the border between Tuscany and Umbria region, it will be easy to visit the most artistic towns in the heart of I  …see more

from £595 / night

£3750 / week

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from £595 / night

1 / 100

Lavanda - Montepulciano villa sleeps 7

Province of Siena / Montepulciano

3 bedroomsSleeps 77 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Nearest beach 140 km; Great for children of all ages ; No pets allowed;
ExteriorVilla Lavanda, this authentic Tuscan farmhouse lies amidst the beautiful countryside surrounding the town of Montepulciano (1.5km away)- woodland, extensive vineyards, bright flowers and olive groves. Montepulciano is a town rich in culture with plenty of histor  …see more

from £155 / night

£1084 - £1250 / week

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from £155 / night

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