Apartments in Montepulciano with golf courses nearby | Holiday Lettings

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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.

(11) Excellent 

1 / 21

charming cottage in peaceful country setting

Montepulciano / Gracciano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
The cottage is opposite the owner's house and consists of two double bedrooms, two bathrooms and a large living room with cooking area. The living area opens onto a patio and pergola and the downstairs bedroom also opens onto a small patio. There is access for the disa  …see more

from £67 / night

£384 - £1717 / week

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from £67 / night

1 / 15

35827-Apartment Montepulciano - Abbadia di Montepulciano apartment sleeps 4

Montepulciano / Abbadia di Montepulciano

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
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 (D.O.C.G.) wine are made.  …see more

from £102 / night

£710 - £1050 / week

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from £102 / night

(7) Excellent 

1 / 41

Unique, charming farmhouse in Tuscany countryside with shared outdoor pool, sleeps up to 6

Province of Siena / Montepulciano

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 0 km; Swimming pool; Great for children of all ages ;
The main arched entrance leads past a utility room and downstairs bathroom into the open plan kitchen and dining room with dining table for 6 guests. The lounge has two sofa's one of which is a comfortable double sofa bed There is a wood burning stove in the lounge  …see more

from £72 / night

£500 - £890 / week

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from £72 / night

1 / 100

Vino Nobile - Vigna - Montepulciano apartment sleeps 3

Province of Siena / Montepulciano

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
This charming cottage in Montepulciano affords a dining area and a living room with fireplace and single sofa bed, a kitchenette and a double/twin bedroom. The cottage also has its own private bathroom with shower.Outside, it features its own private terrace. The cottag  …see more

from £100 / night

£584 - £825 / week

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from £100 / night

1 / 17

Holiday Resort in Montepulciano M - Montepulciano apartment sleeps 2

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 ; 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 £46 / night

£321 - £671 / week

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from £46 / night

(41) Excellent 

1 / 21

La Casina Toscana, central with parking and wi-fi

Province of Siena / Montepulciano

3 bedroomsSleeps 53 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Nearest beach 158 km; Great for children of all ages ; Car advised;
Placed in the countryside of Montepulciano, near the most important historical towns such as Pienza, Montalcino and Bagno Vignoni, the Casina Toscana is a historical residence of the nineteenth century, which allows guests to enjoy the tranquility and relaxation that th  …see more

from £59 / night

£334 - £584 / week

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from £59 / night

1 / 18

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

Montepulciano / Gracciano

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; 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 £202 / night

£1409 - £2300 / week

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from £202 / night

1 / 21

Lovely room in farmhouse in Montepulciano

Montepulciano / Acquaviva di Montepulciano

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
Tenuta di Argiano a Montepulciano, located near MONTEPULCIANO, is surrounded by vineyards growing grapes for the famous local wines, Vino Nobile di Montepulciano and Rosso di Montepulciano, and is peaceful and quite. swimming pool and wifi . La Giara (35 m2) studio  …see more

from £59 / night

£0 / week

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from £59 / night

1 / 100

Cortona 15664 - Montepulciano villa sleeps 13

Province of Siena / Montepulciano

5 bedroomsSleeps 137 nights min stay

  • 5 bedrooms
  • Sleeps 13
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
Charming share of an independent Tuscan villa rental affording extensive views over the surrounding landscape. The villa rental, offering tastefully furnished interiors, is quietly situated in a short distance from the lovely Tuscan town of Cortona (15 km). Distances: f  …see more

from £138 / night

£965 - £2146 / week

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from £138 / night

1 / 100

Valpoliziana - Montepulciano villa sleeps 8

Province of Siena / Montepulciano

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 ;
Exteriorthe Villa boasts an absolutely perfect position, surrounded by rolling hills covered in vineyards and olive groves as far as the eye can see- the owners of the property in fact produce their own excellent wine and olive oil. Wonderful views from the villa also e  …see more

from £459 / night

£2084 - £3625 / week

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from £459 / night

1 / 24

Villa Croce - Sant'Albino villa sleeps 10

Montepulciano / Sant'Albino

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Great for children of all ages ;
Villa Croce, recently restored, is situated on one of the most beautiful and panoramic hills around Montepulciano. The property is situated in the heart a working farm with breathtaking views over the valley where Vino Nobile di Montepulciano is produced. The villa ha  …see more

from £227 / night

£1584 - £3000 / week

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from £227 / night

(6) Excellent 

1 / 33

Lovely 2 bedroom holiday apartment in Tuscany

Province of Siena / Montepulciano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
The apartment Tino is 55 Square meters and accommodates up to 4 people. First floor is composed of sitting/dining room with cooking area (dishwasher) and fireplace, 2 bedrooms, 1 bathroom with shower. sofabed for one people in living room for a child. In the garden ,  …see more

from £63 / night

£0 / week

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from £63 / night

1 / 40

Il Molinaccio di Montepulciano 1 - Montepulciano farmhouse sleeps 2

Province of Siena / Montepulciano

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 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 £92 / night

£500 / week

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from £92 / night

1 / 100

Vino Nobile - Fontana - Montepulciano apartment sleeps 2

Province of Siena / Montepulciano

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
This enchanting suite in Montepulciano affords a dining-com-living area and a kitchen corner. The bedroom has a comfortable double bed and it affords an en-suite bathroom with whirlpool shower. The design of this suite is very peculiar, since the furniture has been crea  …see more

from £84 / night

£584 - £750 / week

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from £84 / night

(5) Excellent 

1 / 52

Province of Siena / Montepulciano

2 bedroomsSleeps 52 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Great for children of all ages ; Car not necessary; Some pets are welcome - please contact the owner;
 …see more

from £117 / night

£667 - £750 / week

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from £117 / night

1 / 11

Holiday Home Casa Ciliano - Montepulciano apartment sleeps 5

Province of Siena / Montepulciano

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Pets welcome;
Casa Ciliano is an holiday house in Montepulciano, 60 Km far from Siena, it is inside the medieval wall, nearby Porta al Prato, that is the main gate to the historical centre with its Renaissance monuments. 50M far from Casa Ciliano you can see the Etruscan inscriptions  …see more

from £67 / night

£434 - £542 / week

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from £67 / night

1 / 100

Foiano Della Chiana 15663 - Montepulciano villa sleeps 10

Province of Siena / Montepulciano

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
Beautiful 5-hectare estate in Tuscany, a villa for wedding celebration and holidays, comprising a farmhouse of 140 m2 and an outbuilding of 60 m2 which have been skilfully restored and turned into a delightful independent villa offering tastefully and refined furnished  …see more

from £154 / night

£1072 - £2111 / week

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from £154 / night

1 / 100

Vino Nobile - Giardino - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
Located amidst the enchanting garden of the property, this independent cottage in Montepulciano affords a dining area and a living room with fireplace and double sofa bed, a kitchen with its own breakfast area, and a double bedroom with its en-suite bathroom equipped wi  …see more

from £100 / night

£625 - £875 / week

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from £100 / night

1 / 34

Podere Sant' Albino - Sant'Albino villa sleeps 14

Montepulciano / Sant'Albino

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Great for children of all ages ;
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 £358 / night

£2500 - £5167 / week

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from £358 / night

1 / 24

La Poliziana - 6 pax + kitchen - Montepulciano apartment sleeps 8

Province of Siena / Montepulciano

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
This apartment in Montepulciano hosting a maximum of 8 guests is approximately 95 sq-m and affords views of the surrounding beauty.The apartment  features a kitchen corner to try your hand at Tuscan cuisine and a lovely 3 double bedroom and 1 twin bedroom bedecked  …see more

from £274 / night

£1917 - £2500 / week

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from £274 / night

(3) Very Good 

1 / 24

Great place for a Tuscan family holiday, 2 bedroom countryside apartments with shared pool

Province of Siena / Montepulciano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
Tenuta di Argiano a Montepulciano Please ask always AVAILABILITY , we will find in one of our structures the ideal place for your holiday. CAR IS NECESSARY WE ARE IN THE MIDDLE OF COUNTRYSIDE, SURROUNDED BY NATURE. The beautiful apartment FIASCO (60square Mt) , FOR  …see more

from £67 / night

£0 / week

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from £67 / night

1 / 22

Province of Siena / Montepulciano

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 116 km; Great for children of all ages ; Car advised;
 …see more

from £117 / night

£625 / week

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from £117 / night

1 / 11

Province of Siena / Montepulciano

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Not suitable for children; Car advised; No pets allowed;
 …see more

from £59 / night

£367 / week

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from £59 / night

(5) Excellent 

1 / 24

Province of Siena / Montepulciano

1 bedroomSleeps 43 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Great for children of all ages ; Car advised; No pets allowed;
 …see more

from £65 / night

£384 / week

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from £65 / night

(2) Excellent 

1 / 16

MONTEPULCIANO OLD TOWN - Montepulciano apartment sleeps 3

Province of Siena / Montepulciano

2 bedroomsSleeps 33 nights min stay

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min stay
Key info: Suitable for children age 5+; No pets allowed;
nice and comfortable apartment in the old town of Montepulciano Placed in the Historical Centre, just a few steps to the most beautiful and oldest wine cellar in Montepulciano (Cantina del Redi dè Ricci) an amazing sixteenth-century structure, great-looking with its  …see more

from £63 / night

£375 / week

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from £63 / night

1 / 33

Country House Maramai in the lush Chiana valley

Montepulciano / Gracciano

5 bedroomsSleeps 97 nights min stay

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Maramai lies on the Gracciano estate, one of the most renowned producers of the Vino Nobile di Montepulciano, one hour south of Florence in the lush Chiana valley. The restored farmhouse with pool with 7 to 9 beds is the perfect base to explore the surrounding Tuscany l  …see more

from £283 / night

£1975 - £3934 / week

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from £283 / night

(6) Very Good 

1 / 45

Province of Siena / Montepulciano

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Some pets are welcome - please contact the owner;
 …see more

from £67 / night

£442 - £500 / week

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from £67 / night

1 / 100

Nobile - Montepulciano villa 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 ;
ExteriorVilla Nobile, a lovely farmhouse within a wine and olive oil producing estate boasts a perfect location, on a hill with panoramic views of the area, conveniently situated a few minutes drive from Montepulciano and well located to explore the wider area. Guests a  …see more

from £227 / night

£1584 - £2417 / week

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from £227 / night

(11) Excellent 

1 / 24

CasaMontepulciano Into the sunset - Montepulciano apartment sleeps 4

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 ; Some pets are welcome - please contact the owner;
.The apartment, Into The Sunset, owes its name to the magnificent views of the hills of Val d'Orcia which you can enjoy from its windows. It is located in the center of Montepulciano, via Collazzi 10, only 200 meters from Piazza Grande, the heart of the city, where you  …see more

from £96 / night

£584 - £724 / week

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from £96 / night

(18) Excellent 

1 / 24

The Beautiful Sun Apartment - Montepulciano apartment sleeps 6

Province of Siena / Montepulciano

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Nearest beach 170 km; Great for children of all ages ; Car not necessary;
This spacious and modern apartment (140sq.mt.) offers a pleasant, shining, fresh and convenient permanence in the core of Tuscany. It has two large bed rooms (25 sq.mt.), two large living rooms whose one with a new and fully equipped kitchen (dish washer machine include  …see more

from £100 / night

£583 - £1016 / week

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from £100 / night

(3) Excellent 

1 / 35

The Notary's House - Montepulciano apartment sleeps 6

Province of Siena / Montepulciano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Car not necessary; Air conditioning;
Small charming flat, old residence of householder's great-grandfather, Notary in Montepulciano. Recently wholly restructured, very quiet, in a very beautiful position: in the centre of town, but facing the walls of the city, in a dominant position.Two nice bedrooms, sma  …see more

from £59 / night

£334 - £500 / week

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from £59 / night

(1) Excellent 

1 / 24

Villa Bossona - Montepulciano villa sleeps 16

Province of Siena / Montepulciano

8 bedroomsSleeps 16Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
Key info: Nearest beach 115 km; Swimming pool; Great for children of all ages ;
Villa Bossona is an impressive villa which dates back to the eighteenth century. Ideal for quiet and relaxing holidays it is located in the sweet Montepulciano hills few minutes from the town. A small church with an enchanting bell tower is preserved in its original for  …see more

from £500 / night

£3250 - £3584 / week

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from £500 / night

(7) Excellent 

1 / 6

Montepulciano / Valiano

1 bedroomSleeps 24 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Car essential;
 …see more

from £42 / night

£292 / week

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from £42 / night

(7) Excellent 

1 / 26

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 essential; Air conditioning;
 …see more

from £67 / night

£409 - £525 / week

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from £67 / night

(1) Excellent 

1 / 29

Province of Siena / Montepulciano

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; Pets welcome;
 …see more

from £225 / night

£1167 - £1959 / week

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from £225 / night

1 / 37

AIA - 60 sq mt - La casa delle Querce - Acquaviva di Montepulciano farmhouse sleeps 5

Montepulciano / Acquaviva di Montepulciano

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
L'AIA it's a homy apartment of 60 sq mt. Climbing few doorsteps you enter the living-dining room embellished by brick walls,wooden beamed ceilings and local terracotta tiled floors. In the living-dining room there is a dining table, a sofa, some rustic Tuscan furniture,  …see more

from £84 / night

£500 - £892 / week

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from £84 / night

(1) Excellent 

1 / 18

Province of Siena / Montepulciano

2 bedroomsSleeps 71 night min stay

  • 2 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Great for children of all ages ; Pets welcome; Private garden;
 …see more

from £55 / night

£350 - £496 / week

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from £55 / night

1 / 100

Petit Verdot - Montepulciano villa sleeps 10

Province of Siena / Montepulciano

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
ExteriorsOriginally built in the 17th century rural Tuscany, the Villa has been restored without altering its original architecture. Siena's typical ocher colors dominate the villa's stone walls and diffuse a welcoming glow on the light blue of the infinity po  …see more

from £417 / night

£2917 - £3250 / week

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from £417 / night

1 / 7

Il Casalone Apartment Oliveto - Montepulciano farmhouse sleeps 4

Province of Siena / Montepulciano

4 bedroomsSleeps 4Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
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 / 83

il Molinaccio Montepulciano 3 - Montepulciano farmhouse sleeps 6

Province of Siena / Montepulciano

3 bedroomsSleeps 61 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 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 £250 / night

£1459 / week

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from £250 / night

Top Destination reviews

The Beautiful Sun Apartment
Well maintained apartment and very helpful owner

Elias iwas most helpful meeting us on arrival and going through everything with us and all places to visit in the area even giving us a map with this all marked on The apartment is beautifully kept and everything we needed was there. All to a good s … see more
La Casina Toscana, central with parking and wi-fi
Clean, comfortable and cozy house with privacy and convenience to Montepuciano

We had a very enjoyable stay at Davide's house. It is a truly charming place offering the privacy you need as a family and at the same time the convenience of being close enough to walk to the Montepulciano town. The place was very clean and thoughtf … see more
The Grifo Apartment
Perfect!!

The apartment is spacious and clean. It's inside the historical center and it's perfect to visit it. We had a quiet stay . … see more

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