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105 Holiday homes in Montepulciano

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105 Results  |  
24 Photos

Farmhouse | 1 Bedroom | sleeps 2

1 night min stay

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from £62 /night

£428 - £513 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
single room in a Villa with only 7 rooms. Infinity pool sanitized using salt and not chlorine, far better for your skin and eyes. We are a winery where you may visit our cellar and taste our wine,Il Golo,Rosso di Montepulciano DOC, Grappa, Finocchiaccio and marmelades.  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £77 /night

£533 - £1420 / week

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Key info:

  • Nearest beach 170 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
Shining, fresh, large and modern 2 bedroom apartment . You can easily access to the historic part of Montepulciano and its old style and art shops, monuments and churches (100mt.). Also very close to all of the others Montepulciano 's facilities.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

2 Nights min stay

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from £64 /night

£444 - £755 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Ampio appartamento all'ultimo piano di palazzo d'epoca situato nel centro storico di Montepulciano. Recentemente ed elegantemente arredato con mobili d'antiquariato. Dotato di ogni comfort. 2 grandi camere,3 bagni, living, cucina attrezzata, wifi, tv digitale, ascensore Su prenotazione: servizio di breakfast cene con i piatti della tradizione corsi di cucina servizio taxi  …see more

Featured properties

25 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £43 /night

£300 - £471 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
From living room and kitchen you'll enjoy a wonderful sunset on the tusca hills  …see more

20 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £62 /night

£428 - £513 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Casa 5 posti letto a Montepulciano, ottima posizione panoramica sulla campagna. Circondata da uliveti. Vicinissima al Centro Storico di Montepulciano raggiungibile a piedi a circa 1 chilometro. Posto auto riservato. Caminetto, lavatrice, ampie terrazze. Riscaldamento. Mercatini di Natale a Montepulciano dal 22 novembre 2014 al 6 gennaio 2015.  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

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from £196 /night

£1368 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Wonderful place to relax, make sports ( walking,archery and swimming) sip our good wine and enjoy our cousine. Our swimming pool is 15x5mt wide and is cleaned using salt and not chlorine.  …see more

21 Photos

Cottage | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £49 /night

£342 - £599 / week

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Key info:

  • Nearest beach 158 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Independent villa with garden and exclusive parking. Immersed in the Tuscan countryside just 5 minutes walk from the center of Montepulciano, from the bus station and supermarket. Air-conditioned rooms with free use of wi-fi. Close to Val D'Orcia Cortona Pienza Siena. Prices do not include any costs of heating  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £37 /night

£257 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Appartamento indipendente in casa singola per vacanze situato a Montepulciano Stazione  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £43 /night

£300 - £428 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
we rent house in center of Montepulciano. Flat (apartment) 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 b  …see more

26 Photos

House | 2 Bedrooms | sleeps 4

1 night min stay

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from £32 /night

£222 - £559 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Casa indipendente con ampio giardino esterno, vicinissima al centro storico di Montepulciano, ma allo stesso tempo in piena campagna.  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 7

1 night min stay

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from £60 /night

£417 - £533 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Ideale per famiglie e per chi vuole una vacanza rigenerante all'insegna dell'arte  …see more

21 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £408 /night

£2850 - £3867 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Walk to the local restaurants & grocery store or drive a short distance to numerous historical towns, but still enjoy the privacy & beautiful scenery of Tuscany. Dine 'al-fresco' under the vine-draped pergola & swim in the pool that looks out upon a timeless landscape. If you desire privacy with convenience; scenic views without isolation, Casa Oliveto is for you!  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £52 /night

£360 - £428 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Brand new apartment, functional, quiet, well furnished, with parking and garden, free wifi, close to the owners, close to the supermarket and at a great wine restaurant near Montepulciano, Pienza, Siena, Val d'Orcia, Cortona, Arezzo , Perugia, Assisi. Car recommended. There is NO swimming pool in the house, but nearby there are swimming pools, spas and natural hot springs.  …see more

24 Photos

Farmhouse | 7 Bedrooms | sleeps 16

Very Good 4.5/5 

1 night min stay

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from £367 /night

£2565 - £3420 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Swimming pool 15x5mt, cleaned using salt not chlorine. 3D archery range with wild animal targets, bow rental and trainer available. Try Alessandro's traditional cousine, it will surprise you! Our cellar and vineyards are open for visit, taste our Rosso di Montepulciano  …see more

16 Photos

Villa | 3 Bedrooms | sleeps 7

1 night min stay

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from £74 /night

£513 - £1137 / week

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Key info:

  • Nearest beach 180 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
La Villa offre vacanze all'insegna del relax rimanendo vina al centro storico. Recentemente ristrutturata .Parcheggio privato e giardino.  …see more

23 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £79 /night

£550 - £979 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
2 bedroom beautiful 500 year old restored farmhouse. 7km outside of Montepulciano. Pool, terrace, garden area, patio, and BBQ. 5 minute drive to nearest supermarket, shops, bars and restaurants.  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £59 /night

£411 - £530 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Brand new apartment, functional, quiet, well furnished, with parking and garden, free wifi, close to the owners, close to the supermarket and at a great wine restaurant near Montepulciano, Pienza, Siena, Val d'Orcia, Cortona, Arezzo , Perugia, Assisi. Car recommended. There is NO swimming pool in the house, but nearby there are swimming pools, spas and natural hot springs.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £51 /night

£355 - £613 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
The estate is near to other historical place, like Orvieto, Pienza, Arezzo, Siena, Florence , Rome. http://www.airport.umbria.it/en Ideal place to relax , in the middle of an agricultural estate were we produce wines red and white and oil.  …see more

14 Photos

Farmhouse | 7 Bedrooms | sleeps 18

Short stays welcome

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from £229 /night

£1597 - £2573 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
Entire Farmhouse in Montepulciano with 5 independent apartments, a large garden, seasonal outdoor pool. Tuscany country estate surrounded with the wonderful Nobile-vineyards and Touscany country.  …see more

12 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £254 /night

£1775 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Luxury Tuscan farmhouse and private pool, with stunning views over Montepulciano 4 double bedrooms all with en-suite marble bathrooms  …see more

14 Photos

Condo | 5 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £159 /night

£1109 - £1331 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Appartamento Attico Mansarda a Montepulciano Centro Storico, completamente autonomo. Grandi spazi sia nelle camere che nei due salotti. Cucina con tinello/pranzo con grande tavolo e tutto il necessario per 10/12 ospiti, completamente fornita di stoviglie,2 frigoriferi. In ottima posizione per visitare i Mercatini di Natale+Casa Babbo Natale dal 22 novembre al 6 gennaio 2014.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £62 /night

£428 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
L'appartamento è stato ristrutturato pochi anni fa', è spazioso, confortevole e munito di tutto quello che può servire in una casa. Dalle finestre si vede un panorama mozzafiato. La sua ubicazione 100 metri da Piazza Grande lo rende unico nel suo genere.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £58 /night

£400 - £444 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Delizioso appartamento totalmente ristrutturato nel 2011 nel centro storico di uno dei paesi toscani più belli.  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 2

4 Nights min stay

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from £43 /night

£299 - £646 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
holiday resort located in the middle of a vine yard, few minutes from Montepulciano. Excellent wine for tasting  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £51 /night

£355 - £621 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
A romantic, panoramic location in the heart of Montepulciano, for a delightful holiday in an ancient home in the historical centre in one of the most beautiful towns of Tuscany! Charming House in Montepulciano!  …see more

15 Photos

B&B | 3 Bedrooms | sleeps 9

1 night min stay

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from £44 /night

£302 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
b&b nella campagna di Montepulciano, Punto strategico per visitare sia la Toscana che l'Umbria.  …see more

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

Excellent 5/5 

Short stays welcome

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from £236 /night

£1650 / week

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Key info:

  • Nearest beach 200 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Due to the central geographical position of Villa Pietra del Diavolo you can spend a day touring famous cities rich in history, culture, architecture and artistic works such as Siena (km 45), Arezzo (km 50), Firenze (km 110), Perugia (km 70), Roma (km 150). Croce di Febo take care of our land according to the traditions of organic agricolture respecting the soil.  …see more

18 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £292 /night

£2041 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
The villa is located 800 meters from a traditional Tuscan restaurant and four kilometers from the nearest village of Montepulciano where you'll find a few shops, restaurants, and a market. Nearby: Pienza, Montefollonico, Bagno Vignoni, Cortona, Orvieto, Castiglion del Lago, S.Quirico, Montalcino  …see more

21 Photos

Castle | 6 Bedrooms | sleeps 16

7 Nights min stay

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from £415 /night

£2904 - £3105 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Romantic castle with pool to rent near Montepulciano – sleeps 14+2 From 3300€ to 3850€ a week  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £58 /night

£400 - £488 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
A nice holiday apartment accurately restored in 2011, on a ground floor building with an independent entrance. Montepulciano is the homeland of Vino Nobile, one of the greatest Italian red wine, that's why there are man  …see more

21 Photos

Farmhouse | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £32 /night

£222 - £1242 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Ancient farmhouse in Tuscany, just 1,5km from the center of Montepulciano with a wonderful view on Valdichiana.Up to 6 people rented all the year. 25 hectars of property with wineyard, olives, trees and truffles. 3 bedrooms, 1 big saloon with central fireplace, big kitc  …see more

23 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £65 /night

£449 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Le camere si trovano in un antico edificio situato a pochi passi da "Piazza Grande", la piazza principale, con il Duomo, il Municipio e imponenti palazzi storici. Si trovano nelle vicinanze anche un grazioso teatro, un museo e ristoranti tipici.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £29 /night

£202 - £799 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
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.  …see more

23 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £289 /night

£2017 - £4839 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Podere Sant'Albino is a 16th century farmhouse built on Roman foundations, nestled between woods and olive groves.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

4 Nights min stay

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from £490 /night

£3428 - £3952 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
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.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £39 /night

£271 - £1896 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Abbadia is an ancient country house located in the village of Abbadia di Montepulciano about 10 km from Montepulciano. The villa is immersed in its green manicured garden with shady mature trees and pots of flowers.  …see more

22 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £121 /night

£847 - £1210 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
This little, two-storey, converted Tuscany farmhouse has been meticulously restored in a simple, rustic style, employing high-quality traditional materials.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 16

3 Nights min stay

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from £505 /night

£3529 - £5545 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa San Biagio is situated close to Montepulciano. This magnificent country house is known for being the most exclusive and stunning farmhouse you can find in this area. It is the perfect choice if you are looking for a peaceful and relaxing holiday.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £392 /night

£2742 - £3831 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Casa Oliveto is the guest villa, and sits at the end of an olive grove known for producing one of Italy's premier extra virgin olive oils. The villa, the pool & the gardens are totally private - separated from the main house by a large expanse of olive grove.  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £219 /night

£1533 - £2904 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Croce, recently restored, is situated on one of the most beautiful and panoramic hills around Montepulciano.  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £64 /night

£444 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Struttura situata a 2 km dal centro storico di Montepulciano, situata su una collina con vista diretta sul paese e sulle vigne dalle quali viene prodotto il vino nobile di Montepulciano e sulla Valdichiana. Oltre al giardino interno recintato è presente anche un piccolo giardino esterno con frutteto.  …see more

8 Photos

Farmhouse | 1 Bedroom | sleeps 2

1 night min stay

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from £69 /night

£479 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Descrizione: L'agriturismo Riccarelli è situato nel Comune di Montepulciano, vicinissimo al territorio del Parco Culturale e Naturale della Val d'Orcia lungo la strada provinciale che da Montepulciano conduce a Pienza.  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 7

1 night min stay

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from £159 /night

£1112 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
A disposizione dei clienti ci sono due zone comuni per colazioni o svago : un'ampio salone e il porticato al primo piano.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £76 /night

£530 - £659 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Appartamento 4 persone (due in letto matrimoniale, due su divano-letto). Arredato con cura ed eleganza, con servizi privati e cucina autonoma con forno e frigorifero, tv lcd satellitare, riscaldamento autonomo a gas, aria condizionata, camino a legna, biancheria  …see more

4 Photos

House | 4 Bedrooms | sleeps 6

2 Nights min stay

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from £45 /night

£311 / week

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Key info:

  • Nearest beach 200 km
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
Cas colonica immersa nella campagna toscana con possibilità di escursioni, itinerari turistici ed enogastronomici, soggiorni nelle terme vicine di Rapolano e Bagnovignoni. Escursioni e visite dei siti della Val D'orcia e dei siti Etruschi di Chiusi.  …see more

17 Photos

B&B | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £62 /night

£428 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Every morning the lady of the house makes amazing and always new breakfasts, created with the genuine products of the area and with a deep experience of cooking. Gluten intolerant breakfast. Please notify us in advance.  …see more

9 Photos

Farmhouse | 9 Bedrooms | sleeps 22

2 Nights min stay

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from £80 /night

£559 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Beautiful estate were you can have organize a holiday in a private structure or bed and breakfast service.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

4 Nights min stay

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from £311 /night

£2174 - £3105 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
The place is peaceful, outside in the garden; you have the possibility to relax under the trees or to eat under the stars. Beautiful structure for a relaxing holiday in the tuscany area . ask for availability we have several solution for you. also self catering apartments with breakfast service.  …see more

15 Photos

Watermill | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £222 /night

£1553 - £2351 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Beutiful old structure located in one of the most unspoiled place of the area. this Villa , with two annex one just adjacent , the second at 100 meters , is ideal for family or friends groups.  …see more

20 Photos

Farmhouse | 1 Bedroom | sleeps 3

3 Nights min stay

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from £125 /night

£870 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Apartment located inside an Agriturismo in Montepulciano Tuscany. The apartment has a double room, a kitchen, a dining room with Fireplace and a private batrhoom with Jacuzzi. Available to clients: Private Parking, Gazebo and Swimming Pool.  …see more