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69 Holiday homes in Montepulciano

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69 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

5 Photos

House | 1 Bedroom | sleeps 2

Very Good 4/5 

1 night min stay

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from £39 /night

£267 / week

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Key info:

  • Not suitable for children
  • Pets welcome
Piccola, accogliente, centrale e dotata di ogni comfort  …see more

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

Featured properties

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

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

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

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

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

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

9 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

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from £32 /night

£222 / week

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Key info:

  • Swimming pool
  • Suitable for children over
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful position just outside Montepulciano, in Tuscany country and already in the country-side. Very quiet place, with parking and easily accessible. Breakfast and cooking gluten-free. Swimming pool, jacuzzi, sauna, gymn, wi-fi, solarium available. Wi-fi, safe free.  …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

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

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

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

6 Photos

House | 1 Bedroom | sleeps 2

3 Nights min stay

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from £39 /night

£267 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car essential
  • Air conditioning
  • Pets welcome
Il Grottino è un delizioso terratetto, ristrutturato nel tipico stile toscano. Situato nel centro storico della piccola e tranquilla Valiano (Montepulciano), si tratta di un luogo strategico a pochi chilometri dalle principali mete turistiche di Toscana e Umbria.  …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

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

24 Photos

Villa | 6 Bedrooms | sleeps 12

4 Nights min stay

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from £300 /night

£2095 - £3822 / 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
Nearby there are others agreeable towns like Pienza, Cortona, San Quirico d'Orcia, making it an ideal destination from which to savor the full essence of Tuscany. All around the villa an enchanting garden equipped with gazebo, table and chairs, the swimming pool  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £49 /night

£342 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
ersonal check in and check out, guests will have my mobile telephone number for any possible further assistance required. I can organize wine tours , tuscan cookery courses , horse riding. A full brochure describing all local activities is provided upon arrival . stunning gardens of La Foce are worth a visit.we recommend the Thermal Spas in Chianciano ,Bagno Vignoni.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

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from £44 /night

£308 - £325 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
The apartment is easily reached from the A1 motorway at Chiusi-Chianciano Terme, or the A1 motorway exit Valdichiana  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £67 /night

£468 - £968 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Beautiful holiday resort near Montepulciano and Pienza  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

4 Nights min stay

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from £51 /night

£355 - £767 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
holiday apartments in Montepulciano. Farm stay in a wine estate in Montepulciano  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 5

1 night min stay

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from £74 /night

£513 / week

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Key info:

  • Nearest beach 116 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
La zona e molto tranquilla immersa nel verde ma nel contempo a pochi minuti dal centro storico di Montepulciano, dove potere visitare i negozi dove si puo' fare la degustazione del vino Nobile di Montepulciano, visitare i musei e altri luoghi di interesse storico. A soli 15 minuti di auto si trovano le Terme di Chianciano.  …see more

22 Photos

Farmhouse | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £149 /night

£1038 - £2044 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Foiano Della Chiana with 5 bedrooms sleeps 10  …see more

22 Photos

Villa | 6 Bedrooms | sleeps 12

 

2 Nights min stay

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from £494 /night

£3455 - £5092 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Six bedroom historical villa in the countryside of Montepulciano, a vibrant city at the heart of the Siena region of Tuscany.  …see more

16 Photos

Villa | 8 Bedrooms | sleeps 18

2 Nights min stay

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from £1179 /night

£8250 - £11250 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
The exquisite villa is located in Contignano surrounded by spectacular views of rolling clay hills and countryside. The villa sleeps up to 19 in 8 very spacious bedrooms, 2 twins, 5 doubles and a lofted bedroom containing a sofa bed, a twin and a double bed  …see more

20 Photos

Villa | 12 Bedrooms | sleeps 24

7 Nights min stay

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from £2178 /night

£15242 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
The villa is elegant and majestic in its eighteenth century form, the location is stunning with excellent furnishing and a beautiful garden, a welcoming and cozy atmosphere in a perfect Italian style Villa.  …see more

20 Photos

Farmhouse | 5 Bedrooms | sleeps 13

7 Nights min stay

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from £134 /night

£934 - £1990 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 5 bedrooms sleeps 13  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £233 /night

£1630 - £1736 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montepulciano with 3 bedrooms sleeps 6  …see more

16 Photos

Villa | 9 Bedrooms | sleeps 18

2 Nights min stay

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from £1179 /night

£8250 - £11250 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Beautiful Tuscan property located in Contignano. The spacious villa sleeps up to 19 guests in the main house and annex. It is surrounded by breathtaking views over the Italian countryside  …see more

24 Photos

Farmhouse | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £572 /night

£4000 - £6775 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Camucia-monsigliolo with 8 bedrooms sleeps 16  …see more