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47 Holiday homes in Montepulciano

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47 Results  |  
24 Photos

Farmhouse | 7 Bedrooms | sleeps 16

Very Good 4.5/5 

1 night min stay

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from £346 /night

£2420 - £3226 / 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

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

Excellent 5/5 

Short stays welcome

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from £196 /night

£1371 - £2763 / 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

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £70 /night

£484 - £1291 / 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. In the core of Tuscany  …see more

Featured properties

23 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £72 /night

£500 - £890 / 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 £56 /night

£388 - £500 / 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

26 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £29 /night

£202 - £565 / 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

20 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £64 /night

£444 - £484 / 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

21 Photos

Cottage | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £58 /night

£404 - £565 / week

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Key info:

  • Nearest beach 158 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • 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.  …see more

6 Photos

House | 1 Bedroom | sleeps 2

Excellent 5/5 

3 Nights min stay

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from £35 /night

£242 / 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

19 Photos

Apartment | 2 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £47 /night

£323 - £1210 / 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
Agriturismo nel sud della Toscana , a Montepulciano , tra la Val d'Orcia e la Valdichiana , a conduzione familiare , di piccole dimensioni ,vicino al centro storico, con vista panoramica , coltivazioni biologiche di uva , olivi , alberi da frutta IL Sorbo è assolutamente indipendente e gode di una splendida vista sulla tipica campagna toscana  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

4 Nights min stay

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from £283 /night

£1976 - £3605 / 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

18 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £265 /night

£1855 - £4597 / 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

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

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from £185 /night

£1291 / 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

20 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

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from £44 /night

£307 / 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

16 Photos

Villa | 3 Bedrooms | sleeps 7

1 night min stay

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from £70 /night

£484 - £847 / 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

17 Photos

Guest house | 7 Bedrooms | sleeps 16

1 night min stay

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from £73 /night

£509 - £5162 / week

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Key info:

  • Not suitable for children
  • No pets allowed
There is something that suits everybody's fancy!  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £70 /night

£484 - £605 / 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
It's composed from a stay- kitchen with read couch and fire place, two double bedrooms and a big bath with double console and Jacuzzi. In the stay-kitchen: tv sat. Guests can purchase Vino Nobile di Montepulciano and Extra Virgin Olive Oil from the farm  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £225 /night

£1573 - £3750 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Elegant air-conditioned villa with private pool to rent close to Montepulciano – sleeps 8 From 2300€ to 4650€ a week  …see more

17 Photos

B&B | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £47 /night

£323 - £404 / 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

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £47 /night

£323 / 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

24 Photos

Farmhouse | 1 Bedroom | sleeps 2

1 night min stay

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from £58 /night

£404 / 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

9 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £64 /night

£444 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Apartment located in a very green and quiet area just few meters form the old town centre of Montepulciano, the ideal place to relax beeing in contact with the nature. Free wifi connection, garden, swimming pool, jacuzzi  …see more

7 Photos

Hotel apartment | 7 Bedrooms | sleeps 22

1 night min stay

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from £93 /night

£646 - £3952 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
It is the second structure that we have opened. Half way up the main street of Montepulciano, a few meters from Piazza delle Erbe and the Tower of Pulcinella, “La Dimora” provides large space and is equipped with every comfort, air conditioning and Wi-Fi included. On t  …see more

4 Photos

House | 4 Bedrooms | sleeps 6

2 Nights min stay

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from £41 /night

£283 / 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

5 Photos

Apartment | 2 Bedrooms | sleeps 3

Min stay varies

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from £35 /night

£242 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Agriturismo Raggio di Sole is about few meters from the city of Montepulciano, famous all over the world for the Vino Nobile and rich in artistical and cultural events: Cantiere Internazionale d'Arte, Bruscello, Bravìo etc..  …see more

5 Photos

B&B | 1 Bedroom | sleeps 4

1 night min stay

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from £97 /night

£678 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
centralissimo a Montepulciano, camere con bagno e vista panoramica sulla campagna senese  …see more

10 Photos

Villa | 13 Bedrooms | sleeps 27

2 Nights min stay

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from £81 /night

£565 - £726 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
E' possibile gustare la squisita cucina locale e nel contempo immergersi nella cultura artistica di Siena e della vicina Firenze o semplicemente in "un dolce far niente". Tutto questo è "Casa al Bosco", luogo ideale per chiunque voglia vivere una vacanza all'insegna del  …see more

17 Photos

Farmhouse | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £139 /night

£968 - £1291 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Beautiful country house in Tuscany, Siena  …see more

5 Photos

B&B | 1 Bedroom | sleeps 3

1 night min stay

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from £81 /night

£565 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
centralissimo a Montepulciano, camere con bagno e vista panoramica sulla campagna senese  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 5

1 night min stay

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from £70 /night

£484 - £605 / 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

9 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

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from £29 /night

£202 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • 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

21 Photos

Farmhouse | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £162 /night

£1130 / 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

15 Photos

B&B | 3 Bedrooms | sleeps 9

1 night min stay

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from £40 /night

£275 / 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

5 Photos

B&B | 4 Bedrooms | sleeps 12

2 Nights min stay

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from £139 /night

£968 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Agriturismo biologico, bed and breakfast,fattoria biologica, cucina vegetariana e vegana,  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £52 /night

£363 - £404 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • No pets allowed
Appartamento vicino al Centro Termale di Montepulciano  …see more

23 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £61 /night

£424 / 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

11 Photos

Farmhouse | 4 Bedrooms | sleeps 13

Min stay varies

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from £150 /night

£1049 - £1371 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 150 km
  • Ski
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Tipico casale toscano immerso nel bosco di Montepulciano (SI) con vista su vallata, bosco, colline toscane e lago. Dista soli 6 km. dal centro storico di Montepulciano (SI) noto per le sue magnifiche bellezze artistiche e storiche. Possibilità di avere disponibilità di personale dei servizio, baby sitter, nolo bici, equitazione.  …see more

12 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £391 /night

£2734 - £3541 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Podere Montepulciano sits on a hill just ten minutes drive away from captivating Renaissance town Pienza.  …see more

20 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night 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 advised
  • No pets allowed
  • Private garden
Casa Moscatella is a characteristic three-story age-old farm house surrounded by vineyards and olive groves. It sleeps six people. From Casa Moscatella you will enjoy a fascinating view of Montepulciano and of the hills of Valdichiana  …see more

12 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £277 /night

£1936 - £2904 / 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

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

13 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £68 /night

£470 - £813 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 4 persons, with swimming pool , in Montepulciano  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £274 /night

£1912 - £3738 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Maramai, now a charming country house, used to be a small farm with 3 separate buildings. It is named after the Tuscan farmer's family who lived there until the early '70s.  …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

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 | 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 | 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

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