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42 Holiday homes in Montepulciano

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42 Results  |  
11 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

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

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from £196 /night

£1368 - £1539 / 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

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

Featured properties

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

22 Photos

Cottage | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £35 /night

£242 - £783 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
This charming rural cottage is a converted farm building in the heart of the countryside near Montepulciano. It is ideally situated with its own private garden space surrounded by hills and vineyards, where guests can relax and enjoy the peaceful surroundings. It is also only a few minutes away from the shops, restaurants and bars of the nearby villages.  …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

11 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £37 /night

£257 - £599 / 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

Farmhouse | 9 Bedrooms | sleeps 22

2 Nights min stay

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from £77 /night

£539 / 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

19 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

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from £74 /night

£513 / week

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Key info:

  • Nearest beach 170 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
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

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

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

12 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £254 /night

£1775 - £2097 / 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

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 4

Excellent 5/5 

3 Nights min stay

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from £110 /night

£770 - £1283 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
At MOntorio is easy to arrive and difficult to live, will be your home in Tuscany. Montorio has a special and unique spot , and you will feel in love for it  …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

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

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

46 Photos

Farmhouse | 7 Bedrooms | sleeps 16

3 Nights min stay

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from £542 /night

£3791 - £5807 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montepulciano with 7 bedrooms sleeps 16  …see more

12 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 Cortona with 8 bedrooms sleeps 16  …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 | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £231 /night

£1613 - £1718 / 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

22 Photos

Villa | 6 Bedrooms | sleeps 12

 

2 Nights min stay

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from £492 /night

£3442 - £5073 / 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

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

17 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £526 /night

£3678 - £4033 / 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
  • Private garden
A stunning residence built into the ancient city walls of the medieval and atmospheric town of Castelmuzio, BORGO ANTICO is the epitome of style and grace. Situated in the tiny but charming Piazza San Bernardino in the town's historic center  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £225 /night

£1573 - £3750 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
At Villa Valpoliziana, which has been described as a ´paradise on earth´ you will rediscover how to relax and get in touch with nature surrounded by wonderful opportunities to discover the amazing Tuscan culture and wonderful towns such as Montepulci  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £14 /night

£95 - £1297 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
gorgeous villa sleeps 8 people, so it is perfect for a large group of friends and is located in Tuscany Italy. This property is perfect if you seek an amazing experience. The villa features: a swimming Pool, an internet Connection .  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £14 /night

£95 - £1632 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
stunning accommodation, located in Tuscany Italy, has a max. capacity of 6 people. This stunning accommodation is perfect for families and friends  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

2 Nights min stay

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from £49 /night

£342 - £599 / 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

17 Photos

Farmhouse | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £147 /night

£1026 - £1112 / 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

22 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £59 /night

£411 - £488 / 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

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

25 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £123 /night

£855 - £1667 / week

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Key info:

  • Suitable for children over
  • Car advised
  • No pets allowed
CAMERE 3 POSTI LETTO 6 BAGNI 3 1/2 SAUNA CAMINO  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £62 /night

£428 / 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

15 Photos

B&B | 3 Bedrooms | sleeps 9

1 night min stay

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from £42 /night

£291 / 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

4 Photos

House | 4 Bedrooms | sleeps 6

2 Nights min stay

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from £43 /night

£300 / 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

19 Photos

Apartment | 2 Bedrooms | sleeps 8

Excellent 5/5 

Min stay varies

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from £49 /night

£342 - £1283 / 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

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

Min stay varies

Add to shortlist

Key info:

  • Nearest beach 120 km
  • Great for children of all ages
  • No pets allowed
These quaint apartments are perfect for guests who want a holiday full of complete relaxation, while enjoying terrific views of Montepulciano and the surrounding valley. It is in the perfect location to discover the cultural and historical heritage o  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

Add to shortlist

Key info:

  • Nearest beach 120 km
  • Great for children of all ages
  • No pets allowed
These quaint apartments are perfect for guests who want a holiday full of complete relaxation, while enjoying terrific views of Montepulciano and the surrounding valley. It is in the perfect location to discover the cultural and historical heritage o  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Nearest beach 120 km
  • Great for children of all ages
  • No pets allowed
These quaint apartments are perfect for guests who want a holiday full of complete relaxation, while enjoying terrific views of Montepulciano and the surrounding valley. It is in the perfect location to discover the cultural and historical heritage o  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

Add to shortlist

Key info:

  • Nearest beach 120 km
  • Great for children of all ages
  • No pets allowed
These quaint apartments are perfect for guests who want a holiday full of complete relaxation, while enjoying terrific views of Montepulciano and the surrounding valley. It is in the perfect location to discover the cultural and historical heritage o  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Nearest beach 120 km
  • Great for children of all ages
  • No pets allowed
These quaint apartments are perfect for guests who want a holiday full of complete relaxation, while enjoying terrific views of Montepulciano and the surrounding valley. It is in the perfect location to discover the cultural and historical heritage o  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

Min stay varies

Add to shortlist

Key info:

  • Nearest beach 120 km
  • Great for children of all ages
  • No pets allowed
These quaint apartments are perfect for guests who want a holiday full of complete relaxation, while enjoying terrific views of Montepulciano and the surrounding valley. It is in the perfect location to discover the cultural and historical heritage o  …see more