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46 Holiday homes in Montepulciano

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46 Results  |  
24 Photos

Farmhouse | 7 Bedrooms | sleeps 16

Very Good 4.5/5 

1 night min stay

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from £364 /night

£2544 - £3901 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

23 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £76 /night

£530 - £944 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable 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

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £68 /night

£475 - £586 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
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

Featured properties

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

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from £194 /night

£1357 - £1527 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

11 Photos

Farmhouse | 1 Bedroom | sleeps 2

1 night min stay

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from £61 /night

£424 - £509 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
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

20 Photos

Farmhouse | 1 Bedroom | sleeps 3

3 Nights min stay

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from £119 /night

£832 / week

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Key info:

  • Swimming pool
  • Suitable 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

15 Photos

Watermill | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £146 /night

£1018 - £2248 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • 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

19 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £223 /night

£1560 - £3000 / 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 6 From 2160€ to 3480€ a week  …see more

21 Photos

Castle | 6 Bedrooms | sleeps 16

7 Nights min stay

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from £412 /night

£2880 - £3080 / week

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Key info:

  • Swimming pool
  • Suitable 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

22 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £120 /night

£840 - £1200 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • 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

7 Nights min stay

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from £500 /night

£3500 - £5500 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • 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

Farmhouse | 9 Bedrooms | sleeps 20

7 Nights min stay

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from £229 /night

£1600 - £3280 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Antique farmhouse with two floors and two outbuildings, which was recently renovated into a more than 100 hectares with wine grounds and olive groves. In the maintained and private garden guests will find a beautiful and panoramic swimming pool.  …see more

12 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £388 /night

£2712 - £3992 / 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

12 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £252 /night

£1760 - £3040 / week

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Key info:

  • Swimming pool
  • Suitable 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

18 Photos

Apartment | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

1 night min stay

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from £67 /night

£467 - £721 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
Located in a wonderful area, along the wine road that leads from Montepulciano to Pienza, sorrounded by vineyards, olive trees, fields, woods. we offer self catering apartments , and also B&B service . new airport at 30 Km distance http://www.airport.umbria.it/en ASK AVAILABILITY we have apartment 4 people located in rustic farmhouses  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £219 /night

£1527 - £2968 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable 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

24 Photos

Guest house | 7 Bedrooms | sleeps 14

Short stays welcome

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from £606 /night

£4240 - £6106 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Villa in the historical and cultural heart of Tuscany near the centre of Montepulciano, with restaurant, market and cafe/bar, all at our door step. We offer Internet connection, buffet breakfast, dinner in private terrace, wine tour, Jacuzzi and a wanderfull gaden. Ardene provides its guests with a high standard of accommodation. The private swimmingpool is wonderful!  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £271 /night

£1896 - £3708 / week

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Key info:

  • Swimming pool
  • Suitable 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

24 Photos

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £272 /night

£1900 - £3600 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Positioned on a hilltop, theandnbsp;Villa Pietraandnbsp;is the most fabulous panorama beauty. It gives the sensational and arresting view of the valley where the famous "Nobile di Montepulciano" wine is created. The very look of the villa gives an impression of  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £144 /night

£1008 - £1232 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Recently renovated, 110 square metre apartment for 4 people situated in the main piazza of the beautiful village of Montepulciano with stunning views of both the piazza and of the surrounding countryside.andnbsp; 2 bedroomsandnbsp;as 1 double andandnbsp;1  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £152 /night

£1064 - £2964 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Riccoandnbsp;is a charmingly restored farmhouse sits immersed in cultivated fields with breathtaking views of the Tuscan countryside.andnbsp; The villa hasandnbsp;two floors. On theandnbsp;ground floorandnbsp;aandnbsp;large arch wood and glass doorandnbsp;step  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 20

3 Nights min stay

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from £286 /night

£2000 - £6646 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Artisti,andnbsp;Luxury Tuscany Wedding Villa Rental sleepsandnbsp;20 People.This spacious villa hasandnbsp;two floorsandnbsp;of living quarters where Guests can freely relax in the shade of oak and cypress trees in the large garden surrounding the house.andnbsp;  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £669 /night

£4680 - £5720 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Chiaraandnbsp;is a lovely Tuscan rental located in Montepulciano, Siena. The villa has been completely furnished andnbsp;and restored with both modern and antique pieces. This holiday villa is set on a beautiful landscape surrounded by fruit trees and olive  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 14

5 Nights min stay

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from £480 /night

£3360 - £4704 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
A remarkable villa, replete with ancient history, situated in Montepulciano,andnbsp;Villa Dal Pinetto, offers impressive views of vineyards, olive groves, neighbouring towns including Cortona and Chianciano Terme, an ancient town with thermal baths situated around its  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £69 /night

£482 - £833 / week

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Key info:

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

12 Photos

Farmhouse | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £567 /night

£3968 - £6720 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in Cortona with 8 bedrooms sleeps 16  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £96 /night

£672 - £784 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Palazzoandnbsp;Apartment inandnbsp;Montepulciano Italyandnbsp;is distinctly raunchy and practically chic in its own way.andnbsp; Set up on theandnbsp;topmost floor, this has the power to prolong the stay of any occupier who comes to abide in by giving the best view  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £229 /night

£1600 - £1704 / 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

24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £677 /night

£4734 - £5118 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Luxury holiday house for 16 persons, with swimming pool , in Chiusi - Chianciano  …see more

12 Photos

Farmhouse | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £572 /night

£4000 - £4400 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montepulciano with 8 bedrooms sleeps 16  …see more

12 Photos

Farmhouse | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £572 /night

£4000 - £4400 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montepulciano with 8 bedrooms sleeps 16  …see more

24 Photos

Farmhouse | 7 Bedrooms | sleeps 16

3 Nights min stay

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from £538 /night

£3760 - £5760 / week

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Key info:

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

13 Photos

Villa | 5 Bedrooms | sleeps 13

7 Nights min stay

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from £141 /night

£981 - £2083 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 13 persons, with swimming pool , in Cortona  …see more

10 Photos

Farmhouse | 5 Bedrooms | sleeps 13

7 Nights min stay

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from £131 /night

£917 - £1954 / week

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Key info:

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

23 Photos

Villa | 5 Bedrooms | sleeps 8

5 Nights min stay

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from £446 /night

£3120 - £5200 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Celiaandnbsp;is an extraordinary , fully restored Tuscan Villa rental located in Castelmuzio, Siena.andnbsp;It is a beautiful villa ofandnbsp;400 square metersandnbsp;and can easily accommodateandnbsp;8 people. Villa Celia is comprised ofandnbsp;three  …see more

11 Photos

Farmhouse | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £146 /night

£1020 - £2007 / week

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Key info:

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

18 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £58 /night

£400 - £560 / week

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Key info:

  • Nearest beach 106 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
The apartment has two bedrooms one big bathroom and a service bath.  …see more

20 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £67 /night

£467 - £509 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
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. Montepulciano è punto di partenza per visitare tante città d'arte: Pienza,Siena,Perugia, Arezzo,Firenze ecc.  …see more

17 Photos

Farmhouse | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £146 /night

£1018 - £1357 / week

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Key info:

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

18 Photos

Apartment | 2 Bedrooms | sleeps 7

2 Nights min stay

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from £50 /night

£348 - £509 / week

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Key info:

  • Suitable 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

Villa | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £61 /night

£424 - £594 / week

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Key info:

  • Nearest beach 158 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villetta indipendente con giardino e parcheggio esclusivi. immersa nel verde della campagna toscana a soli 5 minuti a piedi dal centro storico di Montepulciano, dall'autostazione e dal supermercato. Camere climatizzate con uso gratuito della connessione internet wi-fi. Interni in autentico stile toscano: travi in legno, nicchie e l'antico focolare caratterizzano la struttura.  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 5

1 night min stay

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from £73 /night

£509 - £636 / week

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Key info:

  • Nearest beach 116 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

15 Photos

B&B | 3 Bedrooms | sleeps 9

Min stay varies

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
b&b nella campagna di Montepulciano, Punto strategico per visitare sia la Toscana che l'Umbria.  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 4

Min stay varies

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from £69 /night

£480 - £768 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
The Terrarossa farm holiday resort is deep in the stunning hills around Montepulciano.  …see more

14 Photos

Apartment | 4 Bedrooms | sleeps 8

Min stay varies

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from £107 /night

£744 - £1600 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Ideal location for a relaxing vacation in the warm atmosphere of an old farmhouse that has retained its original architectural details. The house consists of only one apartment for 8 people. The apartment is on the 1st Stock.  …see more

11 Photos

Farmhouse | 9 Bedrooms | sleeps 18

Min stay varies

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from £240 /night

£1680 - £3280 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Antique farmhouse with two floors, recently renovated in a more than 100 hectares with wine grounds and olive groves. In the maintained and private garden guests will find a beautiful and panoramic swimming pool.  …see more