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65 Results  |  
24 Photos

Villa / 6 Bedrooms / sleeps 12

Excellent 5/5 

4 Nights min stay

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from £256 / night

£1789 - £2555 / week

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Key info:

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

24 Photos

Farmhouse / 5 Bedrooms / sleeps 10

Very Good 4.5/5 

Short stays welcome

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from £178 / night

£1241 - £2500 / 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

20 Photos

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

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from £73 / night

£511 - £1095 / 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

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

18 Photos

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

2 Nights min stay

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from £47 / night

£329 - £643 / 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
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

23 Photos

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

1 night min stay

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from £58 / night

£402 - £533 / week

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Late Deal: save up to €210 (approx. £153)

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

18 Photos

Farmhouse / 2 Bedrooms / sleeps 4

Excellent 5/5 

Short stays welcome

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from £53 / night

£365 - £511 / week

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Key info:

  • Nearest beach 106 km
  • Great 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

24 Photos

Apartment / 2 Bedrooms / sleeps 6

Excellent 5/5 

1 night min stay

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from £53 / night

£365 - £949 / week

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Key info:

  • Nearest beach 170 km
  • Great for children of all ages
  • Car not necessary
  • 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

23 Photos

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

2 Nights min stay

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from £32 / night

£219 - £365 / 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

52 Photos

Apartment / 2 Bedrooms / sleeps 5

Very Good 4.5/5 

2 Nights min stay

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from £53 / night

£365 - £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
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

25 Photos

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

2 Nights min stay

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from £37 / night

£256 - £402 / 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 tuscan hills The flat is in the quietest and central zone in Montepulciano and tehere is a free parking just 150 mt near  …see more

24 Photos

Farmhouse / 7 Bedrooms / sleeps 16

Very Good 4.5/5 

1 night min stay

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from £313 / night

£2190 - £2920 / 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

15 Photos

Watermill / 6 Bedrooms / sleeps 12

3 Nights min stay

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from £183 / night

£1278 - £1935 / 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 £256 / night

£1789 - £3263 / 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

24 Photos

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £1479 / night

£10348 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
This large farmhouse was famous as far back as the 10th century as a post-house for changing coaches and horses along the Via Francigena and the architecture of the house shows this origin.  …see more

21 Photos

Castle / 6 Bedrooms / sleeps 16

7 Nights min stay

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from £376 / night

£2628 - £2811 / 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

7 Photos

Hotel apartment / 7 Bedrooms / sleeps 22

1 night min stay

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from £84 / night

£584 - £3577 / 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

11 Photos

Apartment / 2 Bedrooms / sleeps 5

2 Nights min stay

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from £51 / night

£351 - £438 / 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

20 Photos

Villa / 12 Bedrooms / sleeps 24

7 Nights min stay

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from £1971 / night

£13796 / 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

9 Photos

Apartment / 1 Bedroom / sleeps 2

2 Nights min stay

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from £42 / night

£292 / 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

17 Photos

Farmhouse / 4 Bedrooms / sleeps 8

2 Nights min stay

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from £146 / night

£1022 - £1168 / 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

21 Photos

Villa / 8 Bedrooms / sleeps 20

Short stays welcome

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from £470 / night

£3285 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa located on top of a hill and dipped between wineyards. Due to its strategic position, in Valiano di Montepulciano, half way from Rome to Florence and on the border between Tuscany and Umbria region, it will be easy to visit the most artistic towns in Italy  …see more

21 Photos

Farmhouse / 3 Bedrooms / sleeps 6

2 Nights min stay

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from £146 / night

£1022 / 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

19 Photos

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £204 / night

£1424 - £3395 / 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

25 Photos

House / 3 Bedrooms / sleeps 6

2 Nights min stay

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from £105 / night

£730 - £1424 / week

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Key info:

  • Suitable for children over 5
  • Car advised
  • No pets allowed
CAMERE 3 POSTI LETTO 6 BAGNI 3 1/2 SAUNA CAMINO  …see more

15 Photos

Apartment / 2 Bedrooms / sleeps 5

1 night min stay

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from £51 / night

£351 - £475 / 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. Dal 22 novembre al 06 gennaio Mercatini di Natale e casa di Babbo Natale a Montepulciano  …see more

20 Photos

Farmhouse / 1 Bedroom / sleeps 3

3 Nights min stay

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from £103 / night

£716 / week

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Key info:

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

9 Photos

Farmhouse / 9 Bedrooms / sleeps 22

2 Nights min stay

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from £66 / night

£460 - £3577 / 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

6 Photos

Apartment / 2 Bedrooms / sleeps 4

1 night min stay

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from £53 / night

£365 / 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

9 Photos

Apartment / 2 Bedrooms / sleeps 6

1 night min stay

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from £27 / night

£183 / 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

11 Photos

Apartment / 2 Bedrooms / sleeps 6

Min stay varies

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from £53 / night

£365 / week

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Key info:

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

23 Photos

B&B / 1 Bedroom / sleeps 2

1 night min stay

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from £55 / night

£384 / 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

20 Photos

Apartment / 2 Bedrooms / sleeps 6

1 night min stay

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from £38 / night

£263 - £278 / 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

24 Photos

Farmhouse / 1 Bedroom / sleeps 2

1 night min stay

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from £53 / night

£365 / 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 £167 / night

£1168 / 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

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £199 / night

£1387 - £2628 / 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

24 Photos

Farmhouse / 4 Bedrooms / sleeps 10

7 Nights min stay

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from £190 / night

£1328 - £2212 / 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
Villa / Farmhouse / Home in Petrignano with 4 bedrooms sleeps 10  …see more

24 Photos

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £211 / night

£1475 - £1571 / 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

12 Photos

Villa / 5 Bedrooms / sleeps 10

Min stay varies

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from £354 / night

£2475 - £3643 / 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

7 Nights min stay

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from £230 / night

£1606 / 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

18 Photos

Villa / 4 Bedrooms / sleeps 9

Min stay varies

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from £183 / night

£1278 - £2117 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Unique villa with swimming pool.  …see more

23 Photos

Villa / 5 Bedrooms / sleeps 9

7 Nights min stay

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from £248 / night

£1730 - £3384 / 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

Apartment / 2 Bedrooms / sleeps 6

3 Nights min stay

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from £79 / night

£548 - £723 / 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 / 5 Bedrooms / sleeps 10

Min stay varies

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from £199 / night

£1387 - £3285 / 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

Farmhouse / 8 Bedrooms / sleeps 16

7 Nights min stay

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from £518 / night

£3621 - £6132 / 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

22 Photos

Farmhouse / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £135 / night

£940 - £1850 / 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

24 Photos

Villa / 7 Bedrooms / sleeps 20

Min stay varies

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from £261 / night

£1825 - £6064 / 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

20 Photos

Farmhouse / 5 Bedrooms / sleeps 13

7 Nights min stay

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from £121 / night

£846 - £1801 / 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 / 7 Bedrooms / sleeps 16

3 Nights min stay

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from £495 / night

£3465 - £5309 / 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

24 Photos

Cottage / 2 Bedrooms / sleeps 4

5 Nights min stay

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from £261 / night

£1825 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Cottage Brettinaandnbsp;andnbsp;is a Tuscan cottage rental located at Montepulciano, Siena surrounded by vineyards, cypress and walnut trees. Thisandnbsp;80 square meterandnbsp;house can accommodateandnbsp;4 peopleandnbsp;for stay. The Cottage Brettina has  …see more

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