List your home
Apply filters
£ to

20 Holiday homes in Montepulciano

Reset search

Show results on map

Filter your search

Price per night

£ to

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Siena Clear
  • Montepulciano Clear
  • All locations
  • Gracciano (1)
  • Valiano (2)

more +

less -

Also consider

Coastal Cottages
222 properties
Sardinia
478 properties
Tuscany
3,181 properties
Lake Garda Area
103 properties
Lake Como Area
494 properties
Sicily
634 properties
Rome
4,150 properties
Florence
1,435 properties
Milan
509 properties
Cefalu
399 properties
Catania
354 properties
Naples
312 properties
Ostuni
295 properties
Montaione
243 properties
Venice
243 properties
Noto
242 properties
Turin
220 properties
Bologna
184 properties
Praiano
182 properties
Sciacca
160 properties

Filters applied: Car not required (20)

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
20 Results  |  
18 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

Add to shortlist

from £58 /night

£404 - £565 / week

View

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

11 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £47 /night

£323 - £565 / week

View

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

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £35 /night

£242 - £404 / week

View

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

Featured properties

14 Photos

Condo | 5 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £173 /night

£1210 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Appartamento Attico Mansarda a Montepulciano Centro Storico, completamente autonomo. Grandi spazi sia nelle camere che nei due salotti. Cucina con tinello/pranzo con grande tavolo e tutto il necessario per 10/12 ospiti, completamente fornita di stoviglie,2 frigoriferi. In ottima posizione per visitare i Mercatini di Natale+Casa Babbo Natale dal 22 novembre al 6 gennaio 2014.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £58 /night

£404 - £686 / week

View

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

9 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £56 /night

£390 - £495 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Guests will find inspiring spaces for reading and relaxing, a beautiful swimming pool, a panoramic terrace, solarium, barbeque and a bread-oven with covered area. Guests can purchase Vino Nobile di Montepulciano and Extra Virgin Olive Oil from the farm  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £29 /night

£202 / week

View

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

5 Photos

B&B | 4 Bedrooms | sleeps 12

2 Nights min stay

Add to shortlist

from £139 /night

£968 / week

View

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

24 Photos

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £274 /night

£1916 - £2621 / week

View

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

13 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £68 /night

£470 - £813 / week

View

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

24 Photos

Villa | 7 Bedrooms | sleeps 20

3 Nights min stay

Add to shortlist

from £289 /night

£2017 - £4603 / week

View

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

14 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £97 /night

£678 / week

View

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

24 Photos

Villa | 7 Bedrooms | sleeps 14

Min stay varies

Add to shortlist

from £404 /night

£2823 - £5767 / week

View

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

20 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £154 /night

£1073 / week

View

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

12 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £146 /night

£1017 / week

View

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

24 Photos

Villa | 8 Bedrooms | sleeps 14

5 Nights min stay

Add to shortlist

from £484 /night

£3388 / week

View

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

24 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

Add to shortlist

from £293 /night

£2045 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Casa Gavinaandnbsp;is a Tuscan farmhouse rental situated in a 250 acres estate surrounded by wildlife in San Miniato, Pisa.andnbsp;The farmhouse is an independent villa ofandnbsp;130 square metersandnbsp;and can comfortably sleepandnbsp;6 persons.andnbsp; Casa Gavina  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £289 /night

£2017 / week

View

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

19 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

Add to shortlist

from £289 /night

£2017 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
andlt;bandgt;Apartment Cherylandlt;/bandgt; is situated in the andnbsp;ancient villa of the medieval period, a short distance from Montepulciano and a few kilometers from the famous and beautiful southern Siena cities like Pienza, Cortona, Montefollonico and obviously  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £156 /night

£1089 - £1896 / week

View

Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Abbadia is an ancient country house located in the village of Abbadia di Montepulciano about 10 km from Montepulciano. The villa is immersed in its green manicured garden with shady mature trees and pots of flowers.  …see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page