List your home
Apply filters
£ to

27 Holiday homes in Montepulciano

Reset search

Show results on map

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
2,530 properties
Florence
986 properties
Trapani
505 properties
Venice, Veneto
498 properties
Amalfi Coast
471 properties
Lucca
436 properties
Palermo
423 properties
Cortona
419 properties
Sorrento, Campania
350 properties
Cefalu
314 properties
San Gimignano
300 properties
Greve in Chianti
276 properties
Taormina
275 properties
Alghero
259 properties

Filters applied: Car not required (27)

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
27 Results  |  
23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £43 /night

£297 - £424 / week

View

Key info:

  • Great for children of all ages 5
  • 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

11 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £37 /night

£255 - £594 / week

View

Key info:

  • Great for children of all ages 5
  • 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

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £389 /night

£2720 - £3800 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
Casa Oliveto is the guest villa, and sits at the end of an olive grove known for producing one of Italy's premier extra virgin olive oils. The villa, the pool & the gardens are totally private - separated from the main house by a large expanse of olive grove.  …see more

Featured properties

9 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £60 /night

£414 - £631 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

18 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

Add to shortlist

from £58 /night

£400 - £560 / week

View

Key info:

  • Nearest beach 106 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
The apartment has two bedrooms one big bathroom and a service bath.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 20

3 Nights min stay

Add to shortlist

from £286 /night

£2000 - £6646 / 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

20 Photos

Villa | 1 Bedroom | sleeps 10

5 Nights min stay

Add to shortlist

from £343 /night

£2400 - £3200 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Romanzaandnbsp;is a large villa for rent in Tuscany with over 100 years of history.andnbsp;The villa can accommodate up toandnbsp;10 peopleandnbsp;in its lovely duplex apartment situated on theandnbsp;first and second floor of the property.andnbsp;  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £152 /night

£1064 - £2964 / 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

24 Photos

Cottage | 2 Bedrooms | sleeps 4

5 Nights min stay

Add to shortlist

from £286 /night

£2000 / 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

12 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £144 /night

£1008 - £1232 / 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 | 5 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £272 /night

£1900 - £3600 / 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

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £400 /night

£2800 - £3800 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Casa Romanzaandnbsp;boasts a lovely location on the hilltops of Castelmunzio, a small and delightful village in the undulating Tuscan countryside. andnbsp;Accommodating up toandnbsp;10 persons on two floors, Casa Romanza includes a vast swimming pool and the most  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

Add to shortlist

from £677 /night

£4734 - £5118 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
Luxury holiday house for 16 persons, with swimming pool , in Chiusi - Chianciano  …see more

15 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £156 /night

£1090 - £2140 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 10 persons, with swimming pool , in Cortona  …see more

13 Photos

Villa | 5 Bedrooms | sleeps 13

7 Nights min stay

Add to shortlist

from £141 /night

£981 - £2083 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 13 persons, with swimming pool , in Cortona  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

Add to shortlist

from £290 /night

£2028 / 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

23 Photos

Villa | 5 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £446 /night

£3120 - £5200 / week

View

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

14 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £96 /night

£672 - £784 / 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

13 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £69 /night

£482 - £833 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Apartment for 4 persons, with swimming pool , in Montepulciano  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

Add to shortlist

from £286 /night

£2000 / 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 | 7 Bedrooms | sleeps 14

5 Nights min stay

Add to shortlist

from £669 /night

£4680 - £5720 / 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

24 Photos

Villa | 8 Bedrooms | sleeps 14

5 Nights min stay

Add to shortlist

from £480 /night

£3360 - £4704 / 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

19 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £68 /night

£472 - £826 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Beautiful charming flat, very romantic, old residence of the great-grandfather of the owner, notary in Montepulciano  …see more

20 Photos

Lodge | 16 Bedrooms | sleeps 36

1 night min stay

Add to shortlist

from £107 /night

£744 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
The hotel is located on a hill in Tuscany, in the province of Siena, in the town center with panoramic views of Lake Trasimeno and the Val di Chiana  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

Add to shortlist

from £49 /night

£340 - £594 / week

View

Key info:

  • Great for children of all ages 5
  • 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

14 Photos

Condo | 5 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £152 /night

£1060 - £1272 / week

View

Key info:

  • Great for children of all ages 5
  • 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.  …see more

5 Photos

B&B | 4 Bedrooms | sleeps 12

2 Nights min stay

Add to shortlist

from £146 /night

£1018 / 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