Villas in Montepulciano and Apartments - Holiday Lettings - Holiday Rentals Montepulciano

Close

View larger map

Also consider

Europe Holidays
439100 properties
Italy Holidays
98927 properties
Tuscany Holidays
23555 properties
Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Valiano
25 properties
Bivio di San Biagio
20 properties
Sant'Albino
10 properties
Abbadia di Montepulciano
6 properties

Montepulciano

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
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

4,229 Holiday homes

(11) Excellent 

33

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
“Great stay!” Luca was wonderful to work with. He gave us directions on how to meet him and took us to the apartment to unload the car then helped us find a parking spot. Apartment was very nice, comfortable and close to the city center. Luca was alwa
…see more

from £80 / night

£461 - £560 / week

Book View

Responds fast!
avg. 3 hours 32 minutes

from £80 / night

12

Holiday farmhouse in Montepulciano

Province of Siena / Montepulciano

4 7 1 night min

  • 4 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly

from £222 / night

£1,151 / week

Book View

from £222 / night

(2) Excellent 

26

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £107 / night

£620 / week

Book View

from £107 / night

(1) Excellent 

18

Holiday apartment rental

Province of Siena / Montepulciano

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £58 / night

£381 - £700 / week

Book View

Responds fast!
avg. 1 hour 48 minutes

from £58 / night

(1) Excellent 

18

Montepulciano holiday home rental

Province of Siena / Montepulciano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £93 / night

£651 / week

Book View

from £93 / night

24

Lodge rental in Abbadia di Montepulciano

Montepulciano / Abbadia di Montepulciano

8 7 1 night min

  • 8 bedrooms
  • Sleeps 7
  • 1 night min
  • Nearest beach 70 km
  • Child friendly
  • Air conditioning

from £177 / night

£1,062 / week

Book View

from £177 / night

(1) Excellent 

11

Montepulciano holiday home rental

Province of Siena / Montepulciano

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly

from £111 / night

£584 - £664 / week

Book View

from £111 / night

83

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £266 / night

£1,549 / week

Book View

Responds fast!
avg. 3 hours 10 minutes

from £266 / night

(10) Excellent 

Certificate of Excellence

37

Apartment rental in Montepulciano with shared pool

Province of Siena / Montepulciano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“Excellent with children or groups” We had very enjoyable stay in a peaceful location with stunning views around. Olimpia was very helpful and everything worked as foreseen. We were trying to find a place with a scent of a history and what would suit b
…see more

Certificate of Excellence

from £45 / night

£310 / week

Book View

Responds fast!
avg. 3 hours 18 minutes

from £45 / night

(54) Excellent 

Certificate of Excellence

21

Holiday cottage in Montepulciano

Province of Siena / Montepulciano

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 158 km
  • Child friendly
  • Air conditioning
“Wish we could have stayed longer!!!” What a lovely stay we had at La Casina Toscana! Davide met us on our arrival date and gave us a very thorough tour of the property explaining where everything was and important information about the house. He was e
…see more

Certificate of Excellence

from £62 / night

£354 - £620 / week

Book View

from £62 / night

9

Holiday apartment with shared pool in Montepulciano

Province of Siena / Montepulciano

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £98 / night

£620 / week

Book View

from £98 / night

14

Montepulciano holiday home let

Province of Siena / Montepulciano

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £71 / night

£496 / week

Book View

from £71 / night

21

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly

from £76 / night

£469 - £673 / week

Book View

from £76 / night

(1) Excellent 

29

Holiday farmhouse in Montepulciano

Province of Siena / Montepulciano

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 116 km
  • Child friendly
  • Pet friendly

from £124 / night

£531 - £620 / week

Book View

from £124 / night

(2) Excellent 

29

Holiday farmhouse in Montepulciano

Province of Siena / Montepulciano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £310 / night

£1,593 - £2,301 / week

Book View

from £310 / night

5

B&b rental in Montepulciano

Province of Siena / Montepulciano

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly

from £107 / night

£744 / week

Book View

Responds fast!
avg. 3 hours 55 minutes

from £107 / night

(5) Very Good 

27

Apartment rental in Montepulciano with shared pool

Province of Siena / Montepulciano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £58 / night

£403 / week

Book View

Responds fast!
avg. 3 hours 18 minutes

from £58 / night

21

Holiday b&b in Acquaviva di Montepulciano

Montepulciano / Acquaviva di Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £36 / night

£248 / week

Book View

Responds fast!
avg. 3 hours 18 minutes

from £36 / night

26

Villa rental in Sant'Albino with swimming pool

Montepulciano / Sant'Albino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly

from £291 / night

£2,036 - £3,363 / week

Enquire View

from £291 / night

(8) Very Good 

11

Montepulciano holiday apartment let

Province of Siena / Montepulciano

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Ask about pets

from £63 / night

£429 - £1,054 / week

Book View

from £63 / night

5

Holiday b&b in Montepulciano

Province of Siena / Montepulciano

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly

from £89 / night

£620 / week

Book View

Responds fast!
avg. 3 hours 55 minutes

from £89 / night

9

Holiday b&b rental

Province of Siena / Montepulciano

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation

from £58 / night

£372 / week

Book View

from £58 / night

40

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £98 / night

£531 / week

Book View

Responds fast!
avg. 3 hours 10 minutes

from £98 / night

(1) Excellent 

17

Holiday apartment with shared pool in Montepulciano

Province of Siena / Montepulciano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £53 / night

£359 - £713 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from £53 / night

18

Holiday home in Montepulciano

Province of Siena / Montepulciano

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £102 / night

£713 / week

Book View

from £102 / night

10

Holiday home in Montepulciano

Province of Siena / Montepulciano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

from £98 / night

£531 / week

Book View

from £98 / night

(1) Excellent 

12

Holiday home rental

Province of Siena / Montepulciano

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £310 / night

£2,169 / week

Book View

from £310 / night

(9) Very Good 

41

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
“Comfortable base in the heart of Tuscany” Poggio Saragio is located on a quiet lane among vineyards and orchards, with beautiful views across rolling hills in central Tuscany - sitting on the back terrace taking in the amazing views and colours and l
…see more

from £100 / night

£700 / week

Book View

from £100 / night

(13) Excellent 

Certificate of Excellence

26

Holiday home in Montepulciano

Province of Siena / Montepulciano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 120 km
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £80 / night

£531 - £655 / week

Book View

from £80 / night

(2) Excellent 

16

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Suitable for children age 5+

from £67 / night

£399 / week

Book View

Responds fast!
avg. 41 minutes

from £67 / night

(2) Excellent 

17

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £84 / night

£549 - £1,023 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from £84 / night

(1) Excellent 

23

Holiday villa with shared pool in Montepulciano

Province of Siena / Montepulciano

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Ask owner if suitable for children
“Old-world Italian charm in a beautiful Tuscan setting” It's a job to find it it, but once you do, you'll want to stay longer than you've booked for. The house has been in the family since 1812 - they produce their own wine - and Olimpia is a charming
…see more

from £36 / night

£248 / week

Book View

Responds fast!
avg. 3 hours 18 minutes

from £36 / night

(2) Very Good 

20

Apartment rental in Montepulciano with shared pool

Province of Siena / Montepulciano

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £67 / night

£443 - £837 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from £67 / night

(2) Excellent 

17

Holiday farmhouse in Montepulciano

Province of Siena / Montepulciano

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 106 km
  • Child friendly
  • Car not necessary

from £127 / night

£884 - £885 / week

Book View

from £127 / night

(11) Excellent 

Certificate of Excellence

52

Apartment rental in Montepulciano

Province of Siena / Montepulciano

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

Certificate of Excellence

from £124 / night

£753 - £938 / week

Book View

Responds fast!
avg. 3 hours 0 minutes

from £124 / night

(1) Excellent 

12

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Car not necessary
  • Pet friendly

from £142 / night

£813 / week

Book View

from £142 / night

(6) Excellent 

16

Farmhouse rental in Montepulciano with swimming pool

Province of Siena / Montepulciano

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £222 / night

£1,549 / week

Book View

from £222 / night

(1) Excellent 

35

Holiday condo in Montepulciano

Province of Siena / Montepulciano

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets

from £133 / night

£1,062 - £1,770 / week

Book View

from £133 / night

10

Valiano holiday apartment rental

Montepulciano / Valiano

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £89 / night

£620 / week

Book View

from £89 / night

7

Holiday apartment with shared pool in Montepulciano

Province of Siena / Montepulciano

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £67 / night

£682 / week

Book View

from £67 / night

Top Destination reviews

charming cottage in peaceful country setting sleeps 2-6
Perfect Location and Lovely Hostess

The location is fantastic close to everything. The home is wonderful and so is the Hostess. My husband and I rent a home in Italy every year but this was our favorite location and home. We had everything we needed including a lovely patio to have a glass of wine and relax every night. Our Hostess was fantastic and honestly I am happy we meet Laura. We will be back for sure. Thank you Laura for making our stay great.see more
CasaMontepulciano Into the sunset
Excellent location for our Tuscan holiday

Really enjoyed staying in Luca's apartment - it had all the facilities we needed and he was always willing to make helpful suggestions about places we could visit and the best restaurants and wine bars. Shops, restaurants, bars and amazing old palaces and piazzas all within a few minutes walk from the apartment. Excellent location to tour in our hire car to nearby towns such as Pienza, San Quirico d'Orcia, Montalcino, Siena and Castiglione del Lago (on Lake Trasimeno). Thoroughly enjoyed our holiday and we would recommend it as a great place to stay.see more
Bibi 5 seater House Montepulciano
Great view, great town!

The villa was wonderful and so is the family renting it out. They met us at the gate and showed us around the villa and how to work everything. The mother gave us a home baked treat too! There are beautiful views of the vineyards from the terraces and a great view of the town. I would stay at this villa again for sure!see more
The Grifo Apartment
Perfect!!

The apartment is spacious and clean. It's inside the historical center and it's perfect to visit it. We had a quiet stay . … see more
La Casina Toscana, central with parking and wi-fi
Clean, comfortable and cozy house with privacy and convenience to Montepuciano

We had a very enjoyable stay at Davide's house. It is a truly charming place offering the privacy you need as a family and at the same time the convenience of being close enough to walk to the Montepulciano town. The place was very clean and thoughtfully renovated. It also has a nice view of the town and the Tuscan landscape. We were there in Dec so were able to make use of the wood-burning fireplace that added to the coziness. The whole rental experience was very pleasant as Davide was extremely responsive and provided helpful information from arrival to departure. We highly recommend the place and would not hesitate to go back again!see more
The Beautiful Sun Apartment
Well maintained apartment and very helpful owner

Elias iwas most helpful meeting us on arrival and going through everything with us and all places to visit in the area even giving us a map with this all marked on The apartment is beautifully kept and everything we needed was there. All to a good standard. The only thing we would say if anything is that we really expected the balcony area to look over the Tuscan hills as from the picture this is what we thought. But it actually looks over a school and onto other buildings.see more