Holiday rentals - Holiday homes to rent - Book direct

View larger map

Price per night

£218 Average

Price per night

to

Bedrooms

Bathrooms

Location

  • Italy
  • Tuscany
  • Province of Siena
  • Montepulciano

Location

  • All locations

More

Less

Also consider

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
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

50 Holiday homes

Filters applied: Pets allowed (19)

1 / 24

Holiday b&b in Monticchiello

Pienza / Monticchiello

4 8 1 night min stay

B&B / 4 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £71 / night

£469 - £1946 / week

Book

from £71 / night

(14) Excellent 

1 / 43

Holiday apartment in Monticchiello

Pienza / Monticchiello

2 6 1 night min stay

Apartment / 2 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £55 / night

£705 / week

Book

from £55 / night

1 / 45

Monticchiello holiday townhouse rental

Pienza / Monticchiello

2 4 Min stay varies

Townhouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £122 / night

£821 - £1094 / week

Book

from £122 / night

1 / 15

Holiday apartment rental

Pienza / Monticchiello

3 6 1 night min stay

Apartment / 3 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £157 / night

£938 / week

Book

from £157 / night

1 / 20

Holiday farmhouse in Monticchiello

Pienza / Monticchiello

3 6 2 nights min stay

Farmhouse / 3 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £71 / night

£493 / week

Book

from £71 / night

(1) Excellent 

1 / 12

Monticchiello holiday b&b rental

Pienza / Monticchiello

1 2 1 night min stay

B&B / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £71 / night

£391 / week

Book

from £71 / night

1 / 19

Home rental in Monticchiello

Pienza / Monticchiello

2 5 5 nights min stay

House / 2 bedrooms / sleeps 5 / 5 nights min stay

Add to shortlist

from £97 / night

£582 - £659 / week

Book

from £97 / night

(1) Excellent 

1 / 12

Holiday b&b in Monticchiello

Pienza / Monticchiello

1 2 2 nights min stay

B&B / 1 bedroom / sleeps 2 / 2 nights min stay

Add to shortlist

from £71 / night

£391 / week

Book

from £71 / night

1 / 17

Monticchiello holiday villa rental

Pienza / Monticchiello

4 9 7 nights min stay

Villa / 4 bedrooms / sleeps 9 / 7 nights min stay

Add to shortlist

from £296 / night

£2071 - £2403 / week

Book

from £296 / night

1 / 24

Holiday villa with swimming pool in Monticchiello

Pienza / Monticchiello

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £497 / night

£3473 - £4693 / week

Book

from £497 / night

1 / 7

Holiday b&b rental

Pienza / Monticchiello

1 3 1 night min stay

B&B / 1 bedroom / sleeps 3 / 1 night min stay

Add to shortlist

from £71 / night

£391 / week

Book

from £71 / night

1 / 24

Monticchiello holiday villa rental

Pienza / Monticchiello

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £402 / night

£2813 - £4500 / week

Book

from £402 / night

1 / 37

Monticchiello holiday apartment rental

Pienza / Monticchiello

3 6 7 nights min stay

Apartment / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £173 / night

£1208 - £1884 / week

Enquire

from £173 / night

(1) Excellent 

1 / 22

Monticchiello holiday villa rental

Pienza / Monticchiello

4 8 7 nights min stay

Villa / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £430 / night

£3010 - £3476 / week

Enquire

from £430 / night

1 / 24

Holiday apartment with shared pool in Monticchiello

Pienza / Monticchiello

3 7 7 nights min stay

Apartment / 3 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £140 / night

£977 - £1524 / week

Enquire

from £140 / night

1 / 31

Monticchiello holiday farmhouse rental

Pienza / Monticchiello

6 12 7 nights min stay

Farmhouse / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £552 / night

£3863 - £5794 / week

Enquire

from £552 / night

(1) Excellent 

1 / 29

Holiday farmhouse in Monticchiello

Pienza / Monticchiello

4 8 7 nights min stay

Farmhouse / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £319 / night

£2227 - £4345 / week

Enquire

from £319 / night

1 / 54

Monticchiello holiday home rental

Pienza / Monticchiello

7 14 7 nights min stay

House / 7 bedrooms / sleeps 14 / 7 nights min stay

Add to shortlist

from £392 / night

£2738 - £4216 / week

Enquire

from £392 / night

1 / 44

Monticchiello holiday apartment rental

Pienza / Monticchiello

3 6 7 nights min stay

Apartment / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £173 / night

£1208 - £1884 / week

Enquire

from £173 / night

More results near

Distance approx 1.76 miles from Monticchiello Show on Map

1 / 12

Montepulciano holiday cottage let

Province of Siena / Montepulciano

2 4 2 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £97 / night

£679 / week

Book

from £97 / night

Distance approx 1.81 miles from Monticchiello Show on Map

1 / 22

Montepulciano holiday villa rental

Province of Siena / Montepulciano

5 10 7 nights min stay

Villa / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £233 / night

£1628 / week

Book

from £233 / night

Distance approx 2.28 miles from Monticchiello Show on Map

1 / 44

Villa rental in Pienza with swimming pool

Province of Siena / Pienza

4 8 7 nights min stay

Villa / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £220 / night

£1535 - £2175 / week

Enquire

from £220 / night

Distance approx 2.34 miles from Monticchiello Show on Map

(1) Very Good 

1 / 47

Pienza holiday home rental

Province of Siena / Pienza

7 14 7 nights min stay

House / 7 bedrooms / sleeps 14 / 7 nights min stay

Add to shortlist

from £1035 / night

£7242 - £7712 / week

Enquire

from £1035 / night

Distance approx 2.36 miles from Monticchiello Show on Map

1 / 4

Holiday apartment in Pienza

Province of Siena / Pienza

1 3 Min stay varies

Apartment / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £55 / night

£329 / week

Book

from £55 / night

Distance approx 2.36 miles from Monticchiello Show on Map

1 / 24

Holiday villa with swimming pool in Pienza

Province of Siena / Pienza

6 13 7 nights min stay

Villa / 6 bedrooms / sleeps 13 / 7 nights min stay

Add to shortlist

from £291 / night

£2032 - £5547 / week

Book

from £291 / night

Distance approx 2.36 miles from Monticchiello Show on Map

1 / 21

Villa rental in Pienza

Province of Siena / Pienza

6 12 7 nights min stay

Villa / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £1285 / night

£8993 - £10156 / week

Enquire

from £1285 / night

Distance approx 2.36 miles from Monticchiello Show on Map

1 / 28

Holiday villa in Pienza

Province of Siena / Pienza

6 12 7 nights min stay

Villa / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £1617 / night

£11318 - £13721 / week

Enquire

from £1617 / night

Distance approx 2.36 miles from Monticchiello Show on Map

1 / 7

Holiday farmhouse rental

Province of Siena / Pienza

5 14 Min stay varies

Farmhouse / 5 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

Pricing unknown

Book

Pricing unknown

Distance approx 2.39 miles from Monticchiello Show on Map

1 / 36

Pienza holiday home rental

Province of Siena / Pienza

8 16 1 night min stay

House / 8 bedrooms / sleeps 16 / 1 night min stay

Add to shortlist

from £894 / night

£6257 - £8663 / week

Enquire

from £894 / night

Distance approx 2.39 miles from Monticchiello Show on Map

1 / 24

Holiday home in Montalcino

Province of Siena / Montalcino

6 14 7 nights min stay

House / 6 bedrooms / sleeps 14 / 7 nights min stay

Add to shortlist

from £319 / night

£2233 - £5737 / week

Enquire

from £319 / night

Distance approx 2.43 miles from Monticchiello Show on Map

1 / 44

Holiday home in Pienza

Province of Siena / Pienza

6 14 7 nights min stay

House / 6 bedrooms / sleeps 14 / 7 nights min stay

Add to shortlist

from £361 / night

£2522 - £7260 / week

Enquire

from £361 / night

Distance approx 2.47 miles from Monticchiello Show on Map

1 / 9

Apartment rental in Pienza with shared pool

Province of Siena / Pienza

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £63 / night

£375 - £579 / week

Book

from £63 / night

Distance approx 2.47 miles from Monticchiello Show on Map

(4) Excellent 

1 / 11

Pienza holiday apartment rental

Province of Siena / Pienza

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £55 / night

£313 / week

Book

from £55 / night

Distance approx 2.47 miles from Monticchiello Show on Map

(6) Excellent 

1 / 64

Holiday lodge in Pienza

Province of Siena / Pienza

3 8 7 nights min stay

Lodge / 3 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £180 / night

£1256 - £2287 / week

Book

from £180 / night

Distance approx 2.56 miles from Monticchiello Show on Map

1 / 48

Holiday villa with swimming pool in Pienza

Province of Siena / Pienza

6 11 7 nights min stay

Villa / 6 bedrooms / sleeps 11 / 7 nights min stay

Add to shortlist

from £250 / night

£1746 - £2586 / week

Enquire

from £250 / night

Distance approx 2.67 miles from Monticchiello Show on Map

1 / 19

Montepulciano holiday home rental

Province of Siena / Montepulciano

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £146 / night

£1018 - £2055 / week

Enquire

from £146 / night

Distance approx 2.72 miles from Monticchiello Show on Map

1 / 24

Pienza holiday farmhouse rental

Province of Siena / Pienza

4 9 Min stay varies

Farmhouse / 4 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £324 / night

£1202 - £1667 / week

Enquire

from £324 / night

Distance approx 2.86 miles from Monticchiello Show on Map

1 / 20

Villa rental in Pienza with swimming pool

Province of Siena / Pienza

6 12 7 nights min stay

Villa / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £442 / night

£3094 - £4102 / week

Enquire

from £442 / night

Distance approx 2.96 miles from Monticchiello Show on Map

(2) Excellent 

1 / 57

Pienza holiday villa rental

Province of Siena / Pienza

3 6 1 night min stay

Villa / 3 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £233 / night

£1163 / week

Book

from £233 / night

Distance approx 3.05 miles from Monticchiello Show on Map

1 / 5

Holiday apartment in Pienza

Province of Siena / Pienza

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £125 / night

£524 - £766 / week

Book

from £125 / night

Distance approx 3.08 miles from Monticchiello Show on Map

1 / 9

Holiday apartment with shared pool in Pienza

Province of Siena / Pienza

3 5 Min stay varies

Apartment / 3 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £156 / night

£551 - £830 / week

Book

from £156 / night

Distance approx 3.21 miles from Monticchiello Show on Map

1 / 17

Farmhouse rental in Pienza with shared pool

Province of Siena / Pienza

3 6 Min stay varies

Farmhouse / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £92 / night

£540 - £881 / week

Enquire

from £92 / night

Distance approx 3.21 miles from Monticchiello Show on Map

1 / 20

Farmhouse rental in Pienza with shared pool

Province of Siena / Pienza

2 5 Min stay varies

Farmhouse / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £73 / night

£423 - £740 / week

Enquire

from £73 / night

Distance approx 3.21 miles from Monticchiello Show on Map

1 / 15

Farmhouse letting in Pienza with shared pool

Province of Siena / Pienza

2 4 Min stay varies

Farmhouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £60 / night

£352 - £617 / week

Enquire

from £60 / night

Distance approx 3.27 miles from Monticchiello Show on Map

1 / 33

Holiday home in Montepulciano

Province of Siena / Montepulciano

7 15 7 nights min stay

House / 7 bedrooms / sleeps 15 / 7 nights min stay

Add to shortlist

from £489 / night

£3418 - £5372 / week

Enquire

from £489 / night

Distance approx 3.31 miles from Monticchiello Show on Map

(5) Very Good 

1 / 23

Holiday apartment rental

Province of Siena / Montepulciano

1 2 1 night min stay

Apartment / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £67 / night

£430 / week

Book

from £67 / night

Distance approx 3.31 miles from Monticchiello Show on Map

1 / 64

Villa letting in Montepulciano with swimming pool

Province of Siena / Montepulciano

6 12 7 nights min stay

Villa / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £406 / night

£2838 - £4303 / week

Enquire

from £406 / night

Distance approx 3.33 miles from Monticchiello Show on Map

1 / 15

Holiday apartment rental

Province of Siena / Pienza

3 6 2 nights min stay

Apartment / 3 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £188 / night

£641 - £938 / week

Book

from £188 / night

Distance approx 3.33 miles from Monticchiello Show on Map

(1) Excellent 

1 / 14

Holiday home with swimming pool in Pienza

Province of Siena / Pienza

4 8 7 nights min stay

House / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £144 / night

£1008 - £1863 / week

Enquire

from £144 / night

Distance approx 3.33 miles from Monticchiello Show on Map

1 / 9

Apartment rental in Montepulciano

Province of Siena / Montepulciano

2 6 7 nights min stay

Apartment / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £123 / night

£860 / week

Book

from £123 / night

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