Holiday rentals - Holiday homes to rent - Book direct

View larger map

Price per night

£226 Average

Price per night

to

Bedrooms

Bathrooms

Location

  • Italy
  • Tuscany
  • Province of Siena
  • Castellina In Chianti

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 (43)

Travellers going to Monteriggioni are booking May dates now. Secure your holiday home today and have the perfect trip.

1 / 8

Monteriggioni holiday home rental

Province of Siena / Monteriggioni

4 8 3 nights min stay

House / 4 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £282 / night

£1954 / week

Book

from £282 / night

1 / 6

Holiday b&b in Monteriggioni

Province of Siena / Monteriggioni

3 6 1 night min stay

B&B / 3 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £117 / night

£776 / week

Book

from £117 / night

(2) Excellent 

1 / 35

Holiday farmhouse with swimming pool in Monteriggioni

Province of Siena / Monteriggioni

1 2 2 nights min stay

Farmhouse / 1 bedroom / sleeps 2 / 2 nights min stay

Add to shortlist

from £59 / night

£388 - £582 / week

Book

from £59 / night

(3) Excellent 

1 / 31

Holiday farmhouse with swimming pool in Monteriggioni

Province of Siena / Monteriggioni

1 2 2 nights min stay

Farmhouse / 1 bedroom / sleeps 2 / 2 nights min stay

Add to shortlist

from £59 / night

£388 - £582 / week

Book

from £59 / night

(7) Excellent 

1 / 12

Holiday apartment in Monteriggioni

Province of Siena / Monteriggioni

2 4 4 nights min stay

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

Add to shortlist

from £39 / night

£233 / week

Book

from £39 / night

1 / 10

Holiday home with shared pool in Monteriggioni

Province of Siena / Monteriggioni

2 4 3 nights min stay

House / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £137 / night

£938 / week

Book

from £137 / night

(5) Very Good 

1 / 25

Holiday apartment in Monteriggioni

Province of Siena / Monteriggioni

1 3 3 nights min stay

Apartment / 1 bedroom / sleeps 3 / 3 nights min stay

Add to shortlist

from £40 / night

£250 - £512 / week

Book

from £40 / night

1 / 42

Holiday villa rental

Province of Siena / Monteriggioni

5 13 Min stay varies

Villa / 5 bedrooms / sleeps 13 / Min stay varies

Add to shortlist

from £300 / night

£2103 - £3781 / week

Book

from £300 / night

1 / 23

Holiday villa with swimming pool in Monteriggioni

Province of Siena / Monteriggioni

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £92 / night

£640 - £1663 / week

Book

from £92 / night

1 / 19

Holiday home rental

Province of Siena / Monteriggioni

15 30 Min stay varies

House / 15 bedrooms / sleeps 30 / Min stay varies

Add to shortlist

Pricing unknown

Book

Pricing unknown

1 / 5

Holiday apartment rental

Province of Siena / Monteriggioni

2 6 1 night min stay

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

Add to shortlist

from £156 / night

£931 / week

Book

from £156 / night

1 / 4

Holiday farmhouse with shared pool, golf nearby in Monteriggioni

Province of Siena / Monteriggioni

1 2 Min stay varies

Farmhouse / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £84 / night

£582 / week

Book

from £84 / night

1 / 8

Holiday farmhouse rental

Province of Siena / Monteriggioni

6 12 Min stay varies

Farmhouse / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £352 / night

£2344 - £3594 / week

Book

from £352 / night

(7) Very Good 

1 / 13

Home rental in Monteriggioni

Province of Siena / Monteriggioni

2 4 Min stay varies

House / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £89 / night

£539 - £1192 / week

Enquire

from £89 / night

(2) Very Good 

1 / 7

Holiday apartment in Monteriggioni

Province of Siena / Monteriggioni

2 4 4 nights min stay

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

Add to shortlist

from £114 / night

£681 - £833 / week

Enquire

from £114 / night

(5) Excellent 

1 / 81

Holiday home rental

Province of Siena / Monteriggioni

17 34 3 nights min stay

House / 17 bedrooms / sleeps 34 / 3 nights min stay

Add to shortlist

from £2111 / night

£14775 - £16416 / week

Enquire

from £2111 / night

1 / 20

Farmhouse rental in Monteriggioni with swimming pool

Province of Siena / Monteriggioni

6 12 7 nights min stay

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

Add to shortlist

from £470 / night

£3290 - £4388 / week

Enquire

from £470 / night

1 / 17

Holiday farmhouse with shared pool in Monteriggioni

Province of Siena / Monteriggioni

2 4 Min stay varies

Farmhouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £66 / night

£466 - £888 / week

Enquire

from £66 / night

1 / 11

Monteriggioni holiday home rental

Province of Siena / Monteriggioni

2 4 7 nights min stay

House / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £162 / night

£1131 - £1546 / week

Enquire

from £162 / night

1 / 15

Holiday home with swimming pool in Monteriggioni

Province of Siena / Monteriggioni

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £121 / night

£842 - £1421 / week

Enquire

from £121 / night

1 / 8

Holiday home rental

Province of Siena / Monteriggioni

3 6 7 nights min stay

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

Add to shortlist

from £150 / night

£1047 - £1776 / week

Enquire

from £150 / night

(10) Very Good 

1 / 11

Holiday apartment in Monteriggioni

Province of Siena / Monteriggioni

3 6 Min stay varies

Apartment / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £130 / night

£785 - £1402 / week

Enquire

from £130 / night

1 / 20

Holiday farmhouse with shared pool in Monteriggioni

Province of Siena / Monteriggioni

2 4 Min stay varies

Farmhouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £66 / night

£466 - £915 / week

Enquire

from £66 / night

1 / 17

Farmhouse rental in Monteriggioni with shared pool

Province of Siena / Monteriggioni

3 6 Min stay varies

Farmhouse / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £79 / night

£549 - £1014 / week

Enquire

from £79 / night

1 / 14

Farmhouse accommodation in Monteriggioni with shared pool

Province of Siena / Monteriggioni

1 2 Min stay varies

Farmhouse / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £49 / night

£345 - £652 / week

Enquire

from £49 / night

(6) Very Good 

1 / 12

Monteriggioni holiday home rental

Province of Siena / Monteriggioni

2 4 Min stay varies

House / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £79 / night

£474 - £994 / week

Enquire

from £79 / night

1 / 16

Farmhouse rental in Monteriggioni with shared pool

Province of Siena / Monteriggioni

3 6 Min stay varies

Farmhouse / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £79 / night

£549 - £981 / week

Enquire

from £79 / night

1 / 16

Monteriggioni holiday farmhouse rental

Province of Siena / Monteriggioni

1 2 Min stay varies

Farmhouse / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £59 / night

£321 - £618 / week

Enquire

from £59 / night

1 / 16

Farmhouse rental in Monteriggioni with shared pool

Province of Siena / Monteriggioni

2 4 Min stay varies

Farmhouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £79 / night

£462 - £900 / week

Enquire

from £79 / night

1 / 20

Holiday farmhouse with shared pool in Monteriggioni

Province of Siena / Monteriggioni

3 5 Min stay varies

Farmhouse / 3 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £83 / night

£478 - £900 / week

Enquire

from £83 / night

1 / 17

Monteriggioni holiday farmhouse rental

Province of Siena / Monteriggioni

2 4 Min stay varies

Farmhouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £56 / night

£389 - £756 / week

Enquire

from £56 / night

1 / 18

Holiday farmhouse with shared pool in Monteriggioni

Province of Siena / Monteriggioni

2 4 Min stay varies

Farmhouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £79 / night

£462 - £862 / week

Enquire

from £79 / night

1 / 13

Monteriggioni holiday farmhouse rental

Province of Siena / Monteriggioni

1 2 Min stay varies

Farmhouse / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £45 / night

£312 - £603 / week

Enquire

from £45 / night

1 / 19

Monteriggioni holiday farmhouse rental

Province of Siena / Monteriggioni

3 6 Min stay varies

Farmhouse / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £87 / night

£517 - £932 / week

Enquire

from £87 / night

(1) Excellent 

1 / 17

Holiday villa in Monteriggioni

Province of Siena / Monteriggioni

2 4 4 nights min stay

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

Add to shortlist

from £151 / night

£908 - £1211 / week

Enquire

from £151 / night

1 / 17

Apartment rental in Monteriggioni

Province of Siena / Monteriggioni

4 8 7 nights min stay

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

Add to shortlist

from £345 / night

£2415 - £2898 / week

Enquire

from £345 / night

1 / 17

Holiday villa in Monteriggioni

Province of Siena / Monteriggioni

6 12 4 nights min stay

Villa / 6 bedrooms / sleeps 12 / 4 nights min stay

Add to shortlist

from £379 / night

£2271 - £3482 / week

Enquire

from £379 / night

(5) Excellent 

1 / 25

Holiday home with shared pool in Monteriggioni

Province of Siena / Monteriggioni

6 12 7 nights min stay

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

Add to shortlist

from £470 / night

£3284 - £3960 / week

Enquire

from £470 / night

1 / 12

Monteriggioni holiday apartment let

Province of Siena / Monteriggioni

4 8 4 nights min stay

Apartment / 4 bedrooms / sleeps 8 / 4 nights min stay

Add to shortlist

from £315 / night

£1892 - £2498 / week

Enquire

from £315 / night

(1) Excellent 

1 / 46

Holiday home with shared pool in Monteriggioni

Province of Siena / Monteriggioni

3 6 7 nights min stay

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

Add to shortlist

from £696 / night

£4867 - £5563 / week

Enquire

from £696 / night

(1) Excellent 

1 / 16

Monteriggioni holiday apartment rental

Province of Siena / Monteriggioni

1 3 Min stay varies

Apartment / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £64 / night

£386 - £662 / week

Enquire

from £64 / night

(9) Excellent 

1 / 20

Holiday home with shared pool in Monteriggioni

Province of Siena / Monteriggioni

6 12 7 nights min stay

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

Add to shortlist

from £414 / night

£2898 - £4056 / week

Enquire

from £414 / night

(4) Excellent 

1 / 32

Villa rental in Monteriggioni

Province of Siena / Monteriggioni

4 8 4 nights min stay

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

Add to shortlist

from £707 / night

£4239 - £4845 / week

Enquire

from £707 / night

More results near

Distance approx 1.64 miles from Monteriggioni Show on Map

(2) Very Good 

1 / 40

Castellina In Chianti holiday farmhouse accommodation

Province of Siena / Castellina In Chianti

5 9 7 nights min stay

Farmhouse / 5 bedrooms / sleeps 9 / 7 nights min stay

Add to shortlist

from £180 / night

£1254 - £2719 / week

Enquire

from £180 / night

Distance approx 1.64 miles from Monteriggioni Show on Map

(5) Very Good 

1 / 21

Farmhouse rental in Castellina In Chianti with shared pool

Province of Siena / Castellina In Chianti

4 7 7 nights min stay

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

Add to shortlist

from £115 / night

£804 - £1568 / week

Enquire

from £115 / night

Distance approx 1.64 miles from Monteriggioni Show on Map

(3) Very Good 

1 / 37

Castellina In Chianti holiday farmhouse rental

Province of Siena / Castellina In Chianti

4 8 7 nights min stay

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

Add to shortlist

from £132 / night

£921 - £1800 / week

Enquire

from £132 / night

Distance approx 2.55 miles from Monteriggioni Show on Map

(7) Excellent 

1 / 34

Poggibonsi holiday villa accommodation

Province of Siena / Poggibonsi

6 12 7 nights min stay

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

Add to shortlist

from £522 / night

£3651 - £4867 / week

Enquire

from £522 / night

Distance approx 2.57 miles from Monteriggioni Show on Map

(1) Excellent 

1 / 113

Villa accommodation in Staggia with shared pool

Poggibonsi / Staggia

6 12 4 nights min stay

Villa / 6 bedrooms / sleeps 12 / 4 nights min stay

Add to shortlist

from £466 / night

£3256 - £4342 / week

Enquire

from £466 / night

Distance approx 2.57 miles from Monteriggioni Show on Map

(2) Excellent 

1 / 24

Holiday villa in Staggia Senese

Poggibonsi / Staggia Senese

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £466 / night

£3256 / week

Book

from £466 / night

Distance approx 2.69 miles from Monteriggioni Show on Map

(1) Excellent 

1 / 28

Holiday villa in Siena

Province of Siena / Siena

6 12 7 nights min stay

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

Add to shortlist

from £466 / night

£3256 - £4342 / week

Enquire

from £466 / 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