COVID-19 Update: The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Updating

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

All filters

Filters

1,805 Holiday homes

Castelnuovo dell'Abate holiday apartment rental

Castelnuovo dell'Abate apartment

1 bedroom • 1 bathroom • sleeps 4

6 reviews

from £93 / night

£647 / week

1 / 7

Holiday villa rental

San Giovanni d'Asso villa

8 bedrooms • 8 bathrooms • sleeps 16

13 reviews

from £492 / night

£3,442 - £4,838 / week

1 / 50

Montalcino holiday farmhouse accommodation

Montalcino farmhouse

3 bedrooms • 3 bathrooms • sleeps 8

2 reviews

from £340 / night

£2,378 / week

1 / 45

Apartment rental in Montalcino

Montalcino apartment

1 bedroom • 1 bathroom • sleeps 2

from £98 / night

£683 / week

1 / 4

Holiday farmhouse with swimming pool in Val d'Orcia

Val d'Orcia farmhouse

2 bedrooms • 1 bathroom • sleeps 5

32 reviews

from £89 / night

£531 / week

1 / 26

Holiday farmhouse in San Giovanni d'Asso

San Giovanni d'Asso farmhouse

2 bedrooms • 2 bathrooms • sleeps 4

2 reviews

from £144 / night

£719 / week

1 / 17

Holiday villa with swimming pool in Montalcino

Montalcino villa

6 bedrooms • 3 bathrooms • sleeps 10

5 reviews

from £503 / night

£3,521 / week

1 / 27

Montalcino holiday b&b rental

Montalcino b&b

1 bedroom • • sleeps 3

from £165 / night

£1,150 / week

1 / 12

Holiday villa with swimming pool in Montalcino

Montalcino villa

4 bedrooms • 5 bathrooms • sleeps 9

7 reviews

from £590 / night

£4,130 / week

1 / 51

Holiday home in Castelnuovo dell'Abate

Castelnuovo dell'Abate house

2 bedrooms • 2 bathrooms • sleeps 4

5 reviews

from £135 / night

£942 / week

1 / 18

Holiday apartment in Montalcino

Montalcino apartment

3 bedrooms • 2 bathrooms • sleeps 6

from £354 / night

£2,472 / week

1 / 50

Holiday apartment in Val d'Orcia

Val d'Orcia apartment

2 bedrooms • 4 bathrooms • sleeps 6

from £227 / night

£1,589 / week

1 / 24

Holiday b&b accommodation

Montalcino b&b

1 bedroom • 1 bathroom • sleeps 2

2 reviews

from £62 / night

£431 / week

1 / 6

Holiday farmhouse in San Giovanni d'Asso

San Giovanni d'Asso farmhouse

4 bedrooms • 3 bathrooms • sleeps 8

from £198 / night

£1,382 / week

1 / 20

Montalcino holiday villa rental

Montalcino villa

2 bedrooms • 1 bathroom • sleeps 5

from £206 / night

£1,439 / week

1 / 33

Holiday b&b rental

Val d'Orcia b&b

1 bedroom • 1 bathroom • sleeps 2

from £124 / night

£822 / week

1 / 12

Holiday villa with swimming pool in San Giovanni d'Asso

San Giovanni d'Asso villa

3 bedrooms • 3 bathrooms • sleeps 5

12 reviews

from £187 / night

£1,338 - £1,962 / week

1 / 39

Holiday b&b in Val d'Orcia

Val d'Orcia b&b

2 bedrooms • 1 bathroom • sleeps 4

from £93 / night

£647 / week

1 / 15

Holiday b&b in Montalcino

Montalcino b&b

2 bedrooms • 1 bathroom • sleeps 6

from £69 / night

£349 / week

1 / 31

Castelnuovo dell'Abate holiday home rental

Castelnuovo dell'Abate house

3 bedrooms • 1 bathroom • sleeps 7

from £206 / night

£1,334 / week

1 / 8

Holiday villa in Montalcino

Montalcino villa

9 bedrooms • 9 bathrooms • sleeps 18

7 reviews

from £539 / night

£3,767 - £7,340 / week

1 / 47

B&b rental in Montalcino

Montalcino b&b

1 bedroom • • sleeps 2

from £123 / night

£820 / week

1 / 12

Holiday farmhouse in San Giovanni d'Asso

San Giovanni d'Asso farmhouse

2 bedrooms • 2 bathrooms • sleeps 4

4 reviews

from £124 / night

£770 / week

1 / 15

Val d'Orcia holiday apartment rental

Val d'Orcia apartment

1 bedroom • 1 bathroom • sleeps 2

from £103 / night

£719 / week

1 / 15

Holiday home in Montalcino

Montalcino house

2 bedrooms • 2 bathrooms • sleeps 5

from £104 / night

£724 / week

1 / 24

Montalcino holiday b&b rental

Montalcino b&b

1 bedroom • • sleeps 1

from £77 / night

£540 / week

1 / 12

Apartment rental in Montalcino with shared pool

Montalcino apartment

2 bedrooms • 1 bathroom • sleeps 4

from £285 / night

£1,866 / week

1 / 15

B&b rental in Montalcino

Montalcino b&b

1 bedroom • • sleeps 2

from £124 / night

£821 / week

1 / 12

Villa rental in Castelnuovo dell'Abate with swimming pool

Castelnuovo dell'Abate villa

5 bedrooms • 4 bathrooms • sleeps 8

1 review

from £1,152 / night

£5,048 / week

1 / 29

Holiday apartment in Val d'Orcia

Val d'Orcia apartment

1 bedroom • 1 bathroom • sleeps 4

from £206 / night

£1,437 / week

1 / 24

Holiday villa with swimming pool in Poggio alle Mura

Poggio alle Mura villa

5 bedrooms • 5 bathrooms • sleeps 10

from £666 / night

£4,658 - £7,750 / week

1 / 51

Holiday villa in San Giovanni d'Asso

San Giovanni d'Asso villa

5 bedrooms • 6 bathrooms • sleeps 10

14 reviews

from £384 / night

£2,360 - £4,031 / week

1 / 28

B&b rental in Montalcino

Montalcino b&b

1 bedroom • • sleeps 2

from £124 / night

£821 / week

1 / 12

Montalcino holiday villa rental

Montalcino villa

4 bedrooms • 4 bathrooms • sleeps 8

from £324 / night

£2,262 - £3,809 / week

1 / 19

Montalcino holiday villa rental

Montalcino villa

4 bedrooms • 2 bathrooms • sleeps 8

from £291 / night

£2,035 / week

1 / 21

Holiday villa with swimming pool in Poggio alle Mura

Poggio alle Mura villa

8 bedrooms • 9 bathrooms • sleeps 16

from £1,613 / night

£8,288 - £13,005 / week

1 / 33

Villa rental in Castelnuovo dell'Abate with swimming pool

Castelnuovo dell'Abate villa

4 bedrooms • 4 bathrooms • sleeps 8

from £1,263 / night

£8,834 - £9,716 / week

1 / 36

Holiday villa with swimming pool in Poggio alle Mura

Poggio alle Mura villa

5 bedrooms • 5 bathrooms • sleeps 10

from £905 / night

£6,331 - £6,495 / week

1 / 27

Holiday villa with swimming pool in Poggio alle Mura

Poggio alle Mura villa

5 bedrooms • 5 bathrooms • sleeps 10

from £735 / night

£5,139 - £6,495 / week

1 / 51

Holiday villa in Castelnuovo dell'Abate

Castelnuovo dell'Abate villa

4 bedrooms • 4 bathrooms • sleeps 8

from £731 / night

£5,113 - £6,144 / week

1 / 35

×

Top Destination reviews

Bright and beautiful 4 bedroom Tuscan villa with pool, private garden and barbecue, sleeps 8
Great location, fits all types of travellers specially family reunions

The Villa is placed in a very special and beautiful area in the Tuscany region. Near (up to 1h - 1.20h) many special places and famous cities, such as Siena and Montalcino. The access to the Vila is by a not paved road, and be carefull to enter the road from Torrenieri. The house is great, comfortable and has many facilities. All new and beautiful. I really recommend this house and the hospitality we have received.see more
Pasqui Villas: IlTribbio 5BDR,close to a village: garden,pool,view,WiFi
Gorgeous villa in Tuscany

This is a gorgeous villa in the tuscan countryside. The villa was beautiful, spotless and had everything we needed. It is right next to the small town of San Giovanni D'Osso. My 16-year-old loved it as well. While we day-tripped to surrounding towns including Sienna and Florence, we always enjoyed coming back to the villa to swim and prepare dinner. I can't wait for the next time when we can return there with our friends. Great hosts as well.see more
Private,historic Villa La Consuma 8BDR: in a village with pool,garden,WiFi,view
unforgettable tuscan paradise

Wonderful historic house, charming atmosphere, you feel at home. We were a group of 16 friends, the house was perfect, nothing was missing. Nice accommodations very clean, housekeeping every day. Unforgettable breakfast on the terrace in front of the scenic, lunch in the beautiful garden and dinner by the cooker (so delicious!!) Federica, the owner , and all the staff are kind and helpful. If you need an address, do not hesitate to ask her, especially for tasting Brunello. One of the best places toto stay for visiting and appreciating Tuscany!see more
Fonte Aulente Montalcino
Great Location

We can only reiterate the excellent reviews that have gone before. Fonte Aulente is in a great location, quiet and secluded with amazing views of the Tuscan countryside and close to the beautiful town of Montalcino. The accommodation, including the extensive garden with its large fresh water pool, offered everything our family of four needed. We were close enough to visit Siena, Florence, Pisa and the beach on day trips. Our hostess Alexandra was welcoming and helpful throughout the stay without ever being intrusive, suggesting local drives and sharing her passion for the local wines. We thoroughly enjoyed our two week stay at Fonte Aulente and look forward to returning in the future.see more

Also consider