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Vacation Rentals & Villas in Montalcino

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1,766 Houses

The Palazzetta Luca and Flavio Fanti

Castelnuovo dell'Abate apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$216

Cesira Palazzina

Val d'Orcia b&b

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$223

Cozy Collection of Villas in Tuscany

Montalcino villa

14 bedrooms / 14 bathrooms / sleeps 26

“Great stay- we hope to return!” We truly enjoyed our stay here. Matteo was a wonderful host and even met us outside of town to make sure that we did not get lost on the way to the agriturismo. The room was clean and very comfortable, especially important since we brought our 3 month old baby. The kitchenette was very useful and had everything we needed. This was a perfect place to stay while in town for Benvenuto Brunello because it allowed us a gorgeous drive and was away from crowds. We even enjoyed Quercecchio's wine, both Brunello and Rosso. Next time, we hope to visit around harvest time!

Price per night from

$131

Private villa with pool in the Montalcino area. 8 persons in 5 bedrooms!

Castelnuovo dell'Abate villa

5 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,018

L'Olivo Gina, Minnie's Cottage: Your home in Tuscany, the land of Brunello

Montalcino house

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$109

Casal d'Asso

San Giovanni d'Asso house

4 bedrooms / 5 bathrooms / sleeps 7

Price per night from

$673

Appartamento vicino a san gimignano

Montalcino apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$115

Wash 18

Poggio alle Mura villa

8 bedrooms / 7 bathrooms / sleeps 18

Price per night from

$1,390

Drinking fountains 10

Poggio alle Mura villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,161

ART-HANGAR BY TUSCAN-EXPERIENCE

Montalcino apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$546

Villa Giardinello, your dream villa in Tuscany

San Giovanni d'Asso villa

6 bedrooms / 6 bathrooms / sleeps 11

Price per night from

$983

Villa Lorian

Poggio alle Mura house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$942

Apartment 6

Tavernelle apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$259

Villa San Giorgio

Castelnuovo dell'Abate villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,180

Montosoli

Val d'Orcia apartment

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$191

Wash basin 12

Poggio alle Mura villa

6 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$941

Olivella Olivella

San Giovanni d'Asso house

5 bedrooms / 7 bathrooms / sleeps 10

Price per night from

$950

The Playful The Playful

Castelnuovo dell'Abate apartment

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,160

I Cappuccini Ancient Convent

Tavernelle villa

14 bedrooms / 8 bathrooms / sleeps 26

Price per night from

$1,867

Villa San Giovanni Villa San Giovanni

San Giovanni d'Asso villa

8 bedrooms / 7 bathrooms / sleeps 16

Price per night from

$1,238

Villa Spuntone

Montalcino villa

4 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$372

Le Sorelle, Minnie's Cottage: Your home in Tuscany, the land of Brunello

Sant'Angelo in Colle apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$184

Podere il Sogno

Tavernelle villa

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$729

Drinking fountains 16

Poggio alle Mura villa

8 bedrooms / 9 bathrooms / sleeps 16

Price per night from

$1,674

Villa Elisa

Poggio alle Mura villa

11 bedrooms / 13 bathrooms / sleeps 22

Price per night from

$1,878

La Capannina La Capannina

San Giovanni d'Asso house

3 bedrooms / 3 bathrooms / sleeps 5

Price per night from

$511

Apartment n°7,tuscany landscape, tasting wine and swimming in a big pool!

Tavernelle apartment

2 bedrooms / 2 bathrooms / sleeps 3

Price per night from

$187

Villa Giardinello 11

Montalcino villa

6 bedrooms / 6 bathrooms / sleeps 11

Price per night from

$946

Gorgeous 2 bedroom villa with private garden and share pool

Val d'Orcia villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$157

Borgo di Mezzo

Castelnuovo dell'Abate apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$130

Private,historic Villa La Consuma 8BDR: in a village with pool,garden,WiFi,view

San Giovanni d'Asso villa

8 bedrooms / 8 bathrooms / sleeps 16

Responds fast! avg. 2 hours 45 minutes

Price per night from

$697

Country house, Montalcino, Tuscany, KEEPING HIPS

Montalcino farmhouse

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$475

Fonte Aulente Montalcino

Val d'Orcia farmhouse

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$126

Superb villa with pool 30 minutes from Siena and Montalcino

Montalcino villa

6 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 59 minutes

Price per night from

$708

Renovated Barn with Infinity Swimming Pool

Montalcino villa

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$288

Above the stove, luxury villa with private pool

Montalcino villa

4 bedrooms / 5 bathrooms / sleeps 9

Price per night from

$835

3BDR Casale Il Tribbio Il ,view on the Crete ,close to a village

San Giovanni d'Asso villa

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 2 hours 45 minutes

Price per night from

$265

TUSCAN FARMHOUSE NEAR MONTALCINO FOR FAMILIES

San Giovanni d'Asso farmhouse

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$201

Viewing 38 of 1,766
rentals in Montalcino

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Top Destination reviews

Cozy Collection of Villas in Tuscany
Blissful place

The place was recommended to us by a friend who had stayed here 2 years earlier. Stayed here for 3 nights. Had a lovely 2 bedroom apartment. The place is isolated, no road noise. All you hear is the wind, birds and chickens. Surrounded by vineyards, olive groves, this is a blissful place. Matteo the owner is a wonderful gentleman. He provides all the local knowledge with sightseeing recommendations, restaurants, etc. Cannot wait to get back there again.see more
Private,historic Villa La Consuma 8BDR: in a village with pool,garden,WiFi,view
A little corner of Paradise!

We stayed in this villa for two weeks last July (2012)and we enjoyed our stay very much. The villa itself is very comfortable, nice furniture, air conditioning in most of the rooms, fans, wifi, swimming pool, in short all that can be useful for a family on vacation. The swimming pool is lovely and I particularly liked the steps to get into it. When we arrived we were greeted by the owner Federica, her passion could be felt in all the attention for details she puts everywhere in the house, also she was very comprehensive in her explanations. We opted for the "first dinner" which was a fantastic way to start off our holiday, Grazia the cook who prepared it, is a real gem and we often asked her afterwards. The villa is convenientely located close to some of the most famous Italian historical towns. Siena, Pienza, Montalcino are all a short drive away. The village of San Giovanni is itself delightful and there are shops well stocked with the famous cheeses, wine, olive oil and many other typical products. If you do not fancy cooking yourself you can ask Grazia or there are a couple of restaurants. Everybody was kind and nothing was too much trouble for them, I would like to thank Federica for the great time we spent at her house and for the lovely memories we will always treasure.see more
Pasqui Villas: La Capanna,country chic house in a village:garden,pool,view,WiFi
Lovely Holiday home

Our family of 5, including 3 teenagers, stayed in this beautiful, old house during august. It is very spacious with plenty of seating in the communal areas and beautiful decor. The large dining area was great for meals and games evenings and we made use of the BBQ supplied by the pool. The kitchen is very well appointed with everything that you could need including a basic store cupboard. Federica made us very welcome and gifts included a delicious bottle of her home produced olive oil. The boys also tell me that the wifi worked well as did the air conditioning in the bedrooms. The villa is situated in a quiet hilltop town with a great butcher's shop, a small supermarket and nice (but hard to find) bakers. Choice of restaurants in the village is small but we ate out at lunchtime on our excursions or cooked at home which suited us very well. The location is quiet and peaceful with beautiful views. There is plenty to see in the area. A highlight for us was Pienza with a fantastic ice-cream shop - Gelateria Toscana. The best we tried in Tuscany (and we did try a fair few between us!)see more
Pasqui Villas: IlTribbio 5BDR,close to a village: garden,pool,view,WiFi
Everything you could possibly want from a holiday

We were met and greeted by Federica, the owner, who couldn't have been more polite and thoughtful. The villa is so beautiful, better than we could have dreamed, and it has everything you could need or want, down to dishwasher tablets (and not one or two until you buy more!). The beds were comfortable, bathrooms were spacious, water pressure great and the air conditioning, a necessity in august, absolutely perfect. The children loved the pool and having a fridge, shower and loo near to the pool was fabulous. The local village had a great restaurant on the high street, I forget the name but you can't miss it, reasonably priced, great food and service. You are also very near to some beautiful towns to wander around and eat in. Would we stay again - absolutely. Thanks Federica and family. Caroline Driscollsee more

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