
House vacation rentals in Montalcino
Find and book unique houses on Airbnb
Top-rated house rentals in Montalcino
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Montalcino house rentals
House rentals with a pool

Casa Fattore - Tuscan countryside house
Il soggiorno alla tenuta di Capocontro è stato molto soddisfacente. L'intero borghetto antico è un gioiello incastonato nel verde, con vista spettacolare sui boschi della Val di Chiana. L'alloggio in ordine e pulito, pittoresco ed elegantemente retrò. Piero e Lella disponibilissimi nelle comunicazioni e nei suggerimenti di luoghi da visitare e in cui mangiare. Abbiamo amato la pace e il silenzio del luogo, nonchè la piscina con vista. Ci siamo fermati poco e il meteo è stato un po' capriccioso, altrimenti ci saremmo goduti di più gli esterni della fattoria. Unico piccolo neo: le stoviglie e il frigo non erano proprio immacolati, ma nulla che non si possa risolvere con un colpo di spugna. Super consigliato sia per un soggiorno breve che per uno lungo, così da godersi la quiete del luogo e visitare i dintorni.

Deal 2019 Tuscany Villa le Capanne with pool
Gina’s place is absolutely phenomenal. Stunning, out of this world location and a very comfortable villa. Gina was an amazing host who welcomed us personally and showed us around. We had a good basket and freshly cooked food as a welcome gift!! I cannot recommend Le Capanne highly enough. It was awesome.

Villa Pergo is an ancient charming country villa
Based on the previous wonderful reviews of Antiqua degli D’ulivi, a year ago we booked a three week stay in the outskirts of Cortona in Pergo. We had our kids, grandkids and dear friends with us and as we drove through the gates into the Villa, we entered a magical place filled with generosity, laughter, relaxation, wonderful food, a refreshing pool and golden light. Massi was always there to help us with any questions we had and refill our olive oil bottle with the amazing green liquid made from his olives. We enjoyed the most delicious lunch with his family and they also were such giving, lovely people. We learned so much about Italy and Tuscany from them: porcini mushrooms, Perugia soccer teams, local markets, hot springs near Montepulciano, nearby restaurants, vineyards, hikes and more. We highly recommend an extended stay at this Tuscan home—we were so fortunate to experience it for three glorious weeks. The memories will be long lasting and always treasured. Mille Grazie to Massi

Casa Arcobaleno - Citta della Pieve
Such a lovely villa. Beautifully arranged with perfect amount of space for our group of 8. The villa has everything you need. The pool was lovely and warm even without being heated. Margherita, the local host, was amazing - so helpful. Would definitely come back.

L'Olivo - villetta indipendente con piscina
Amazing place in a quiet area with a beautiful view of the countryside. Climate cottage equipped with everything you need. Together with our dogs we felt like at home. Bruna is an incredibly warm and helpful person. Thank you for a wonderful time.

Tuscan farmhouse near Siena + Cortona, heated pool
Wir hatten einen tollen Urlaub mit 9 Freunden. Das Haus liegt sehr ruhig und ist sehr hochwertig und liebevoll eingerichtet. Der Außenbereich war wunderschön und grün. Ein toller Pool und viel Platz ganz für sich alleine. Alles exakt wie beschrieben und auf den Bildern gezeigt. In der Nähe sind mit dem Auto viele schöne und günstige Restaurants erreichbar. Wir würden es auf jeden Fall weiterempfehlen und hatten eine schöne Zeit. Amanda war sehr freundlich und war immer schnell erreichbar bei Fragen.

Big Breathtaking PoolVilla bw Rm/Fl
Beautiful large house with great views and an amazing pool area. A little remote, at the end of a long and steep gravel road, but completely worthwhile. Great hosts, very attentive to their guests' every need.

"Casa Elisa", casa con piscina ai piedi di Cortona
Ho trascorso un soggiorno indimenticabile a Casa Elisa, situata ai piedi della splendida Cortona. L'atmosfera che si respira è magica: una fusione perfetta tra la tradizione toscana e il comfort moderno. Le camere sono eleganti e abbastanza spaziose, arredate con gusto e dotate di tutti i comfort necessari. Il giardino con piscina è un'oasi di tranquillità, ideale per rilassarsi con un buon libro o per godere di un aperitivo al tramonto. Ma è il calore e l'accoglienza della famiglia di Elisa a rendere il soggiorno davvero speciale. La loro disponibilità nel fornire informazioni sui luoghi da visitare e i ristoranti consigliati fa la differenza. Consiglio vivamente Casa Elisa a chiunque voglia scoprire la bellezza della Toscana, vivendo un'esperienza autentica e indimenticabile.
House rentals with free parking

Malamerenda's House in Siena
Nossa estadia na casa de Giulio foi excelente. O espaço é aconchegante, tudo estava muito limpo e bem cuidado. Giulio foi bastante solícito com tudo o que precisamos e sempre respondeu prontamente.

Rosaspina - Poggio Alla Serra
l recommend it to those looking for a quiet, clean Tuscan country house and those who like privacy. The house was generally comfortable and spacious, but the small, cozy kitchen was not very suitable for cooking. This was not a request we needed anyway because the region offers plenty of opportunities for both the eye and the stomach. We toured Tuscany a lot and slept peacefully in the evening and woke up to the sound of birds in the morning. We were welcomed very nicely by the hosts and were informed. So thanks again to them.

Casetta in Centro - "Casa Laura"
Accogliente abitazione a due passi dalle mura di Città di Castello, comodissimo il parcheggio interno. La casa è molto pulita e funzionale, Laura ci ha accolto di persona nonostante la pioggia torrenziale. Ottima anche la crostata che ci ha preparato per la colazione. Ottima esperienza.

Casa Arcobaleno - Free Parking - WiFi
Thank you Laura,we are very grateful.Your house is fantastic and you have much care in all details.We hope see you soon

casa palme
Posto molto carino, pulito, ben organizzato e con tutti i comfort di una casa vacanze. Alessandra è sempre stata molto disponibile e disposta ad aiutare. Altamente raccomandato.

Il balconcino
I would recommend Orvieto to anyone and this little house was an absolute gem, ideally placed and really ideal for a getaway. We definitely wish we had stayed longer☺️

Terrazza a Campana
Aparamento muito amplo. Utensílios muito bons, azeite bom, café sem limites. A anfitriã é muito clara e, acima de tudo, achei uma pessoa muito do bem, que teve a delicadeza de me escrever e sugerir pra não ir longe no dia seguinte, porque havia um alerta de mau tempo pro dia seguinte. Panzano é bem vazia em baixa temporada, vários restaurantes fechados, mas a vista do terraço do apto é linda e a Chiantigiana( SC 222), também. A única dificuldade em relação ao apartamento ( e acho que se aplica mais a brasileiro, porque é diferente daqui), refere-se a um ponto muito bacana da cidade, que é o tratamento do lixo que eles mantém por lá: Toda a região conta com coleta de lixo 100% seletiva, de modo que as coletas são de lixo orgânico dia sim, dia não; e, nos intercalados, recolhe-se num dia em plástico, no outro papel etc. Se no dia da saída vc tiver lixo que nao se recolhe naquele dia, vc tem que levar com vc e achar o local do descarte. Super razoável a regra; conseguimos achar. ☺️

Un momento di relax
Appena entrati la sensazione è stata quella di sentirsi a casa. Spaziosa, pulita e fornita di tutto il necessario. Inoltre Francesca è stata molto gentile lasciandoci una fantastica e abbondante colazione. Consigliata anche per la posizione.
Weekly house rentals

Noi 2 Vacanze - Casina di Dario
La vue est magnifique. Quartier paisible. Toutefois, la cuisine manque plusieurs articles pour cuisiner.

Beautiful property between Siena and Arezzo
wir hatten einen sehr schönen Aufenthalt. Die gesamte Unterkunft war sehr sauber. Ich empfehle unbedingt etwas gegen die Stechmücken mitzunehmen. einziger Kritikpunkt waren die Stühle auf der Terrasse, da haben 2 stark gewackelt, es sollte hier Ersatz besorgt werden.

[15 min da Montepulciano] Villa Chiara
我要如何赞美Maria Chiara的民宿呢~这是我此次旅行中最爱的一个住宿地点,美好得有一点梦幻和不真实。房子的具体位置我描述不清,离皮恩扎不远,我们开了一路的山路,很好找。漂亮的精心打理的院子是我的第一印象,一只可爱的小猫在院子里和我们慵懒地打招呼。Maria带我们去了所有的房间,一共三间超级舒适的卧室,两个配备齐全的厕所,还有大小两间起居室以及温馨的厨房。因为到达的时候已经很晚了,我们没有来得及在路上吃饭,打开谷歌地图,附近的餐厅都显示打烊了。我们只好非常不好意思地寻求Maria的帮助。Maria和他的家人给了我们很大的帮助,他帮我们打了一堆电话,前面好几个都说今天满座了或者是我们要打烊了,但是他们丝毫没有停下来的意愿,直到找到一家开门的披萨店。我们很顺利地找到了那家当地的餐厅,简直是我吃过最好吃的意面和披萨,而且价格非常公道。夜晚,我们在院子里品尝白天从酒庄带回来的美酒,漂亮的院子和星空,气氛太好了。第二天,我们得以认真打量这漂亮的房子,它已经有104岁了,但是房屋的状态特别好,是女主人辛苦在打理。房间的家具和陈列特别有地域的特色,也有复古的年代感,配色迷人得令人挪不开眼睛。我和朋友说,感觉就是住进了一家博物馆。Maria的厨房也有很意思,大概有大大小小5只咖啡壶,非常有生活的气息。我们要离开的时候,Maria已经在打扫院子了,我们用谷歌翻译聊了一会儿,再次感谢她热情的招待。这漂亮的房子承载了我对托斯卡纳最好的回忆,和我亲爱的家人还有可爱的朋友。

Colombaio di Montebenichi
We had an incredible stay at this beautiful villa in the rolling hills of Tuscany. Perched on a mountain, the property offers stunning views over the countryside, with gorgeous gardens and an authentic Tuscan feel throughout. The villa itself was spacious, comfortable, and full of charm. The location was perfect — peaceful and private, yet central to many of the places we wanted to visit, including Florence, Montepulciano, Siena, and San Gimignano. Christina, our contact person, was a great communicator. She was also on time, very helpful and pleasant to be around. She provided us with great insights about the area and the property. The location was excellent for us to use the e-bikes that we rented. We had breathtaking rides around the area. There was an excellent grocery store, Conrad’s in Bucine with a very tasty restaurant in the same Plaza. It was the perfect rustic home base with lots of charm the Tuscan experience for exploring the region, and we would absolutely stay again

2 / 8px house on Tuscan Borders
Andrea's place was perfect for our short two night stay in the Niccone Valley, or fav area in Umbria. We were there in cooler weather and the floor heating took a bit to come on but once it did we were comfortable. I think it would be a great place in the warmer weather as the pool looked wonderful. The Niccone Valley is somewhat remote but with the location of this property you had the best of both worlds quick access to Umbertide and yet embedded in the valley. Would love to return in the warmer weather. Thank you Andrea!

Villa Profumo di Salvia. Fronte lago
We had a wonderful stay. Silvia was very responsive, and she even brought us pizza upon our late arrival! The grounds are gorgeous and the views were incredible. The villa itself was spacious, clean, and exactly as described in the listing. Highly recommended.

Authentic tuscan barn 3 bedrooms 3 bathrooms
Die Anlage liegt auf einer größeren Lichtung mitten im Wald. Tag und Nacht völlig abgeschieden und ruhig. Entspannung pur. Gepflegte Anlage. Gute Ausstattung der Küche. Geschmackvoll eingerichtete Wohnung. Toller Pool. 14x7m. Perfekt für ein paar Bahnen oder zum Toben. Lage ist perfekt für Ausflüge. Florenz, Pisa, Siena jeweils ca. 60 Autominuten entfernt. In und um San Gimignano gibt es viele Restaurants mit guten toskanischen Gerichten. Häufig ist eine Reservierung erforderlich, wenn man sich gerne abseits der Touristenzentren bewegt. Einkaufsmöglichkeiten in 15 Minuten zu erreichen. Externe Müllentsorgung an nahegelegenen Sammelstellen ist etwas nervig. Laura kümmerte sich bei uns um die persönliche Schlüsselübergabe und spricht perfekt Deutsch! Alles in Allem 5 Sterne! Kommen gerne wieder.

Bliss out in Historic Farmhouse on Organic Wine Estate with Tennis and Pool
We had a fantastic stay with a group of four adults and five kids. Accommodations were immaculate, private chefs were decadent and delicious, and fantastic wine. The grounds were just lovely as well and we enjoyed having a fire in the fire place every evening. That you for a lovely stay!
Quick stats about house rentals in Montalcino
Total rentals
110 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
40 properties have a pool
Destinations to explore
- Florence Vacation rentals
- Elba Vacation rentals
- Pisa Vacation rentals
- Rome Vacation rentals
- Bologna Vacation rentals
- Cinque Terre Vacation rentals
- Portofino Vacation rentals
- Riviera di Levante Vacation rentals
- Francavilla al Mare Vacation rentals
- Genoa Vacation rentals
- Italian Riviera Vacation rentals
- Verona Vacation rentals
- Rentals with a washer and dryer Montalcino
- Rentals with breakfast Montalcino
- Rentals with a patio Montalcino
- Bed and breakfasts Montalcino
- Rentals with outdoor seating Montalcino
- Rentals with pools Montalcino
- Condo rentals Montalcino
- Rentals with a fire pit Montalcino
- Farmstay rentals Montalcino
- Apartment rentals Montalcino
- Pet-friendly rentals Montalcino
- Villa rentals Montalcino
- Kid-friendly rentals Montalcino
- Rentals with a hot tub Montalcino
- Vacation home rentals Montalcino
- Cottage rentals Montalcino
- Rentals with an EV charger Montalcino
- Rentals with a fireplace Montalcino
- Luxury rentals Montalcino
- Family-friendly rentals Montalcino
- Smoking-friendly rentals Montalcino
- Rentals with a sauna Montalcino
- Fitness-friendly rentals Montalcino
- House rentals Province of Siena
- House rentals Tuscany
- House rentals Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Lake Trasimeno
- Lake Bolsena
- Feniglia
- Gulf of Baratti
- CavallinoMatto
- Marina di Grosseto beach
- Kite Beach Fiumara
- Cavallino Matto
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Casa Barthel
- Cala Di Forno
- Podere La Marronaia, Sosta alle Colonne
- Tenuta Le Velette
- Cala Violina
- Riva del Marchese
- Pubblico Palace
- Cantina Stefanoni
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cantina Contucci
- Madonna del Latte
- Cantina de' Ricci
- Golf Club Toscana
- Ugolino Golf Club
- Things to do Montalcino
- Food and drink Montalcino
- Nature and outdoors Montalcino
- Things to do Province of Siena
- Nature and outdoors Province of Siena
- Sightseeing Province of Siena
- Sports activities Province of Siena
- Tours Province of Siena
- Art and culture Province of Siena
- Food and drink Province of Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Sightseeing Tuscany
- Food and drink Tuscany
- Entertainment Tuscany
- Wellness Tuscany
- Art and culture Tuscany
- Things to do Italy
- Tours Italy
- Sightseeing Italy
- Entertainment Italy
- Sports activities Italy
- Nature and outdoors Italy
- Wellness Italy
- Art and culture Italy
- Food and drink Italy