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Smoking friendly holiday rentals in Montalcino

Find and book unique smoke-friendly rentals on Airbnb

Top-rated smoke-friendly rentals in Montalcino

Guests agree: these smoking-friendly rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A wooden dining table is positioned beneath shelves holding decorative items and books. A plant in a vase adds a touch of greenery. A staircase is visible in the background, along with a cabinet displaying more books and decor on nearby shelves.
Flat in Castel del Piano
4.99 out of 5 average rating, 247 reviews

Casa Cecilia Farm

Apartment in a house surrounded by greenery, near the village of Castel del Piano. It overlooks the chestnut grove of the property and beyond the view is lost along the valley of the Ente river until you can see the Brunello vineyards and the centuries-old olive trees. The apartment consists of a living room, a kitchen, and a bedroom. Possibility to use the wood-burning oven and barbecue as well as the garage for bicycles and motorcycles ideal for discovering the wonders of Monte Amiata. Tourist tax to be paid on-site

Top guest favourite
Flat in Caminino
4.91 out of 5 average rating, 183 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Top guest favourite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower in San Quirico d'Orcia
5 out of 5 average rating, 102 reviews

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Guest favourite
An aerial view of the historic Monteriggioni Castle showcases its medieval architecture surrounded by lush countryside. The fortified walls encircle the village, which is dotted with trees and buildings, while rolling hills extend into the distance under a sunset sky.
Cottage in Monteriggioni
4.95 out of 5 average rating, 265 reviews

Monteriggioni Castello, holiday house in Tuscany

Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

Guest favourite
A stone patio is shown, featuring a small table set with two chairs. The entrance to the cottage is visible, accompanied by wooden shutters. Lush greenery surrounds the area, providing a serene environment.
Cottage in Ponte Feccia
4.94 out of 5 average rating, 183 reviews

Country cottage C&M surrounded by greenery, love Tuscany

Country stone cottage, independent in the Tuscan countryside in the province of Siena, with large garden, porch and gazebo. Our house is located in the countryside of the municipality of Chiusdino, just 5 minutes from the two main towns of Monticiano and Chiusdino and 10 minutes from the beautiful Abbey of Galgano. 30 minutes from Siena, from Monteriggioni, an hour from Florence and 30/40 minutes from the sea. Just 20 minutes from the beautiful Terme del Petriolo.

Guest favourite
The exterior of the building showcases a three-story structure surrounded by greenery. Mature trees and flowering plants create a serene atmosphere, while a winding stone path leads through the garden. A charming fountain adds to the inviting outdoor space.
Flat in Torrenieri
4.87 out of 5 average rating, 125 reviews

Lavender Apartment

L'appartamento Lavanda è situato a Torrenieri (SI) piccola frazione del comune di Montalcino, dotato di ogni confort per trascorrere una rilassante vacanza o per impegni di lavoro. Ottima posizione per visitare gli splendidi borghi della Val d'Orcia, come San Quirico d'Orcia, Pienza, Montepulciano,.. E per chi volesse avventurarsi può percorrere la via Francigena distante da noi 5 minuti a piedi godendo dei meravigliosi paesaggi Toscani.

Top guest favourite
The image captures a vibrant town square in Cortona, featuring a historic clock tower and a series of stone steps leading to a large building. Outdoor seating is visible, with visitors enjoying the sunny day, and nearby buildings display a range of architectural styles.
Home in Cortona
4.94 out of 5 average rating, 209 reviews

Casa del Passerino

Apartment located inside a historic building in Cortona, dating back to the 1500s, overlooking the city's main square... Our property, while condemning the war, dissociates itself from all racist behavior towards the Russian and Belarusian population. At Casa del Passerino, people of these nationalities are welcome and will be treated the same as everyone else. We look forward to seeing you in Tuscany!

Top guest favourite
The rustic building features a warm ochre facade and a classic tiled roof. An expansive oak tree provides shade to the outdoor seating area, which includes wooden chairs and a small table. Lush greenery surrounds the property, contributing to the tranquil rural setting.
Farm stay in Simignano
4.91 out of 5 average rating, 246 reviews

Casa al Gianni - Fico

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Top guest favourite
The exterior of the country house is framed by tall, narrow cypress trees and well-maintained gardens featuring various plants. A terracotta pot stands prominently, and gravel pathways lead to the entrance, which is characterized by stone walls and an arched doorway.
Home in Tavarnelle Val di Pesa
4.96 out of 5 average rating, 312 reviews

Casa Al Poggio & Chianti view

Casa al Poggio is a typical country house of Chianti area is spread in 145 square meters on two floors, the ground floor is a large living area, with kitchen and sofa ,fireplace ,up stairs there is 2 large double bedrooms and a sofa bed in the middle open room , always setable as 2 singles or a double bed bed and a relaxing bathroom with shower and bath with Chianti view.

Top guest favourite
Farm stay in Campiglia D'orcia
4.94 out of 5 average rating, 469 reviews

Poggio Bicchieri Holiday Farm - Poesia apartment

Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.

Guest favourite
A panoramic view of a rustic farmhouse is captured, surrounded by expansive green hills and fields under a bright blue sky. The structure features a traditional tiled roof and is set within a serene countryside landscape, offering a tranquil escape.
Flat in Castiglione d'Orcia
4.92 out of 5 average rating, 104 reviews

"il poderuccio" two-room farmhouse

Agriturismo IL Poderuccio has various apartments, totaling 11 beds, including: a two-room apartment on the ground floor (sleeps 2) complete with double bedroom, private bathroom with shower and living room with double sofa bed, wood-burning fireplace and fully equipped kitchen. A really comfortable environment, great for couples.

Guest favourite
A rustic stone building is surrounded by a lush green lawn, featuring a clear path leading to the entrance. A seating area with chairs is visible in front of the structure, complemented by flowering plants and trees that enhance the natural setting.
Home in San Quirico d'Orcia
4.89 out of 5 average rating, 116 reviews

Casa Rigoli

The house is located just outside the town walls, is independent and is divided into 2 apartments, respectively of 80sqm and 120sqm, with separate entrances. Large garden (5000sqm) including two areas, one shaded for relaxation and one sheltered for barbecue. - Exclusive use of the house - Free parking on the property

Popular amenities for smoke-friendly rentals in Montalcino

When is the best time to visit Montalcino?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$127 SGD$155 SGD$169 SGD$181 SGD$190 SGD$201 SGD$204 SGD$214 SGD$191 SGD$170 SGD$165 SGD$165 SGD
Avg. temp8°C8°C11°C13°C18°C22°C25°C25°C21°C17°C12°C9°C

Quick stats about holiday rentals that are smoking-friendly in Montalcino

  • Total holiday rentals

    Explore 120 holiday rentals in Montalcino

  • Nightly prices starting at

    Montalcino holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    110 of Montalcino holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Montalcino rentals

  • 4.8 Average rating

    Montalcino stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

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  5. Montalcino
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