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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, 258 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
A person interacts with a falcon, demonstrating the connection between humans and raptors. The background features a natural landscape with greenery, and additional animals can be seen grazing in the distance. The setting showcases an engaging outdoor experience in a tranquil environment.
Holiday home in Chianciano Terme
5 out of 5 average rating, 115 reviews

The Eagle and the Olive Tree

At Aquila e l'Ulivo, an ancient renovated farmhouse from the 1200s, you will not only find all the necessary comforts for a wonderful stay, but you will also experience the thrill of feeling free and immersed in the unspoiled nature of Val D'Orcia. Here you'll have the opportunity to walk with the two falcons Ayga and Sayen and interact with the eagles, and why not sip an excellent aperitif by the pool. We are waiting for you in our world, made up of animals, relaxation, nature and even a touch of Magic.

Top guest favourite
An inviting living space features a cozy fireplace framed by a rustic stone wall. Natural light filters through floral-patterned curtains, illuminating a spacious sitting area with a two-seater sofa. A four-poster bed draped in sheer fabric enhances the room's charm, complemented by decorative lanterns.
Flat in Caminino
4.91 out of 5 average rating, 184 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, 103 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
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, 126 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, 211 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
Farm stay in Campiglia D'orcia
4.94 out of 5 average rating, 500 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, 106 reviews

"il poderuccio" two-room farmhouse

The IL PODERUCCIO farmhouse has several apartments, for a total of 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 truly comfortable environment, ideal for couples.

Top 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, 119 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

Top guest favourite
A welcoming entryway features a mural depicting a serene landscape framed by arches. Built-in shelves display decorative items and books. Natural light illuminates the wood flooring, while a small globe and a vase with dried plants add subtle warmth to the space.
Flat in San Gusmè
4.98 out of 5 average rating, 109 reviews

Casa Guardiavigna in Chianti, Italy

The Casa Guardiavigna apartment offers the opportunity to enjoy a unique and extraordinary experience, full of emotions and happiness. Located a stone's throw from the small medieval village of San Gusme' and surrounded by beautiful vineyards, woods and flowery meadows. Free indoor parking with an automatic gate.

Top guest favourite
An elegant medieval castle is surrounded by lush olive trees, showcasing its stone façade and characteristic towers. Soft lighting emanates from the windows, creating a warm ambiance as dusk approaches. The castle is set against a backdrop of gently rolling hills, enhancing its historic charm.
Castle in Barberino Tavarnelle
4.88 out of 5 average rating, 119 reviews

Suite in Castello di Valle

A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.

Guest favourite
An open-plan living and dining area features a comfortable red couch and a wooden dining table surrounded by chairs. Natural light enters through large windows adorned with green curtains, illuminating the space. A piano and a wooden cabinet are positioned along the walls, complemented by wooden beams on the ceiling.
Apartment in Siena
4.92 out of 5 average rating, 135 reviews

The most ancient part of the city

Inside the medieval walls of Siena, in the most ancient part of the city you will find your home away from home at Buonsignori Apart built in the 1300s. Your opportunity to enjoy living like a native as you experience life in a small Tuscan city.

Popular amenities for smoke-friendly rentals in Montalcino

When is the best time to visit Montalcino?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$124 SGD$150 SGD$164 SGD$176 SGD$185 SGD$196 SGD$198 SGD$209 SGD$186 SGD$177 SGD$163 SGD$177 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 $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,070 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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  2. Italy
  3. Tuscany
  4. Siena
  5. Montalcino
  6. Smoking-friendly rentals