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Smoking friendly holiday rentals in Siena

Find and book unique smoke-friendly rentals on Airbnb

Top-rated smoke-friendly rentals in Siena

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

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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.

Top guest favourite
A spacious balcony is lined with arches, providing a panoramic view of the rooftops and distant cathedral of Siena. Terracotta tiles cover the floor, while potted plants add a touch of greenery. Sunlight floods the area, enhancing the architectural features and scenic outlook.
Apartment in Siena
4.88 out of 5 average rating, 176 reviews

Panoramic attic in old town of Siena

We are pleased to propose a top floor apartment in a historic building located in front of the Cathedral of San Domenico, in the heart of the historic center of Siena, a few steps from Piazza del Campo and the Duomo. The area is equipped with every service: shops, cafes, bars, restaurants. Composed of a large living room, kitchen, two double bedrooms, bathroom and terrace with panoramic views of the city. Very bright, it is equipped with every service to make your holiday enjoyable

Top guest favourite
Cottage in Monteriggioni
4.95 out of 5 average rating, 273 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.

Superhost
A sweeping view showcases rolling hills adorned with vineyards and olive trees. The distant mountains create a serene backdrop against the clear sky, while quaint homes are nestled among lush greenery, reflecting the tranquil landscape of the Siena countryside.
Flat in Siena
4.85 out of 5 average rating, 186 reviews

CASA CHICCO

Casa Chicco, located a stone's throw from the center of Siena, is immersed in the regenerating silence of the Sienese hills. You can reach the historic center and Piazza del Campo in about 3 km. The structure has: ✔ Wifi ✔ Private entrance ✔ Private parking ✔ TV ✔ Garden with vineyard view ✔ 5 min from the center (by car) ✔ Linen and towels ✔ Chianti, Monteriggioni, Val d'Orcia nearby ✔ Essential for breakfast and lunch ✔ Wine tasting in the nearby La Lastra winery

Guest favourite
A small terrace is showcased, featuring a bistro table with two chairs. Scenic views of lush greenery and rolling hills extend beyond, with several trees dotting the landscape. The sky is bright and clear, creating an inviting outdoor space.
Hut in Siena
4.98 out of 5 average rating, 117 reviews

Guido's Cabin

Studio nestled in the Sienese hills complete with everything you need for pleasant stays 4.5 km from Siena. Open space with double bed adaptable to two single beds and a sofa bed. Kitchenette and small bathroom with all the essentials. Ideal location for visiting the city of the Palio, the surrounding spa towns, Val d'Orcia, Monteriggioni, Pienza, Chianti, Volterra, Montalcino, Montepulciano. Territories rich in tradition in a wonderful landscape.

Guest favourite
Villa in Siena
4.89 out of 5 average rating, 294 reviews

Villa Capanna, Private Pool, Breathtaking Views

Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.

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
4.92 out of 5 average rating, 251 reviews

Casa al Gianni - Fig

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, 318 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, 507 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.

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
The outdoor area features a spacious stone-paved patio surrounded by lush greenery. A large umbrella provides shade over a seating space, complemented by garden chairs and a table. Olive trees are visible, enhancing the natural surroundings.
Hut in Monteriggioni
4.94 out of 5 average rating, 100 reviews

Romantic Siena summer spa Francigena road

Recently renovated barn in the countryside at the foot of the hills of Siena just 10 minutes away from the city. The large garden with olive trees and the spacious yard make your stay pleasant and relaxing. *Hot tub included from may to september*

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 Siena

When is the best time to visit Siena?

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Avg. price$109 SGD$100 SGD$115 SGD$128 SGD$135 SGD$147 SGD$153 SGD$147 SGD$137 SGD$130 SGD$114 SGD$129 SGD
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Quick stats about holiday rentals that are smoking-friendly in Siena

  • Total holiday rentals

    Explore 120 holiday rentals in Siena

  • Nightly prices starting at

    Siena holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 9,300 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    100 of Siena holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Siena rentals

  • 4.8 Average rating

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

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