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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 rustic stone farmhouse is nestled in a lush green landscape, surrounded by rolling hills and tall cypress trees. The sun casts a warm glow on the exterior, highlighting the charming architecture. An open courtyard with a small pool can be seen in the foreground.
Farm stay
4.92 out of 5 average rating, 565 reviews

Poggio Bicchieri Holiday Farm - Memoria apartment

Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

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
5 out of 5 average rating, 104 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
4.88 out of 5 average rating, 181 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
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
4.95 out of 5 average rating, 275 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.

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
4.92 out of 5 average rating, 258 reviews

Casa al Gianni - Fig

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Top 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
4.98 out of 5 average rating, 119 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
A warm and inviting open space features a wooden dining table surrounded by chairs, illuminated by natural light from several windows. A red sofa is positioned nearby, while a television and kitchen appliances, including a stove and oven, are visible in the background.
Flat
4.94 out of 5 average rating, 108 reviews

Casa Crociani - Amazing Pool & Free Parking

Just 4.7 km from Montepulciano (7 minutes by car), this house is located in a quiet position surrounded by greenery, with a splendid view of the Tuscan hills. The property is equipped with all the necessary amenities to ensure a pleasant stay, perfect for relaxing weekends or vacations. You can relax on the private patio, in the outdoor gardens, or spend unforgettable moments by the pool, enjoying the peace and beauty of the surrounding landscape.

Top guest favourite
An outdoor patio area features a modern seating arrangement with a mix of light and dark furniture. A fabric sunshade is positioned overhead, providing shade. Surrounding the space, a landscaped garden includes colorful flowers and greenery, creating a relaxing atmosphere.
Home
4.97 out of 5 average rating, 109 reviews

Relay moderno a Siena

This elegant accommodation, just 5 km from the center of Siena, is close to the city and Chianti. Suitable for couples who love relaxation, families and sportsmen (perfect starting point for Chianti tours). The accommodation includes two double bedrooms and a study room with sofa bed, two bathrooms with shower and a half bathroom. Large and free parking, garden with solarium space, grass soccer field, guarded and covered shelter for bicycles.

Guest favourite
Villa
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
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
4.98 out of 5 average rating, 112 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
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 image captures a scenic view of a well-maintained garden featuring a private pool and a barbecue area. The stone structure is adorned with a tiled roof, framed by lush greenery and rolling hills in the background. Soft clouds add to the tranquil atmosphere.
Home
4.88 out of 5 average rating, 113 reviews

Ancient Barn in Chianti with Pool

This is a beautifully renovated and pleasantly furnished old stone barn which is on the outskirts of the medieval village of Barberino Val d'Elsa, located halfway between Florence and Siena. The property is situated in a splendid panoramic position.

Popular amenities for smoke-friendly rentals in Siena

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

  • Total holiday rentals

    Explore 110 holiday rentals in Siena

  • Nightly prices starting at

    Siena holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 8,450 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 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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