
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.

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.

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

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.

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

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.

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.

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!

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.

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.

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.

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*

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
Smoke-friendly flat rentals

Antica Leopolda - new listing, same hospitality!

Penthouse 19 ~ Pvt Garage, Pvt Terrace, close to tram stop

Three-room apartment for 5 people

Casa Crociani - Amazing Pool & Free Parking

Farmhouse with swimming pool with wonderful view

Beautiful medieval tower in Chianti

Your Happy Nest in Florence

In the center of Tuscany
Smoke-friendly house rentals

In Tuscany between Siena Arezzo, near Chianti

SILVIA in S.Reparata

Ancient Barn in Chianti with Pool

Casa Rigoli

Historic house in heart of Tuscany

Collina Power

Podere I Rovai-apt IL RIFUGIO-in the heart Tuscany

LA CASA DELL' AMBRA-ANCIENT BARN RENOVATED-
Smoke-friendly apartment rentals

ARTHouse/Netflix/ Playstation 5/near station

Casa Romoli mini apartment with a view

A lovely terrace in Santo Spirito with elevator

Simplicity in Organic Farmhouse Azzurro

Apartment with terrace and private parking

Florentine Hills "THE SCALETTE"

Above the Post Office

Dina's House for 4 persons.
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
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!
Destinations to explore
- Rentals with a washing machine and dryer Siena
- Apartment rentals Siena
- Flat rentals Siena
- Fitness-friendly rentals Siena
- Holiday home rentals Siena
- Rentals with a hot tub Siena
- Cottage rentals Siena
- Rentals with a firepit Siena
- Rentals with a fireplace Siena
- Rentals with breakfast Siena
- Family-friendly rentals Siena
- Rentals with a patio Siena
- Rentals with outdoor seating Siena
- Pet-friendly rentals Siena
- Boutique hotels Siena
- Bed and breakfasts Siena
- Rentals with an EV charger Siena
- Rentals with pools Siena
- Villa rentals Siena
- Serviced apartment rentals Siena
- Hotel rooms Siena
- House rentals Siena
- Smoking-friendly rentals Siena
- Smoking-friendly rentals Tuscany
- Smoking-friendly rentals Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Mercato Centrale
- Santa Maria Novella
- Ponte Vecchio
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Marina di Cecina
- Del Chianti
- Basilica of Santa Maria Novella
- Spiagge Bianche
- Eremo Di Camaldoli
- Cala Violina
- Piazza della Signoria
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Piazza della Repubblica
- Cascate del Mulino
- Parco delle Cascine
- Pitti Palace
- Things to do Siena
- Nature and outdoors Siena
- Food and drink Siena
- Sightseeing Siena
- Art and culture Siena
- Things to do Siena
- Tours Siena
- Sightseeing Siena
- Food and drink Siena
- Art and culture Siena
- Sports activities Siena
- Nature and outdoors Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Sightseeing Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Food and drink Tuscany
- Art and culture Tuscany
- Entertainment Tuscany
- Things to do Italy
- Food and drink Italy
- Nature and outdoors Italy
- Wellness Italy
- Sports activities Italy
- Art and culture Italy
- Sightseeing Italy
- Tours Italy
- Entertainment Italy






