
Smoking friendly holiday rentals in Siena
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Top-rated smoke-friendly rentals in Siena
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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.

la Capannina di Guido
Monolocale immerso nelle colline senesi completo di tutto il necessario per soggiorni piacevoli a 4,5 km da Siena. Open space con letto matrimoniale adattabile a due letti singoli e un divano letto. Angolo cottura e piccolo bagno con tutto il necessario. Posizione ideale per visitare la città del Palio, le località termali circostanti, la Val d'Orcia, Monteriggioni, Pienza, il Chianti, Volterra, Montalcino, Montepulciano. Territori ricchi di tradizione in un paesaggio meraviglioso.

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

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 - Fico
Ciao, siamo Cristina & Carmelo! Vi invitiamo a vivere un’esperienza autentica nel nostro agriturismo “Casa al Gianni” situato 20 min da Siena. Il nostro marchio è la vita semplice a stretto contatto con la natura e gli animali della nostra fattoria. Immerso tra i boschi e la splendida campagna toscana trascorrerai una vacanza indimenticabile. Questo angolo di paradiso ti rimarrà nel cuore!

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.

Agriturismo Poggio Bicchieri ap. Poesia
Il nostro agriturismo è una finestra sulla val d'orcia, composto da 2 appartamenti con cucina, camera e bagno. Grande giardino attrezzato. Immerso nel silenzio, vicino a Pienza, Montalcino, Bagno Vignoni e le terme naturali di Bagno San Filippo. Per raggiungerci è molto semplice, l'ultimo km di strada è sterrata ma percorribile da tutti.

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!

Attico 19~Pvt Garage, Pvt Terrace, close tram stop

Appartamento Trilocale 5 persone

Casa Crociani - Amazing Pool & Free Parking

Farmhouse with swimming pool with wonderful view

Beautiful medieval tower in Chianti

Your Happy Nest in Florence

Al centro della Toscana
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

Podere Collina

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/vicino stazione

Casa Romoli mini appartamento con vista

A lovely terrace in Santo Spirito with elevator

Simplicity in Organic Farmhouse Azzurro

Appartamento con terrazza e parcheggio privato

Florentine Hills "LE SCALETTE"

Sopra la Posta

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 | $108 SGD | $99 SGD | $115 SGD | $127 SGD | $135 SGD | $147 SGD | $153 SGD | $147 SGD | $136 SGD | $130 SGD | $113 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 $25 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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- 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
- Cala Violina
- Eremo Di Camaldoli
- Spiagge Bianche
- Fortezza da Basso
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Piazzale Michelangelo
- Pitti Palace
- Parco delle Cascine
- Cascate del Mulino
- Piazza della Signoria
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