
Smoking-friendly holiday rentals near Siena Cathedral
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Top-rated smoking-friendly rentals near Siena Cathedral
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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.

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.

Stallina Studio
It is a cosy studio apartment forming part of Borgo Villa Certano, an ancient hamlet at a stone's throw from Siena. The apartment is surrounded by the beautiful Tuscan countryside and has a breathtaking view. It is part of the house named SCUDERIA, but it has a separate entrance and direct access to the garden.

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 smoking-friendly rentals near Siena Cathedral
Smoke-friendly flat rentals

holidays with swimming pool in Tuscany

Three-room apartment for 5 people

apartment with great views

Casa Crociani - Amazing Pool & Free Parking

Panoramic Apaertment Val d'Orcia

Beautiful medieval tower in Chianti

Spacious Apartament

"IL COLOMBAIO" Holidays among the Olive Trees
Smoke-friendly house rentals

In Tuscany between Siena Arezzo, near Chianti

Ancient Barn in Chianti with Pool

Casa Rigoli

Farmhouse in Chianti, Siena Tuscany

“il colle” nice house surrounded by vineyard

Historic house in heart of Tuscany

Poggiolo

House in Heart of chianti
Smoke-friendly apartment rentals

Circle 3

Casa Rebecca with a small private pool

Nido nei Pispini: Siena Center, Terrace & View

House between Firenze, Arezzo, chianti e Siena

Simplicity in Organic Farmhouse Azzurro

Apartment with terrace and private parking

PODERE VAL DI GALLO CHIANTI SIENA

Above the Post Office
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Luxury house La Galluzza

Family Forest - Pool in the Crete Senesi

Sienese residence - A stone's throw from the center

Attic Via della Galluzza, 7

Agriturismo I Moraioli apartment Parata

Agriturismo I Gelsi

Casa Sophia

Bed and Breakfast Casa Cernano
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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




