
Smoking friendly holiday rentals in Castiglion Fiorentino
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Top-rated smoke-friendly rentals in Castiglion Fiorentino
Guests agree: these smoking-friendly rentals are highly rated for location, cleanliness and more.

Casa al Gianni - Fig
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

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!

The Eagle and the Olive Tree
At Aquila e l'Ulivo, an ancient renovated farmhouse from the 1200s, you will not only find all the necessary comforts for a wonderful stay, but you will also experience the thrill of feeling free and immersed in the unspoiled nature of Val D'Orcia. Here you'll have the opportunity to walk with the two falcons Ayga and Sayen and interact with the eagles, and why not sip an excellent aperitif by the pool. We are waiting for you in our world, made up of animals, relaxation, nature and even a touch of Magic.

Cortona’s Rooftop Nest
L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

The small tower
Il casale proposto è un tipico terratetto realizzato in caratteristica pietra toscana, ideale per chi vuole trascorrere vacanze rilassanti immersi nel verde delle colline castiglionesi che cingono la piccola valle di Chio. Lo stabile, a torretta, è disposto su tre livelli: la porzione di fabbricato utilizzabile è posta al piano primo con soggiorno/pranzo e cucina attrezzata ed al piano secondo con camera matrimoniale, camera doppia e bagno con doccia, il tutto arredato con mobili in stile.

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.

Fontarcella, H&R- mediterranean home with jacuzzi
Located in the hills between Montepulciano, Castiglione del Lago, and Cortona, Fontarcella is a detached villa surrounded by greenery, offering a private jacuzzi and parking. You'll discover a timeless place to share precious moments. The property, furnished in Mediterranean style, features air conditioning and free Wi-Fi. The fully fenced garden offers a variety of amenities. Just minutes from the highways, Fontarcella is easily accessible for travelers.

Casa Dina, apartment in the historic center of Cortona
In the center of CORTONA Casa Dina, ground floor apartment, 2/3 beds, double bedroom, living room with full-size sofa bed, kitchen, bathroom, washing machine, dishwasher, wifi, TV, iron, included, gas, cleaning. A stone's throw away are food, fruit, bars, restaurants and many wonderful places to visit. You only have to pay a small tourist tax upon arrival. a daily contribution of €10 for the third guest over 5 years of age. TEL.3357690788 Claudio

Casa del Passerino
Apartment located inside a historic building in Cortona, dating back to the 1500s, overlooking the city's main square... Our property, while condemning the war, dissociates itself from all racist behavior towards the Russian and Belarusian population. At Casa del Passerino, people of these nationalities are welcome and will be treated the same as everyone else. We look forward to seeing you in Tuscany!

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.

Romantic apartment in the Tuscan village
The house is located in an ancient medieval village that has been completely renovated while maintaining the charm of its history. In the village you will find two swimming pools, a restaurant, many gardens and much more... It is in a strategic position to be able to reach the main attractions such as the Chianti Region, Florence, Arezzo and Siena!

Tuscany House | View Breathtaking
Casa Belvedere is 10 minute drive from the center of Cortona. Is located along an old Roman road and enjoys a spectacular view of Cortona. Equipped cooking, 2 double room, 2 bathrooms, sofa bed, large garden with provides all the comforts to relax, sunbathe and have lunch under the pergola, enjoying the view of Cortona and the Val di Chiana.
Popular amenities for smoke-friendly rentals in Castiglion Fiorentino
Smoke-friendly flat rentals

Antica Leopolda - new listing, same hospitality!

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

Tourist rental La Terrazza di Emy, Arezzo

Casa Crociani - Amazing Pool & Free Parking

La Casina Porciano

Panoramic Apaertment Val d'Orcia

[Relax in Arezzo] 5 min walk to the center

Two-room apartment in the woods
Smoke-friendly house rentals

In Tuscany between Siena Arezzo, near Chianti

Ancient Barn in Chianti with Pool

Farmhouse in Chianti, Siena Tuscany

“il colle” nice house surrounded by vineyard

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

LA CASA DELL' AMBRA-ANCIENT BARN RENOVATED-

House in Heart of chianti

Cozy in Villa Oasis w/ Garden & Parking in Perugia
Smoke-friendly apartment rentals

stunning top floor flat within city center's heart

Emilio's home

A lovely terrace in Santo Spirito with elevator

Panoramic attic in old town of Siena

Simplicity in Organic Farmhouse Azzurro

Duomo View • In the Heart of Florence

Ermione

Raggi di Sole - Central in the main square
Quick stats about holiday rentals that are smoking-friendly in Castiglion Fiorentino

Total holiday rentals
Explore 10 holiday rentals in Castiglion Fiorentino

Nightly prices starting at
Castiglion Fiorentino holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 310 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
10 of Castiglion Fiorentino holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castiglion Fiorentino rentals

4.8 Average rating
Castiglion Fiorentino stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with a patio Castiglion Fiorentino
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- Family-friendly rentals Castiglion Fiorentino
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- Flat rentals Castiglion Fiorentino
- Rentals with outdoor seating Castiglion Fiorentino
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- Villa rentals Castiglion Fiorentino
- House rentals Castiglion Fiorentino
- Smoking-friendly rentals Arezzo
- Smoking-friendly rentals Tuscany
- Smoking-friendly rentals Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Lake Trasimeno
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mercato Centrale
- Fortezza da Basso
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Del Chianti
- Centro Storico Orvieto
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Parco delle Cascine
- Basilica of St Francis
- Basilica of Santa Croce
- Medici Chapel
- Stazione Santa Maria Novella
- Stadio Artemio Franchi
- Furlo Gorge Nature Reserve





