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Smoking friendly vacation rentals in Castiglion Fiorentino

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Top-rated smoking friendly rentals in Castiglion Fiorentino

Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
An aerial view captures a serene farmhouse surrounded by rolling hills. A curving dirt road leads to the home, bordered by tall cypress trees. Soft sunlight bathes the landscape, highlighting the lush greenery and distant mountains.
Farm stay in Campiglia D'orcia
4.91 out of 5 average rating, 548 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 favorite
A spacious outdoor pool is framed by well-maintained greenery, with lounge chairs positioned alongside. The surrounding area includes mature trees and flowering plants, contributing to a serene environment. A shade umbrella is set near the pool, enhancing the inviting atmosphere.
Vacation home in Chianciano Terme
5 out of 5 average rating, 115 reviews

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.

Guest favorite
Vacation home in Petrignano del Lago
4.98 out of 5 average rating, 123 reviews

Fontarcella, H&R- mediterranean home with jacuzzi

Situata nelle colline a cavallo tra Montepulciano,Castiglione del Lago e Cortona, Fontarcella si presenta come una villetta indipendente immersa nel verde, che offre jacuzzi e parcheggio privati; Scoprirete un luogo senza tempo, per condividere momenti preziosi. La struttura, arredata in stile mediterraneo, dispone di climatizzazione e wi-fi gratuita. Il giardino, interamente recintato, offre vari comfort. A pochi minuti dalle autostrade, Fontarcella è facilmente raggiungibile dai viaggiatori.

Top guest favorite
A small balcony is featured with two black woven chairs flanking a round table. On the table, a bottle and two glasses are set against a backdrop of panoramic views of rolling hills and terracotta rooftops under a partly cloudy sky.
Apartment in Cortona
4.99 out of 5 average rating, 172 reviews

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.

Top guest favorite
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 in San Quirico d'Orcia
5 out of 5 average rating, 103 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.

Guest favorite
A serene outdoor space is highlighted by a sparkling swimming pool surrounded by lush garden beds filled with vibrant flowers. Comfortable sun loungers are positioned under shaded umbrellas, offering a relaxing area. The historic building in the background complements the scenic countryside.
Apartment in Laviano
4.96 out of 5 average rating, 161 reviews

Farmhouse with swimming pool with wonderful view

Farmhouse Santa Margherita is a splendidly restored 18th century house that sits on a hilltop on the Tuscan-Umbrian border in sight of Montepulciano.The farmhouse has been recently renovated in order to offer to its guests eight vacation apartments. The rooms are very spacious and comfortable. The furnishings are luxurious and include wooden furniture, wrought iron beds and elegant lamps. The kitchens are well equipped so that all your culinary skills can be exercised.

Guest favorite
A well-appointed bedroom is presented, featuring a spacious bed with an elegant coverlet. The area includes a large wardrobe with mirrored doors, enhancing the sense of space. Fresh towels are neatly arranged at the foot of the bed, and light wood flooring adds warmth.
Apartment in Arezzo
4.96 out of 5 average rating, 114 reviews

[Relax in Arezzo] 5 min walk to the center

Nice apartment located 800 meters from the historic center and the station, on the fourth floor with double elevator of a prestigious building in Arezzo. One km from the city's main attractions, within walking distance, equipped with every comfort and functionally furnished for any type of traveler. The apartment is located in a strategic position: there are numerous facilities nearby such as supermarkets, shopping malls, pharmacies and restaurants.

Guest favorite
The rustic stone facade of the house features abundant greenery and wisteria blooms cascading from the upper balcony. The entrance is accessible via a stone pathway, and wooden beams frame the windows, enhancing the traditional Tuscan architecture.
Vacation home in San Martino Sopr'Arno
4.94 out of 5 average rating, 120 reviews

Casa Manu

CHARACTERISTIC TUSCAN HOUSE in stone nestled in the hills of the province of Arezzo. Close to Siena, Florence, Cortona, Perugia, Sansepolcro and the Casentino Forests. Ideal for trekking, food and wine tourism (some of the best wineries in Tuscany are just a few kilometers away), for art and culture enthusiasts. A large, very private panoramic terrace is available exclusively for guests. We will welcome you with a welcome gift.

Top guest favorite
Home in Cortona
4.94 out of 5 average rating, 212 reviews

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!

Guest favorite
Apartment in Arezzo
4.95 out of 5 average rating, 101 reviews

La casina di Ivonne (Downtown Arezzo)

La Casina di Ivonne is a charming apartment located in a strategic position for visiting the characteristic and picturesque city of Arezzo. Recently renovated, it allows you to enjoy your stay in the center of Arezzo in total relaxation, thanks to the large and comfortable spaces, the brightness of its rooms and the possibility of having all the comforts available.

Guest favorite
Apartment in Arezzo
4.89 out of 5 average rating, 113 reviews

Tourist rental La Terrazza di Emy, Arezzo

Enjoy a relaxing and private vacation in this elegant Tuscan-style accommodation in the center of Arezzo. Dedicated to those who love a pleasant, relaxing and even romantic stay, the apartment is located in the historic center and overlooks the historic rooftops of the city. It has a large outdoor terrace where you can linger for aperitifs and enjoy the city view.

Guest favorite
Farm stay in Castelfranco di sopra
4.88 out of 5 average rating, 309 reviews

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!

Popular amenities for Castiglion Fiorentino smoking friendly rentals

Quick stats about vacation rentals that are smoking-friendly in Castiglion Fiorentino

  • Total vacation rentals

    Explore 10 vacation rentals in Castiglion Fiorentino

  • Nightly prices starting at

    Castiglion Fiorentino vacation rentals start at G$6,283 GYD per night before taxes and fees

  • Verified guest reviews

    Over 310 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    10 of Castiglion Fiorentino vacation rentals include wi-fi 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!