Some info has been automatically translated. Show original language

Holiday houses in Casciano

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Casciano

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top Guest favourite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 499 reviews

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Guest favourite
Home in Asciano
4.96 out of 5 average rating, 132 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Superhost
The image displays a large stone villa surrounded by lush greenery and trees. A shared swimming pool, framed by loungers and shaded gazebos, sits in the foreground. In the background, the historic villa can be seen atop a hill, suggesting a picturesque setting in the countryside.
Apartment in Radi
4.93 out of 5 average rating, 15 reviews

Luxury Panoramic Apartment Villa di Radi

This stylish independent Apartment is 180 m2 hosting 2 to 6 people It's located in the Medieval stone built Villa Cerreto in Fattoria di Radi, in Chianti near Siena Independent entrance at ground floor: living, equipped kitchen corner, 3 large bedrooms with 3 bathrooms inside The master bedroom - named Wedding bedroom - is very large, has a canopy bed & a very large bathroom with chromoteraphy shower 2 x 2 Air conditioned Private terrace in the garden. Shared swimming pool Parking Free WIFI

Top Guest favourite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano
4.93 out of 5 average rating, 308 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Guest favourite
A rustic stone building stands prominently in the image, showcasing its natural texture and iconic green shutters. A wooden fence in the foreground frames the scene, alongside a playful green rocking toy, adding a charming touch to the outdoor area.
Townhouse in Casciano
4.79 out of 5 average rating, 75 reviews

Tower

C.I.-052019LTN0015 CIN-IT052019C2EDONUBCH TOWER Sei alla ricerca di una fuga autentica nel cuore della Toscana? Affitta la nostra accogliente casa, situata in un incantevole borgo toscano, ideale per chi desidera rilassarsi immerso nella natura e nella cultura locale. Avrete uso esclusivo di: 3 camere da letto, 2 bagni, cucina attrezzata Ampio soggiorno, Comodo parcheggio di fronte Wi-Fi gratuito e aria condizionata nella camera sotto tetto. Offriamo sconti per soggiorni settimanali

Top Guest favourite
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, 111 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.

Superhost
A comfortable gray sofa with accent pillows is placed in a spacious living area. A coffee table sits in front, adorned with a small vase of flowers and decorative items. Natural light enters through a nearby window, highlighting the warm terracotta floor.
Apartment in Casciano
4.86 out of 5 average rating, 111 reviews

Casa Marino

Our cozy home is located closed to Siena, the Val d'Arbia and the Val d'Orcia, Unesco World Heritage site; you can easily reach the most beautiful town around Siena and Florence, like San Gimignano, Volterra, Montalcino. Rooms are wide and comfortable. The apartament is bright and you can enjoy a nice view on the Tuscan countryside from its windows. It is located in the old hamlet of Casciano. Suitable for couples and families with kids. Parking area about 50 metres from the apartment.

Top Guest favourite
A lush green garden is framed by a rustic pergola made of wooden beams. Grassy paths lead deeper into the garden, where vibrant flowers and trees provide a natural backdrop. Rolling hills and a clear blue sky are visible in the distance, creating a serene outdoor setting.
Home in Castellina in Chianti
4.98 out of 5 average rating, 131 reviews

Private Chianti Cottage, Garden & Vineyard Views

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Top Guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.92 out of 5 average rating, 270 reviews

Casa al Gianni - Hut

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Top Guest favourite
Home in Barberino Tavarnelle
5 out of 5 average rating, 72 reviews

Live the Tuscany Experience in Our Country House

An amazing experience between nature, flavor and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst olive groves and vineyards with an amazing view. A countryside Tuscan home, surrounded by greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

Top Guest favourite
A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.
Condo in Pienza
5 out of 5 average rating, 149 reviews

Mascagni Farmhouse in Val d'Orcia, Pienza

Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Guest favourite
The image captures a panoramic view of rolling hills and fields, stretching towards a distant mountain. Cypress trees and green foliage frame the scene, highlighting the diverse landscapes of Tuscany. The warm tones of the earth contrast with the clear blue sky, creating a serene natural setting.
Home in Fontazzi
4.87 out of 5 average rating, 54 reviews

Ancient farmhouse for relaxation and nature

Twenty minutes from Siena and immersed in the Val di Merse, our ancient stone farmhouse is spread over three levels, consists of two large bedrooms, a large living room with fireplace and wi-fi, an equipped kitchen and two bathrooms and can accommodate up to 6 adults and 1 baby. We accept one pet or, upon request, more than one. Guests are required to pay a tourist tax of €1.00 per night for each guest over 12 years of age for a maximum of 6 nights.

Popular amenities for Casciano holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Casciano