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Holiday houses in Radicofani

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Top-rated holiday rentals in Radicofani

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Guest favourite
Home in Asciano

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.

4.96 out of 5 average rating, 142 reviews
Guest favourite
A rustic stone building featuring multiple levels stands in the countryside, surrounded by landscaped gardens. Sun loungers line the grassy area near a refreshing outdoor swimming pool, while shaded umbrellas provide comfort. The property showcases a blend of traditional architecture and serene natural beauty.
Cottage in Radicofani

Charming Tuscan Cottage La Bita in Val d’Orcia

La Bita is a lovely typical Tuscan cottage that overlooks UNESCO's Heritage Orcia Valley. Located in the countryside of the medieval hamlet of Radicofani, it's surrounded by 3 hectares of private land and includes an outdoor swimming pool (open seasonally Jun-Sep), garden, outdoor dining area, BBQ and free parking area (uncovered). The studio flat is part of "Podere Maltaia", a property of 12 independent cottages, each with a private garden and entrance. CIR 052024LTN0064 CIN IT052024C2Y95TV5DS

4.9 out of 5 average rating, 99 reviews
Guest favourite
A charming stone farmhouse is set amidst a lush green landscape, framed by tall cypress trees. The building features a welcoming porch with wooden loungers, and climbing vines adorn the walls, emphasizing the natural surroundings and tranquility of the Tuscan countryside.
Villa in San Casciano dei Bagni

Luxury Tuscan countryside villa with pool/WiFi/AC

La Talante is an authentic farmhouse converted into a prime villa offering a genuine opportunity to experience the Tuscan countryside and step into local life. This home is ideal if you want to enjoy a relaxed stay, exploring and discovering an Italian version of everyday life at home. The position of the house encourages touring as well, with immediate access to this exceptional countryside and its vast choices for sampling the food, wine, history, art and culture. This is a country house for

4.99 out of 5 average rating, 81 reviews
Top Guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

4.97 out of 5 average rating, 251 reviews
Guest favourite
A serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.
Home in Cetona

Casa Dolce Toscana | Panoramic Suites & Views

CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

4.98 out of 5 average rating, 187 reviews
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

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

4.92 out of 5 average rating, 337 reviews
Guest favourite
Holiday home in Radicofani

L'Appaltino · Medieval Heart of Radicofani

The house renovated in 2025, is spacious and bright—perfect for families or couples. The interiors, carefully designed down to the smallest detail, include cozy rooms with traditional furnishings, a living room ideal for relaxing moments, and a fully equipped kitchen. From the house, you can admire the view of the historic square and enjoy the life of the village. Just a few steps away, you’ll find restaurants, cafés, and shops with local products, as well as the Rocca fortress.

4.92 out of 5 average rating, 12 reviews
Top Guest favourite
An aerial view highlights a stone farmhouse nestled within lush greenery, surrounded by mature trees. The structure features a terracotta-tiled roof and a charming porch. A pathway leads to a smaller stone building, providing a sense of harmony with the natural landscape.
Villa in Sarteano

Stone farmhouse in Val D'Orcia

19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.

4.98 out of 5 average rating, 160 reviews
Superhost
An outdoor dining area features a wooden table surrounded by folding chairs, shaded by a trellis with climbing plants. Colorful flower pots with blooming flowers add vibrancy to the garden, which offers views of the surrounding landscape. The cottage wall is visible in the background.
Apartment in Radicofani

"L'Assolata" Cottage in Tuscany

A lovely cottage in the old farmhouse "Podere Maltaia" that overlooks the Unesco's Heritage protected area Orcia Valley, surrounded by large farmyards and 3 hectares of private land that includes an outdoor swimming pool (opened seasonally, based on outside temperature - please ask to know the dates for the upcoming or ongoing summer season), garden, outdoor dining area, BBQ and parking area (not-covered, free of charge).

4.91 out of 5 average rating, 157 reviews
Top Guest favourite
A traditional stone casale is set among lush greenery, featuring wooden shutters on the upper windows. Olive and fruit trees frame the home, enhancing its natural setting. A well-maintained lawn extends around the property, inviting relaxation in this peaceful environment.
Cabin in Cetona

Poggio dell'orso.Traditional Casale. Amazing views

Fantastic, recently restored, 150 years old Casale in Tuscany with amazing views. Two bed rooms, a spacious living room with a double sofa bed, a 85" smart TV, a corner with a desk and a fully equipped kitchen. Outside a stone table, a huge garden, a gazebo, a state of art warmed Jacuzzi (optional if available) a fantastic 6 x 12 infinity pool . All the property is fenced. Pet friendly.

4.96 out of 5 average rating, 170 reviews
Superhost
A large swimming pool is surrounded by a sun terrace featuring lounge chairs. A rustic stone building is visible in the background, complemented by a shaded seating area made of wood. Lush greenery adds to the serene outdoor space.
Holiday home in Radicofani

17th century farmhouse Val d'Orcia private pool

Typical Tuscan 17th century farmhouse with exposed beams in Val d'Orcia. Two rooms with fireplaces, five bedrooms, 5 bathrooms. Two equipped kitchens. Garden with private games for children. Large private swimming pool. Il Casale is located just 2 km from Radicofani and where you will find a supermarket, bakery, bars, restaurants, butcher and bank

4.77 out of 5 average rating, 65 reviews
Top Guest favourite
Farm stay in Campiglia D'orcia

Poggio Bicchieri Holiday Farm - Poesia apartment

Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.

4.95 out of 5 average rating, 579 reviews

Popular amenities for Radicofani holiday rentals