
Holiday houses in Radicofani
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Radicofani
Guests agree: these stays are highly rated for location, cleanliness and more.

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
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
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
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
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
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
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
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
"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
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
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
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 reviewsPopular amenities for Radicofani holiday rentals
Other great holiday rentals in Radicofani

Il Pozzo RestArt - Apartment in the historic center
4.95 out of 5 average rating, 40 reviews
Casa Franca | Private veranda near the spa
5.0 out of 5 average rating, 28 reviews
the ancient wash house
5.0 out of 5 average rating, 25 reviews
Tuscan retreat with heated pool ~#greatviews ~BBQ
5.0 out of 5 average rating, 6 reviews
Vakantievilla Farmhouse Dolci Hills
4.96 out of 5 average rating, 53 reviews
Podere Lamino, Val d'Orcia, Pienza
4.99 out of 5 average rating, 67 reviews
Bel Casale with sea view and the mediaeval village
5.0 out of 5 average rating, 77 reviews
Federico's Cantuccio
5.0 out of 5 average rating, 4 reviewsDestinations to explore
- Lake Trasimeno
- Lake Bolsena
- Parco Regionale Della Maremma
- Feniglia
- Lake Vico
- Le Cannelle
- Basilica of St Francis
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Terme Dei Papi
- La Scarzuola
- Villa Lante
- Siena Cathedral
- Vulci
- Avignonesi Winery Fattoria Le Capezzine
- Val di Chiana
- Necropolis of Tarquinia
- Mount Subasio
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Riserva Naturale Diaccia Botrona
- Terme San Filippo





