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

Casa al Gianni - The Simignano Barn
Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and al fresco dinners. A memorable getaway awaits you in this little slice of paradise!
4.97 out of 5 average rating, 198 reviews
Podere Raspollino | Maremma 10 people
Podere Raspollino is a Maremma farmhouse with two floors. On the ground floor there are two bedrooms and two bathrooms with a separate entrance! On the loggia overlooking the pool, you can find a barbecue and a fully equipped kitchen (without an oven)! Dining table and armchairs! On the first floor, there are three bedrooms and three bathrooms, a living room and a fully equipped kitchen! The farmhouse is located between Ribolla and Montemassi! About 55 minutes from Siena The nearest airport is Pisa
5.0 out of 5 average rating, 7 reviews
Private Villa with Swimming Pool and Hot Tub
San Giusto is located in the heart of the Tuscan Maremma. It is an old farmhouse dating back to 1928, completely renovated maintaining the characteristics of the old stone structures. The villa consists of two flats, each about 75 m in size, completely autonomous. San Giusto also offers a large garden equipped with tables, a Jacuzzi and a barbecue with a wood-burning oven. San Giusto offers a large 5m x 10m swimming pool, sunbeds, gazebo and parasols for moments of sunbathing and relaxation.
4.94 out of 5 average rating, 35 reviews
Wp Relais Borgo Vignalunga
Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.
4.95 out of 5 average rating, 146 reviews
Domus Olea BnB
The Domus Olea apartment is part of a Tuscan stone farmhouse that overlooks the Maremma from a prime location. It takes its name from the wonderful restored oil mill, set into the marble base that has been part of the floor for over a century. It will be an experience of relaxation and greenery, of sunsets over the sea on the horizon, amidst timeless architecture and a minimalist approach to space. A hot tub for some self-care, the time for a nice glass of wine—cheers! Have a good trip!
4.98 out of 5 average rating, 43 reviews
Typical Tuscan Cottage with swimming pool and park
The Country Cottage is located in the heart of authentic Tuscany, in an unspoiled area, with a unique biodiversity. Located just a 5-minute drive from the famous Abbey of San Galgano and the Hermitage of Montesiepi, where the prestigious "Sword in the Stone" is kept. The entire property is rented: the typical Tuscan country house, the swimming pool, the garden and the fenced park. A perfect location to relax with maximum privacy, without the stress and wear and tear of modern life
4.95 out of 5 average rating, 42 reviews
Country cottage C&M surrounded by greenery, love Tuscany
Country stone cottage, independent in the Tuscan countryside in the province of Siena, with large garden, porch and gazebo. Our house is located in the countryside of the municipality of Chiusdino, just 5 minutes from the two main towns of Monticiano and Chiusdino and 10 minutes from the beautiful Abbey of Galgano. 30 minutes from Siena, from Monteriggioni, an hour from Florence and 30/40 minutes from the sea. Just 20 minutes from the beautiful Terme del Petriolo.
4.94 out of 5 average rating, 203 reviews
Casa Sabina
The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.
4.98 out of 5 average rating, 129 reviews
Villa Casale "Il Diaccio" with views of the Maremma
Villa Casale with large garden partly in grass and partly in stone slabs. Immersed in nature and lying on a comfortable sunbed, the town of Roccatederighi divides the horizon, on one side the view of the sea with the Gulf of Follonica and beyond the Island of Elba and Corsica, on the other the Maremma plain and the island of Giglio. You can walk in nature, admire the local fauna, go by bike, relax by taking a bath in the mini pool or reach the cities of art.
4.94 out of 5 average rating, 18 reviews
A HOUSE WITH A PANORAMIC VIEW OF MEDIAEVAL TOWN
The house is located at the heart of the small mediaeval town of Roccatederighi, at 537 m above sea level, with a panoramic, uninterrupted view overlooking the Maremma plain all the way to the sea. It has three floors, accommodates 6 persons, has a large kitchen and a spacious living room with top quality finishes.
4.96 out of 5 average rating, 50 reviews
Podere la Pompa
Villa with three bedrooms with ensuite bathroom, large kitchen and living room. External loggia for outdoor dining and possibility of using the shared swimming pool. Piccola Pompa is located a short drive from Grosseto and less than 20 minutes from the beaches of Castiglione della Pescaia
5.0 out of 5 average rating, 27 reviews
Agriturismo Botri dei Lumachi (entire property)
A little slice of heaven, nestled in the wonderful Tuscan hills. An oasis of relaxation, peace and tranquility where you can regenerate body and mind. The property consists of 3 independent villas that can accommodate up to 16 guests.
4.91 out of 5 average rating, 56 reviewsPopular amenities for Roccatederighi holiday rentals
Other great holiday rentals in Roccatederighi

Design loft with private SPA in Tuscany
5.0 out of 5 average rating, 77 reviews
Golden View - Dream Farmhouse in Tuscany
4.97 out of 5 average rating, 65 reviews
Cupiano Farm "Querciolettaia/Legnaio"
4.96 out of 5 average rating, 57 reviews
Tuscany jem: The Chianti Farmer's House
4.98 out of 5 average rating, 88 reviews
Nice apartment with garden and breath-taking view
4.9 out of 5 average rating, 62 reviews
Capezzuolo 33
4.95 out of 5 average rating, 74 reviews
Tuscany Retreat & Panoramic Vineyard Views
5.0 out of 5 average rating, 11 reviews
The Amphitheater private pool and magnificent view
5.0 out of 5 average rating, 5 reviewsDestinations to explore
- Elba
- Giglio Island
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Del Chianti
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Mount Amiata
- Cascate del Mulino
- Antinori nel Chianti Classico
- Siena Cathedral
- CavallinoMatto
- Avignonesi Winery Fattoria Le Capezzine
- Val di Chiana
- Quercetano
- Palazzo Pubblico
- Valdichiana Outlet Village
- Saturnia Thermal Park
- Rimigliano Natural Park





