Vacation rentals in Roccastrada

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, 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, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

Location · Family · Pool

"Casa Chiassarello" with pool

Casa Chiassarello is located in a quiet and panoramic location, a short walk from the center of Roccastrada. The house, entirely made of stone, is built from an old oil mill. The accommodation is an open space of about 80 square meters where there is a very spacious kitchen, a bathroom, a sleeping area with TV and fireplace; it overlooks a spacious veranda that can be used as a dining area and relaxation area. Guests have access to the garden and swimming pool, both for exclusive use. There are no other guests on the property.

Family · Location · Pool

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!

Location · Family · Decor

LECCIONE RESIDENCE

Characteristic country house with exposed wooden beams, 2 double bedrooms, 1 bedroom with bunk bed and a double sofa bed in the living room. The 2 bathrooms with shower. Large and well-equipped kitchen. Dishwasher, wood-burning and electric oven, espresso machine. Large garden with barbecue, swimming pool and a hot tub. Expenses to be paid on-site based on consumption: wood €8 per box, LPG €6 per cubic meter, electricity €0.36 per kW. Wood will be provided for a barbecue and a hot bath in the hot tub for free.

Value · Location · View

Podere Raspollino | Maremma 10 people

Podere Raspollino is a Maremma farmhouse. It consists of two floors. On the ground floor, there are two bedrooms and two bathrooms with an independent entrance! In the loggia overlooking the pool, you can find a barbecue and a fully equipped kitchen (without an oven)! Dining table and armchairs! On the second floor, there are three bedrooms and three bathrooms, a living room and a full kitchen! The farmhouse is located between Ribolla and Montemassi! About 55 minutes from Siena The nearest airport is Pisa

Family · Location · Cleanliness

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.

Family · Location · Condition

Casa Mary, independent entrance, private garden

Exclusive fenced garden, open space, double room, large bathroom. Park your car for free, visit the village, and enjoy evocative food and wine experiences (excursions, tastings, natural, historical, and architectural sites). Take a walk to discover natural and historical wonders with stunning views. LACASASALUTARE® Mary, restyling in Color and Shabby style by ARCHFMS®️-ARCHITETTURA SALUTARE®️, Emotional Design, Furnishing Objects by Spolverati Francesca Maria, Holistic Bio-Architect.

Location · Value · Comfort

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

Family · Location · Decor

Design loft with private SPA in Tuscany

Welcome to Loft SPA, your personal refuge in the heart of Massa Marittima, an exclusive accommodation equipped with a private indoor swimming pool. This unique property offers an unparalleled stay experience, combining elegance and comfort, the accommodation has been designed with attention to detail and quality, The highlight is the indoor swimming pool with its accessories, an oasis of relaxation. This exclusive accommodation offers a stay experience you will not easily forget.

Location · Value · Decor

Incredible Views & Pool in the Tuscan Hills

Escape to the heart of Tuscany and enjoy a stay surrounded by rolling hills, timeless beauty, and unforgettable views. The house offers access to a beautiful shared swimming pool and peaceful outdoor spaces, perfect for relaxing in the sun or enjoying peaceful evenings. Inside, you will find comfort, style, and everything you need for a memorable stay. Ideal for couples, families, or groups of friends looking for an authentic Tuscan experience, just a short drive from Siena.

Location · Value · Sleep quality

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.

Value · Location · Outdoor spaces

Tuscan Barn Apartment for 6 with panoramic pool

Panoramic Tuscan apartment converted from an old barn, with direct access to the garden and a shared panoramic swimming pool overlooking the Senese hills. Ideal for families or small groups of friends looking to enjoy for an authentic rural experience, privacy and relax. The apartment features three double bedrooms each with private bathroom, air-conditioning and WI-FI. A perfect place to enjoy nature, silence and unforgettable Tuscan sunsets.

Family · Location · Condition