Farmhouse La Lucciolaia San Gimignano - Siena Agriturismo Cesani San Gimignano - Siena La Lastra Siena Visit of vineyards
and cellar with wine tasting and light-lunch Agriturismo Villa Palagetto San Gimignano - Siena Luxury villas for rent in Tuscany


Roccastrada, chief village of the district, was built around the 10th century, its main church, Chiesa di San Niccolò, was established around 1283.

RoccastradaROCCASTRADA, chief village of the district ,was built around the 10th century, its main church, Chiesa di San Niccolò, was established around 1283. It keeps two frescos dating back to the sixteenth century: one representing the Annunciation, the other a Madonna with Child. Both have been recently restored by the local Archeoclub.

RIBOLLA has been an important mining centre: lignite was excavated until 1954, when an enormous explosion stopped the coal extraction. The today’s village structure is developed on the basis of the existing mining village.

STICCIANO was first mentioned on an act of 996 which stated the local family’s authority, the Aldobrandeschi, on this village. Its position is extraordinary: it is like being on a balcony which overlooks the Maremma, the sea and the islands of Giglio, Elba and Corsica. The SS. Concezione, a Romanesque Church is worth a visit: it has a rectangular nave and a semicircular apse.

TORNIELLA and PILONI are small villages surrounded by chestnut wood trees, they both introduce the visitor the river Farma Valley, a protected area of incredible beauty and peculiarities.

Castello di Montemassi - Rocca di MontemassiMONTEMASSI is a medieval village, dominated by an imposing fortification, Montemassi Castle, was repeatedly besieged during the fourteenth and fifteenth centuries and finally conquered in 1328 by the Sienese Republic.
This conquest is celebrated in a very famous and discussed fresco attributed to Simone Martini, in which we can see Guidoriccio da Fogliano, a mercenary soldier, hired by Siena that proudly enters a defeated Montemassi on the back of his horse. We can admire this fresco at the Palazzo Pubblico in Siena, inside the "Mappamondo Hall".

RoccatederighiROCCATEDERIGHI is one of the most interesting and well preserved medieval village of this area, it is mimetically built on huge trachyte rock spurs called "i massi" overlooking the Maremma. We can still notice the remains of its "Cassero"(1) near the Tower Clock, and parts of the ancient walls. At the very top of the village there is a church, Chiesa di San Martino Vescovo, built around the tenth century. Both the village of Sassofortino, where we can notice several doorways carved in the local stone, and Roccateterighi are situated at the foot of Sassoforte, a 787 metres high mount where the remains of a mighty fortress lie:il castello di Sassoforte.

Made out of the ancient "Colo's Gallery", the Vine and Wine Museum is a must stop on the Strada del Vino Monteregio di Massa Marittima. The entrance to the museum, in Piazza dell'Orologio, welcomes visitors with explanatory panels, pictures, historical findings and old peasants testimonies and drives them to the discovery of the place that was bored through living trachyte rock. Going downstairs you access the underground cellar where a mine gallery was re-created along with old peasants tools as to symbolise the two main economic activities of this area: agriculture and mining. Back to the main hall of the Museum you can admire all the different brands of the Strada del Vino Monteregio di Massa Marittima till you get to the outdoor terrace where you can taste wine and local products. Here, while your view expands all around on a unique panorama made of countryside, hills, medieval villages and Mediterranean scrub woods, you admire Maremma Toscana and are aware you now know it inside out.

Roccastrada: discover the surroundings

Accommodations in the area

    • Siena (Siena)
    • 37 km from Roccastrada

    Agriturismo Marciano

    Agriturimo Marciano : an exlusive opportunity, two holidays at the place of only one. stay in the country and life downtown. Marciano is located near the walls of the Middle Age town of Siena.
    Five confortable double rooms and a suite with a beautiful sight on the Siena Duomo

    Availability request

    • Castiglione della Pescaia (Grosseto)
    • 38 km from Roccastrada

    Villa Roccamare Castiglione della Pescaia 12 beds

    Beautiful and characteristic villa with stone finishes located in the exclusive Roccamare area in Castiglione della Pescaia.
    Surrounded by the green of the pine forest and the total privacy with 2000 sqm park equipped with relaxation area and barbecue is located about 400 meters from the sea and has a private beach.

    Availability request

    • Castiglione della Pescaia (Grosseto)
    • 41 km from Roccastrada

    Villa Punta Ala 9 beds pool

    Beautiful villa with swimming pool surrounded by greenery and tranquility of the exclusive tourist destination Punta Ala and small attic used as service personnel only 300 meters from the sea of Tuscany.
    This ideal solution for those who want to spend their holidays near the beautiful sea of Punta Ala with the comforts of an exclusive villa.

    Availability request

    • Colle Val D'Elsa (Siena)
    • 45 km from Roccastrada

    La Pieve

    La Pieve, charming farmhouse located on the hills of Val d'Elsa, between Volterra and San Gimignano, along the Via Francigena, in the heart of the Tuscan countryside, with its luxuriant nature and rich history.
    Framed by olive trees and a wood, it fosters a direct dialogue with nature in complete relaxation where they contemplate and enjoy the stillness in private and unique spaces.

    Availability request

    • San Gimignano (Siena)
    • 51 km from Roccastrada

    Agriturismo Villa il Palagetto

    Agriturismo Villa il Palagetto located in the vicinity of the medieval centre of San Gimignano, nestled in the rolling hills of the gorgeous Tuscan countryside.
    Provides comfortable accommodation in 6 double bedrooms and two Suites

    Availability request

    • San Gimignano (Siena)
    • 53 km from Roccastrada

    Agriturismo la Lucciolaia

    In the vicinity of the medieval centre of San Gimignano, nestled in the rolling hills of the gorgeous Tuscan countryside, Agriturismo La Lucciolaia is perfectly located for exploring Tuscany's most prized art towns.
    This ancient farmhouse has been recently renovated and divided into eleven double rooms and two Suites, where the magic atmosphere of past times is perfectly blended with modern comforts.

    Availability request

    • Montepulciano (Siena)
    • 53 km from Roccastrada

    Agriturismo le Caggiole

    Immersed in the verdant countryside around the noble town of Montepulciano, that boasts ancient Etruscan origins, Le Caggiole Estate is perfectly located for exploring Tuscany's most prized treasures.
    In a relaxing and cosy atmosphere uests are offered three comfortable, quiet double rooms with private bathrooms and two comfortable apartments for two persons and for small family groups.

    Booking ONLINE

    • San Gimignano (Siena)
    • 56 km from Roccastrada

    Agriturismo Cesani

    Azienda Agricola Biologica Cesani is an organic farm nestled in the rolling hills of the Tuscan countryside, in the tiny country hamlet of Pancole, 6 km to the medieval town of San Gimignano.
    Azienda Agricola Biologica Cesani is an organic farm nestled in the rolling hills of the Tuscan countryside, in the tiny country hamlet of Pancole, 6 km to the medieval town of San Gimignano.

    Availability request

    • Greve in Chianti (Florence)
    • 65 km from Roccastrada

    Villa Chianti 7 beds

    Villa Chianti is a private villa for rent in Chianti area with pool and garden that can accommodate up to 7 people.
    An oasis of peace and tranquility with views of the Chianti valleys not far from the main tourist attractions of Tuscany.

    Availability request

    • Bagno a Ripoli (Florence)
    • 80 km from Roccastrada

    Villa Valdarno 12 beds

    Villa Valdarno is a typical Tuscan farmhouse located in a secluded and peaceful area in the heart of the Tuscan countryside, among vineyards and olive groves, and enjoys a privileged panoramic view of the Florentine Valdarno.
    The ideal solution for groups of friends or acquaintances who wish to spend their holidays in Tuscany with the comforts of a detached villa with swimming pool and large garden.

    Availability request

    • Cortona (Arezzo)
    • 81 km from Roccastrada

    Rocca di Pierle

    Set within the green hills of Tuscany, a few kilometers away from the old Etruscan town of Cortona farmhouse Rocca di Pierle is the perfect place to find peace and tranquility in contact with the pace of nature.
    Completely renovated Tuscan farmhouse with 3 rustic-style apartments. For groups possibilities to rent the whole villa.

    Booking ONLINE

    • Firenze (Florence)
    • 82 km from Roccastrada

    Marignolle relais & charme

    The charming Marignolle Relais & Charme, nestled the hills of Florence, is the ideal solution for those who want a place of excellence and relaxation and love peace and privacy without the amenities of a luxury hotel.
    Marignolle Relais & Charme is especially appreciated by travelers looking for style and tradition by offering deluxe rooms or junior suites in a refined, with superior comforts and impeccable services that make this relais an excellence of Florence.

    Booking ONLINE

    • Lucca (Lucca)
    • 112 km from Roccastrada

    Historic Villa Lucca 12 beds pool

    Historic villa 14 km from the center of Lucca immersed in the green of the Tuscan vineyards and olive groves, it has a private swimming pool and a large park.
    Set on 350 square meters in a dominant position offers a unique view of the hills of Tuscany.

    Availability request

    • Viareggio (Lucca)
    • 116 km from Roccastrada

    Villa Torre del Lago 5 beds

    Typical Tuscan farmhouse for rent in Torre del Lago, Massaciuccoli area with 3 bedrooms and 5 beds, just 1 km from the Tuscany coast.
    Ideal solution for small groups or families looking for a villa for rent not far from the sea in a context of absolute privacy.

    Availability request

    • Massarosa (Lucca)
    • 116 km from Roccastrada

    Stone Farmhouse Massarosa 8 beds pool

    Stone farmhouse in typical Tuscan style skilfully and elegantly renovated in a dominant position on the hills of Massarosa with spectacular views that reach the sea of Tuscany. The farmhouse has a swimming pool with whirlpool.
    Perfect solution for those that search the real authentic Tuscany staying in the hills but not far from the Versilia sea.

    Availability request