La Lastra Siena Visit of vineyards
and cellar with wine tasting and light-lunch Agriturismo Cesani San Gimignano - Siena Le Caggiole farmhouse in San Gimignano Bed Breakfast La Fornace di Racciano  San Gimignano - Siena Relais della Rovere hotel relais colle val d'elsa Siena

Casole d'Elsa

Casole d' Elsa is a village characterised mainly by its buildings of ancient brick, placed on the ridge of a hill from where one can enjoy a beautiful panoramic view.


Casole d'ElsaCasole d' Elsa is a village characterised mainly by its buildings of ancient brick, placed on the ridge of a hill from where one can enjoy a beautiful panoramic view.

Originally an etruscan settlement and then a domain of the bishop of Volterra, casole passed in the first half of the 13th century under the control of Siena, in spite of the various rebellions provoked by the Porrina family for all of the first half of the next century. The sienese repeatedly reinforced and brought up to date the fortifications bacause of its defensive position. Casole's "terra" ( as a centre of habitation enclosed by walls used to be called in medievfal times) had an almost pear-like shape, extenging south to north for 420 metres and of a maximum width of about 130 meters. All around the confines ran the enclosing walls, a great part of which is still visible today particularly along the western side, through sometimes incorporated in the walls of the houses.

The main street runs south to north through the center, connecting the two gateways of the village: "Porta Rivellino" to the south , "Porta ai Frati " to the north. These two gateways no longer exist today; Rivellino was blown up by the nazis in the second word war.

Collegiata di Santa Maria Assunta Casole d'Elsa - SienaLa Rocca is the most important civil building in Casole, today the seat of the Town Hall. An imposing quadrangular edifice with a massive stone tower in the northern corner and another smaller one at slight angle at the opposite corner. To the sides of the main entrance are still visible some well preserved arrow slits. Over the course of time there have been numerous alterations, giving the building a much changed aspect, although conserving the sense of the volume.

The Castle (or Rocca)
Original Etruscan takeover, in the year 1200 Casole passed under the dominion of the Bishop of Volterra, that erected the primitive fortifications of the town. This place was always a stronghold in the Sienese orbit, crowning a hill in a border zone, the high Val of Elsa, sourly contended between Volterra and Florence for its strategic position, 15 Km. from Colle Val d' Elsa, 25 Km. from S.Gimignano and Volterra. The same inhabitants of Siena took care of the fortification of the city walls and the strengthening of the Castle.
The Town Walls of Casole have an elliptic shape, covering an extension of about 420 for 130 meters. The curtains were endowed by two Gates, now both destroyed. At South, just under the Castle, was the Rivellino Gate (Porta del Rivellino), demolished during the world war II by the German troops, at north the Frati Gate (Porta ai Frati).

The western front of the city walls (for great part still intact although incorporated in the houses) looking at the Val d'Elsa is characterized by two big semi-circular towers built in 1481. They were planned by the great Sienese architect Francisco di Giorgio Martini in order to fortify the original defensive structures, of which the Castle represents the maximum expression.
La Rocca di Casole d'Elsa - SienaThe Castle (or Rocca) stand on the south side of the town-walls and is currently seat of the Municipality of Casole. It was erected in 1352 and later on strengthened by two towers, of square shape and crowned by Guelph battlements. The beautiful gothic portal with lowered pointed arc crowned by the coat of arms of Siena keeps interesting arrow slits on each side.
On the still intact part of the walled curtain, built in red bricks but characterized by the insertions of horizontal decorations in stone, are still recognizable the rests of the machicolation supported by brackets with the shape of an overturned pyramid.
All the southern external side (joined at the city walls) of the Castle is disappeared. The alternation of stone and brick along all the perimeter of the building evidences the many alteration carried on in the centuries.
Still today Casole conserves the atmospheres of last outpost and everywhere are visible rests of fortifications and palaces slowly adapted in the time to the needs of men. With alleys, public squares and medieval palaces it is one of the more fascinating villages of the Val d' Elsa.


Casole D'Elsa: discover the surroundings


Accommodations in the area


    • Colle Val D'Elsa (Siena)
    • 8 km from Casole D'Elsa

    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


    • Colle Val D'Elsa (Siena)
    • 13 km from Casole D'Elsa

    Relais della Rovere

    The Relais Della Rovere is a charming hotel created from the conversion of an ancient Benedictine abbey and a papal villa of the Renaissance period.
    Set in Colle Val d'Elsa, in the heart of the Chianti area, it is strategically located among Florence, Siena, San Gimignano and Volterra.

    Booking ONLINE


    • San Gimignano (Siena)
    • 14 km from Casole D'Elsa

    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)
    • 14 km from Casole D'Elsa

    B&B la Fornace di Racciano

    La Fornace di Racciano is a lovely Bed&Breakfast a short distance from the historical centre of medieval San Gimignano. It consists of a typical Tuscan country house surrounded by a large flowery garden.
    La Fornace di Racciano consists of seven comfortable rooms and four apartments, two of which are located in the ancient hamlet of Racciano.

    Availability request


    • San Gimignano (Siena)
    • 17 km from Casole D'Elsa

    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


    • San Gimignano (Siena)
    • 19 km from Casole D'Elsa

    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


    • Siena (Siena)
    • 22 km from Casole D'Elsa

    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


    • Castagneto Carducci (Livorno)
    • 41 km from Casole D'Elsa

    Podere Vignanova

    Podere Vignanova, little charming resort in Tuscany, in one of the more enchanting corners of the Etruscan coast, where vineyards with wines which are conquering the world.
    Surrounded by important vineyards in Castagneto hills the farm holding includes an old country house which hosts 4 comfortable flats and 4 delightful suites.

    Availability request


    • Firenze (Florence)
    • 48 km from Casole D'Elsa

    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


    • Fucecchio (Florence)
    • 53 km from Casole D'Elsa

    Relais Hotel Vedute

    Relais Hotel Vedute Florence surrounded by green countryside is located in a strategic position near Florence, Lucca, Pistoia, Pisa and Siena
    Our Wellness Center & Ayurvedic Thai Aquamor invites you to know Ayurvedic and Thai experience in Fucecchio Florence

    Availability request


    • Castiglione della Pescaia (Grosseto)
    • 63 km from Casole D'Elsa

    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


    • Castiglione della Pescaia (Grosseto)
    • 64 km from Casole D'Elsa

    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


    • Montepulciano (Siena)
    • 67 km from Casole D'Elsa

    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.

    Availability request


    • Lucca (Lucca)
    • 75 km from Casole D'Elsa

    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


    • Massarosa (Lucca)
    • 81 km from Casole D'Elsa

    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



Tuscany Villas luxury property for sale in Tuscany