Castle holiday rentals in Siena

XIII Century Tower with Private Panoramic Pool

Ancient country tower property with 5 airconditioned bedrooms for up to 10 guests at the heart of the peaceful Montechiaro organic wine estate. From your private pool, soak in the Tuscan sun and enjoy unforgettable views of the Chianti rolling hills and the medieval towers of Siena. The property also boasts access to the endless olive grove, a large patio area for outside dining in the shade, ping pong table for fun family matches, WIFI & free parking. Silence and time are the real luxury here.

Rosa - Bossi di Sopra - Castello di Bossi

Bel complesso composto da 5 appartamenti situato all'interno di una vasta azienda agricola nel cuore del Chianti Classico con produzione di ottimi vini rossi. La proprietà dispone di uno spazio esterno e di una piscina il cui utilizzo è in comune tra gli ospiti.L’arredamento è semplice in stile rustico. Appartamento Rosa è un bilocale di 35 m2, situato al piano terra con soggiorno/pranzo con angolo cottura e camino, camera matrimoniale, bagno con doccia. Spazio esterno privato. Rinnovato 2018

Zafferano Rooftop Terrace Tower House 4 pax

Zafferano is a luxurious apartment set in the very heart of San Gimignano, characterized by an elegant mixture of ancient and modern. The wide open spaces of this medieval tower are shaped by perfectly preserved squared stones dating back to the XIIth century and they are wisely combined with modern, comfortable furnishings. A special mention is deserved by the breathtaking vistas over the wonderful Piazza della Cisterna and the Tuscan countryside enjoyable from Zafferano's windows.

Agriturismo at Poggiarello (I)

At Poggiarello you won't find marble bathrooms and wall-sized televisions. Our luxuries are of a different sort: here, you will discover an atmosphere untouched by time, where you can savor the serenity and tranquility of the countryside and immerse yourself in the castle's rich, centuries-old history. And why not, surrender to slumber, embraced by the fragrance of freshly laundered linens, and awaken to the chirping of birds or the aromas of must.

La Piccola Badia

Posto unico a pochi minuti di auto da Siena. Appartamento con giardino situato in una vecchia Abbazia del XII secolo e trasformato inun castello fortificato da una nobile famiglia Senese nel XVI secolo. L'appartamento situato a piano terra è completo con cucina, soggiorno con divano letto, camera matrimoniale e bagno. Spazio esterno piastrellato con gazebo e zona living esterna ed un incantevole giardino con alberi di ulivo e fiori.

Private garden overlooking the Via Francigena

Only 6 km from the medieval historic center of San Gimignano and near the Via Francigena is the Agriturismo, a small village surrounded by greenery and composed of the manor house and farmhouses partly renovated and transformed into comfortable homes, each with independent access. Enchanting view of the Tuscan countryside and large green outdoor area with panoramic swimming pool of 7x14 meters. shared with three other apartments.

Reggine by Interhome

All discounts are already included, please go ahead and book the property if your travel dates are available. Below please see all the listing details "Reggine", 5-room house 140 m2 on 1st floor. Object suitable for 8 adults. Renovated, rustic and cosy furnishings: living room with open-hearth fireplace, dining table, kitchen corner and satellite TV. 2 double bedrooms. 2 rooms, each room with 2 beds (80 cm).

Castello delle Serre Private Villa

Our Private Villa is located on the grounds of Castello delle Serre, owned and operated by Italian-American family and staff. Castello delle Serre sits at the top of Serre di Rapolano, an unspoiled Tuscan village with the easiest access to all of the major points of interest. Siena, Chianti, Montepulciano, Montalcino, Cortona and Arezzo are only a short drive away.

Suite in Castello di Valle

A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.