Castle vacation rentals in Siena

Castiglione della Pescaia-in MEDIEVAL FARM

a few minutes from Castlione della Pescia stands the houses of Vetulonia, a stone village dating back to the year 1000. To the left of the tower is the apartment "mezzano". It is a spacious studio apartment with a square plan of about 45 square meters with kitchenette, a Tuscan rectangular table from the 19th century with chairs of contemporary design, a double bed and a single bed 120 cm wide. in the bathroom, very large, the sink is made from an ancient water tank. WE ARE PUBLISHED IN THE LONELY PLANET GUIDE (SEE PHOTO)

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.

Castle wing with pool&Jacuzzi, Vacavilla Exclusive

Property for exclusive use Il Bindaccio is an independent part of the castle with private swimming pool and Jacuzzi, holding up to 7 persons with 2 double bedrooms with bathroom with bathtub and shower, one bedroom with two beds, one single bedroom, one bathroom with shower and one bathroom with hydromassage tub and shower. The property has an internet connection, air conditioning and is cleaned weekly. Guests will also find a garden with panoramic, furnished terraces, barbecue and parking.

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.

Magical Umbrian Villa + Garden, Stunning Views

🏡 Exclusive use of a huge Umbrian villa with modern facilities 🛌 6bedrooms 🎯 Games room 📡 Speedy free Wi-Fi 🏓 Ping pong 🍝 2 Kitchens 🍷In a local village with Bar| Pizzaria 🍕 Grocery, PO+ Pharmacy 🍽️ 2 Dining rooms 🚿 3.5 bathrooms 🛋️ 2 living rooms 🌬️ Portable Aircon 🔥Fireplace+wood, heaters. 📺 Smart TVs 🌅 Sunset views 🚙 Free 🧻 Bedsheets + towels 🌲Private garden, olive grove 🛝Playground, football 🔥 BBQ, outdoor dining 🐕 OK 🍇Vineyards 🚗 Lake Trasimeno

Sleep in a 14th-century tower

The thrill of staying inside a newly restored fourteenth-century tower. You will be staying on the third floor with windows overlooking the valley and the red roofs of the fortified village of Gargonza. The thrill of Living History and imagining the life of the fortified village in the Middle Ages when it was contested between Siena and Arezzo, where Dante Alighieri found refuge in 1304. Prudent restorations give us a restored village with its Tower finally ready to welcome you.

Rosa - Bossi di Sopra - Bossi Castle

Beautiful complex consisting of 5 apartments located within a large farm in the heart of Chianti Classico with production of excellent red wines. The property has an outdoor space and a swimming pool whose use is shared between guests.Thefurnishings are simple in rustic style. Apartment Rosa is a two-room apartment of 35 m2, located on the ground floor with living/dining room with kitchenette and fireplace, double bedroom, bathroom with shower. Private outdoor space. Renovated 2018

Castello di Potentino- Granary Apartment

This self-catering apartment at the rear of the castle, has one double room and two single rooms with a shared bathroom. The apartment in the old tower behind the castle has a fully equipped kitchen/living room with exposed beams and high ceilings (the room is roughly 15m by 6m) has a wood burning fireplace. The master bedroom has a king sized double bed and a fully functional wood-burning bread oven. The other two bedrooms are single rooms with beautiful vaulted ceilings.

Prestigious apt typical farm breath-taking views

At FATTORIA DI CAVAGLIONI, the whole top floor in exclusive;16th century ancient fortress.Big working farm,natural pool,Siena 10minutes drive or25 minutes by bus.Town within walking distance.Breath-taking views on typical tuscan landscape&open countryside, huge outdoor, bbq. Rooms decorated with original frescos and original furniture. No elevator. 3 bedrooms w air conditioning. In the property there is our restaurant Ocio Giulivo open at dinner from wednesdays to saturdays.

Agriturismo at Poggiarello (II)

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.

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.

La Piccola Badia

Unique place just a few minutes drive to Siena. Apartment with garden located in an old 12th-century Abbey and transformed into a castle fortified by a noble Sienese family in the 16th century. The apartment located on the ground floor is complete with kitchen, living room with sofa bed, double bedroom and bathroom. Tiled outdoor space with gazebo and outdoor living area and an enchanting garden with olive trees and flowers.