
Castle vacation rentals in Siena
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Top-rated castle rentals in Siena
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Castiglione della Pescaia-in MEDIEVAL FARM
a few minutes from Castellione della Pescaia is located in Vetulonia houses, a stone village dating back to the year one thousand. To the left of the tower is the "mezzano" apartment. It is a large square studio apartment of about 45 square meters with kitchenette, Tuscan rectangular table of the 19th century with chairs of contemporary design, a double bed and a single bed 120 cm wide. in the very large bathroom, the sink is from an old watering space. WE ARE POSTED ON 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.

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 6-Bed Villa, Garden, Tuscany Umbria 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 🚗 Near Lake Trasimeno

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

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.

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.

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.

TOWER HOUSE TUSCANY - CASA TORRE
Wooden beams, red bricks and typical Tuscan style: Casa Torre is an elegant, newly renovated apartment, located in the Castle Palazzo Stiozzi Ridolfi, dated 1200! It has 3 double rooms, a bathroom, a laundry room/second bathroom, a spacious living room/kitchen. The main feature is absolutely the wonderful private tower with amazing view of the town and the surround countryside! Ideal also for no-car travellers!

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.
Popular amenities for Siena castle rentals
Family-friendly castle rentals

Abbadia Sicille Relais, Executive suite

Charming studio in a Castle & Farm w shared pool

Abbadia Sicille - Junior Suite with sauna

Abbadia Sicille Relais, Superior Double

Castle of San Fabiano, Suite Room
Other castle vacation rentals

Next to castle of Villa-Siena. heart Francigena

Castello di Potentino- Granary Apartment

Private garden overlooking the Via Francigena

Castello delle Serre – Private Villa

TOWER HOUSE TUSCANY - CASA TORRE

Agriturismo at Poggiarello (II)

Rosa - Bossi di Sopra - Bossi Castle

Suite in Castle of Valle
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- Santa Maria Novella
- Mercato Centrale
- Piazzale Michelangelo
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
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- Ponte Vecchio
- Cala Violina
- Uffizi Gallery
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