Castle holiday rentals in Siena

Castiglione della Pescaia-in MEDIEVAL FARM

a few minutes from Castiglione della Pescaia stands the houses of Veculonia, a stone village dating back to the year one thousand. to the left of the tower is the apartment "mezzanine ". it is a large studio apartment with a square plan of about 45 square meters with kitchenette, rectangular table Tuscan 800 with chairs of contemporary design, a double bed and a single bed 120 cm wide. in the very large bathroom, the washbasin is made from an ancient holy water basin. WE ARE PUBLISHED ON THE LONELY PLANET GUIDE (SEE PHOTO)

Location · Family · Comfort

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 among the guests. The decor is simple in rustic style. Appartamento Rosa is a 35 m2 two-room apartment, located on the ground floor with a living/dining room with a kitchenette and fireplace, a double bedroom, and a bathroom with a shower. Private outdoor space. Renovated in 2018

Family · Value · Kitchen

Villa Gioiella | Sleeps 13 | Tuscany & Umbria

Hilltop Villa near Cortona & Montepulciano | Sleeps 13 Wake up in spacious Villa Gioiella, a six-bedroom hilltop retreat between Tuscany and Umbria. Surrounded by olive groves and vineyards, you’re perfectly positioned for exploring Cortona, Montepulciano and Lake Trasimeno. A café, pizzeria and local shop are within walking distance, offering the rare combination of space, authentic Italian village life and sunset views. Enjoy aperitivo on the terrace and long dinners with family and friends.

Family · Location · Access

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.

Value · Location · Long stay

Castle wing with pool&Jacuzzi, Vacavilla Exclusive

Property for exclusive use 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 midweek cleaning service (for weekly stays). Guests will also find a garden with panoramic, furnished terraces, bbq and parking.

Location · Family · View

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.

Location · Laundry · Quiet

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.

Location · Hospitality · Nearby

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.

Location · Family · Heating

La Piccola Badia

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

Location · Family · Condition

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.

Location · Family · Hospitality

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!

Value · Location · Amenities

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.

Location · Family · Layout