Castle holiday rentals in Siena

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

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.

Ancient manor house with garden&pool by Vacavilla

Splendid manor house of 600 square meters that hosts 10 people in 5 double bedrooms, 4 bathrooms (1 with bath), lounges with a balcony, Sat TV and a fireplace, a large equipped kitchen and dining room. Outside there is a reserved area with fountains and secular trees, where it is possible to enjoy al fresco dining and barbecues. A swimming pool with view (possibly shared), Internet WI-FI and parking are included in the price. 2 extra beds, maid service and cooking classes available on request.

DreamCastleinAncientFarmOfTuscany.4Holiday&Events

You rent the castle in exclusive,no other guests.Min 9pp max 24pp(In winter max12pp in 6 bedrooms).Self-catering unit.If u rent also the farmhouses we can accommodate 56+pp.A/C in 4 bedrooms and 1 living room,most the other rooms have fans.Big pool 10X20 mt to shared (can be rented in exclusive for you when still possible).Historical big garden in exclusive.Perfect dream wedding or holiday.We can help organizing your event,great tuscan meals,activities.We produceORGANIC NATURALwines&OliveOil.

Magic Umbria Tuscany Villa | Views | Local Village

🏡 Exclusive use of gorgeous villa 🛌 6 bedrooms 🛁 3.5 bathrooms 🍝 2 fully equipped kitchens 🛋️ 2 living rooms + games room 📡 Fast Wi-Fi 📺 Smart TVs 🌿 Private garden, olive grove 🌅 Sunset views 🍽️ Indoor and outdoor dining areas 🔥 BBQ 🏓 Ping pong 📍 Located in a local village with café, pizzeria, grocery shop, post office pharmacy within walking distance 🚗 Free on-site parking 🛝 Playground nearby 🐾 Pet-friendly 🧻 Bed linen and towels included 🍇 Vineyards 🚙 Lake Trasimeno

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.

Castle of Potentino- Nobile Apartment, Tuscany

Set on Mount Amiata in the south of Tuscany, Castello Di Potentino is a working organic farm that produces award-winning wines and olive oil. Its grounds include a private chapel and beautiful garden and a beautiful swimming pool set amongst thousand year old olive trees. Charlotte makes award-winning wines and olive oil and Alexander makes gin from botanicals from the valley. The castle also has a large vegetable garden and fruit vegetables can be bought from us, fresh from the garden.

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.

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.

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.

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.