
Castle holiday rentals in Siena
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Top-rated castle rentals in Siena
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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.

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.

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

Abbadia Sicille Relais

Charming studio in a Castle & Farm w shared pool

Castello delle Serre B&B: Pool Cottage/Standard

Castello di San Fabiano

Suite in a Castle | Breakfast & Swimmingpool

Abbadia Sicille Relais, Superior Double

Abbadia Sicille - Junior Suite with sauna

B&B in a Charming Castle near Siena
Castle rentals with a washing machine and dryer

Suite in Castello di Valle

Prestigious apt typical farm breath-taking views

Castle of Valle_Heritage Villa

Castle of Potentino- Nobile Apartment, Tuscany
Other castle holiday rentals

Next to castle of Villa-Siena. heart Francigena

Private garden overlooking the Via Francigena

Castle wing with pool&Jacuzzi, Vacavilla Exclusive

Castello delle Serre – Private Villa

Ancient manor house with garden&pool by Vacavilla

Torre di Sant'Ansano Siena, Tuscany

Suite in Castello di Valle

Zafferano Rooftop Terrace Tower House 4 pax
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Lake Trasimeno
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
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