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Castle vacation rentals in Tuscany

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Top-rated castle rentals in Tuscany

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Top guest favorite
A cozy living area features a historic stone fireplace, radiating warmth. Comfortable seating arrangements include two armchairs and a central coffee table. Large windows offer a view of the surrounding countryside, allowing natural light to fill the space. Textured ceiling beams add character to the room.
Apartment
5 out of 5 average rating, 49 reviews

Proceno Castle, Loggia Apartment

Apartment of 65 square meters for 2 people, inside the medieval courtyard of the Castle of Proceno, with private entrance, large living room with working historic fireplace and kitchenette, 1 double bedroom placed on a mezzanine from which you dominate the living room, bathroom with shower box, veranda with porch in stone and wood, in typical medieval style, which through the stone stairs leads to the internal courtyard of the Castle, from which guests have access to the village and the rest of the accommodations of the courtyard.

Top guest favorite
The historic stone building is illuminated at dusk, enhancing its architectural features. A tranquil swimming pool reflects the soft light, surrounded by landscaped olive trees and a stone wall, creating a serene outdoor space.
Apartment
4.98 out of 5 average rating, 42 reviews

Annex in the Cardaneto Castle

Studio apartment in the Cardaneto Castle (8th century) with swimming pool, private parking and 4,000 sqm of garden. 2 km from one of the most beautiful villages in Italy, Montone, famous for the tourist attractions and events that make it a unique place. The studio of about 50 sqm has a separate entrance overlooking the garden, a living room entrance, a double bedroom and a bathroom. ADSI historic residence. Panoramic swimming pool overlooking Montone. Also available apartment with kitchens and private balcony.

Superhost
Villa
4.8 out of 5 average rating, 280 reviews

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.

Guest favorite
Aerial view of the surrounding landscape featuring the historic structure of the abbey nestled among ancient olive groves. The serene waters of Lake Trasimeno are visible in the background, alongside cultivated fields and a glimpse of the swimming pool amid lush greenery.
Apartment
4.78 out of 5 average rating, 97 reviews

Trasimeno Lake - "The Convent"

On top of a hill of centuries-old olive trees on the southern shore of the Trasimeno stands LA BADIA DI S.ARCANGELO. In this unique and precious place is the apartment "Il Convento" which will welcome you with its warm atmosphere and a welcome gift with local products. It can accommodate up to 5 people and consists of a dining kitchen, a living room with a comfortable sofa bed, a double bedroom, a single bedroom and a special bathroom created in what used to be the bell tower of the Abbey.

Superhost
A historic farmhouse is showcased with a beautifully textured stone facade and a tall chimney. Lush greenery surrounds the structure, while a gravel path leads to the entrance. A vibrant blue sky with scattered clouds provides a serene backdrop.
Farm stay
4.74 out of 5 average rating, 31 reviews

Palazzo di Bagnaia House of Scoccia

🏡 Casa di Scoccia – Charming Country House near Perugia & Lake Trasimeno 📍 Perfect location to explore Umbria: just 8 km from Perugia, 30 km from Lake Trasimeno and Assisi, 60 km from Spoleto, Gubbio, 150 km from both Florence and Rome Space: 350 sqm farmhouse, tastefully and uniquely renovated Capacity: Accommodates up to 9 guests in 5 bedrooms and 3 bathrooms Amenities: Private park with beautiful pool and barbecue area Vibe: Peaceful getaway in a historic Umbrian villa setting.

Top guest favorite
The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle
4.99 out of 5 average rating, 208 reviews

The Castle of Ferrano - Castle in Tuscany

Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Top guest favorite
The historic tower-penthouse villa is surrounded by lush greenery and trees. The three-story structure is characterized by its earthy facade and wooden shutters. Well-maintained gardens with various plants create a serene outdoor environment, enhancing the villa's tranquil charm and historical significance.
Castle
4.96 out of 5 average rating, 118 reviews

Tower Penthouse in small castle near Florence

900 year old tower-penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, character, convenience. Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

Superhost
An inviting outdoor area features a stone building with wooden shutters, complementing the lush green lawn. A round table with chairs is positioned under a white umbrella, surrounded by colorful flower beds and a stone planter.
Vacation home
4.89 out of 5 average rating, 9 reviews

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.

Top guest favorite
A cozy living area showcases a comfortable sofa adorned with decorative cushions. A television is positioned on a modern unit, while textured stone walls highlight the space's architectural features. Warm light fixtures enhance the inviting atmosphere of the room.
Apartment
5 out of 5 average rating, 15 reviews

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.

Superhost
The image features a historic brick facade of a building, showcasing a large wooden door framed by stone archways. Tall walls topped with battlements rise above, while small windows add character. A clear blue sky enhances the sense of history and architectural significance.
Apartment
4.73 out of 5 average rating, 187 reviews

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!

Top guest favorite
An aerial view showcases a scenic outdoor area featuring a rectangular swimming pool surrounded by stone tiles. Towering cypress trees and well-maintained gardens create a lush atmosphere, while a historic tower and rustic buildings are visible in the background, framed by rolling Tuscan hills.
Castle
4.96 out of 5 average rating, 24 reviews

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.

Guest favorite
An aerial view captures the medieval structure of Castello di Montegiove, surrounded by lush greenery and rolling hills. The castle features stone walls and red-tiled roofs, complemented by scattered buildings that create a harmonious blend with the landscape.
Apartment
4.94 out of 5 average rating, 35 reviews

Castle of Montegiove, La Casetta

Charming apartment located just outside the ring wall of Castello di Montegiove. Montegiove is a lovely and peaceful medieval country village, close to the main communication lines and equidistant of Rome (154 km) and Florence (151 km), an ideal base for exploring the historical treasures of Umbria and Tuscany, such as Orvieto, Todi, Spoleto, Perugia and Siena.

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