Vacation rentals in Rocca San Casciano

Relaxation and charm in the Chianti hills

Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

Family · Location · Quiet

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Value · Location · Outdoor spaces

Palazzo Metelli: Historic Art Flat & Garden Oasis

Historic residence where beauty, nature, and tradition come together. The Demetra apartment is part of a historic building protected under the Code of Cultural Heritage and Landscape (Legislative Decree 42/2004). It is located just 300 meters from the ancient Via degli Asini and the Medieval Village. The property features a secluded outdoor area nestled within the Palazzo. As our guest, this intimate space is yours to enjoy exclusively. ***Su richiesta è possibile aggiungere un letto.***

Location · Walkability · Condition

Sode del Mardello Farm

Completely renovated apartment in a semi-detached house in the hills of Civitella di Romagna. Located in the countryside, the apartment, which is on the ground floor, is surrounded by fields and woods that offer quiet and natural views. It has parking and is 30 km from Forlì, 50 km from the Romagna Riviera, 10 km from Santa Sofia where you can relax in the waters of the Bidente River and 23 km from the Ridracoli Dam in the Foreste Casentinesi Park. It is 2.8 km from the center of Civitella.

Location · Accuracy · Indoor spaces

LUXURY VILLA BELVEDERE - Sea View with Pool & Spa

Providing a truly authentic italian experience, the spacious and gorgeously decorated Villa Belvedere is magnificently set in a unique corner of the ancient village of Bertinoro, with breathtaking views of the peaceful and pictoresque Romagna hills, sea and coastline. Infinity pool heated upon request, hot tub, sauna, steambath, professional gym; cinema room, billiard, bar corner with wine cellar, fully furnished and carefully designed and maintaned garden with barbecue and outdoor games.

Value · Family · Grill

Country house “The Big Oak” (Villa Casone).

On the ancient borders of the Grand Duchy of Tuscany "Romagna since 1923", in a territory that combines the best traditions of the two regions, a recently renovated country house where you can experience the tranquility of a natural environment 70 km from Florence, Arezzo, Ravenna and Rimini. A few kilometers away you can visit the Casentino forest park and enjoy the culinary, cultural and historical emotions of our region. An old wood-burning oven is attached to the cottage.

Value · Location · Outdoor spaces

Il Castello di Ferrano - Castle in Tuscany

Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). 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.

Value · Location · Getting around

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Value · Location · Indoor spaces

[SAN LORENZO-DUOMO] Prestigious Historic Residence

Make your stay a unique experience and give yourself an emotion that will last for life. Located in the heart of Florence, this magnificent historic residence is the ideal solution for those looking for an exclusive and prestigious location to combine with a central position, perfect for easily visiting the main sites of interest, reachable in less than 10 minutes on foot. The apartment enjoys exclusive views of the Medici Chapels, offering a unique view.

Value · Location · Bathroom

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, history, convenience. (AC throughout). 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.

Location · Value · Bathroom

Nature Retreat | Peace & Relax in the Hills

A stone house immersed in nature, in the heart of Romagna, between the Apennines and historic villages. A peaceful and quiet place for those seeking slow living, intimacy and relaxation, with a private hot tub. La Cappelletta holds generations of memories and is now a space to live slowly: sleep, cook, taste, meditate and enjoy the silence. Perfect for romantic stays, escapes from the city, retreats with friends or weekends away from the noise.

Location · Family · Nearby

Beautiful hilltop farmhouse with swimming pool

Nestled at the top of picturesque and peaceful vineyards in the gentle rolling hills of Romagna, La Collina is the perfect Italian getaway destination. Experience the rustic charm of countryside living with the comforts of modern living due to a recent full restoration. You will enjoy panoramic views to the Adriatic Sea and the Tuscan Appenines with breathtaking uninterrupted sunrises and sunsets over the surrounding valleys.

Location · Family · Accuracy