
Vacation rentals in Rocca San Casciano
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Top-rated vacation rentals in Rocca San Casciano
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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.***
5.0 out of 5 average rating, 5 reviews
Sode del Mardello Farm
Completely renovated apartment in a semi-detached house on the hills of Civitella di Romagna. Located in the countryside, the apartment – first floor and attic – is surrounded by fields and woods that offer tranquility 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.
4.95 out of 5 average rating, 21 reviews
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.
4.98 out of 5 average rating, 83 reviews
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.
4.81 out of 5 average rating, 54 reviews
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.
4.99 out of 5 average rating, 227 reviews
Mantignano Power.
Panoramic apartments in Romagna, ideal and recommended for an ADULT AUDIENCE. Wonderful apartments in the Romagna hills, where you can enjoy a breathtaking view. It is a magical place where you can enjoy a wonderful golden sunrise every morning that rises from the sea and an orange sunset over the gentle Romagna hills in the evening. Vines, apricot trees, peach trees and meadows create harmonious colors and shapes to daydream in a truly extraordinary place.
5.0 out of 5 average rating, 56 reviews
Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.
4.99 out of 5 average rating, 481 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, 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.
4.96 out of 5 average rating, 139 reviews
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.
4.95 out of 5 average rating, 66 reviews
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.
4.98 out of 5 average rating, 49 reviews
La Clombera 2 Cozy Boutique Apartment with Pool
The apartment is part of a cozy country house located on the border between Romagna and Tuscany. The house is surrounded for three-quarters by about nine thousand square meters of land and it’s spread on four stories. On the second one two apartments are located and have been recently renovated. Both the apartments are fully furnished in order to provide our guests with a great comfort!
4.98 out of 5 average rating, 43 reviews
A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.
4.95 out of 5 average rating, 222 reviewsPopular amenities for Rocca San Casciano vacation rentals
Other great vacation rentals in Rocca San Casciano

Elegant 2-Suite Residence, near the Thermal Baths
5.0 out of 5 average rating, 24 reviews
Relax in the woods-Pian di Lazzaro
5.0 out of 5 average rating, 61 reviews
Villa Carla – Florence View, Tennis & Hot Tub
5.0 out of 5 average rating, 15 reviews
Villa Podere Cerretino
5.0 out of 5 average rating, 67 reviews
Villa Montanina - relax in esclusiva in Toscana
4.99 out of 5 average rating, 85 reviews
Guardia di Badia a Passignano
4.86 out of 5 average rating, 7 reviews
Villa Cerfoglio, peace in the Romagna hills
4.98 out of 5 average rating, 64 reviews
Historic Fresco Apartment
5.0 out of 5 average rating, 7 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Bologna Center Town
- Ponte Vecchio
- Pinarella Di Cervia
- Mirabilandia
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Bologna Fiere
- Misano World Circuit
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza Maggiore
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Stadio Renato Dall'Ara
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria





