
Holiday rentals in Rocca San Casciano
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Top-rated holiday rentals in Rocca San Casciano
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[Hot Tub and Nature] Entire Home in the hills
A stone house surrounded by nature, in Romagna, between the Apennines and the villages. Here live the memories of generations, of a village, of three brothers who have decided to reopen their doors for those seeking intimacy, nature, taste. La Cappelletta is where you can sleep, cook, taste, meditate. Whether it is for a romantic getaway, an escape from the city, a vacation with grandparents, a retreat among friends, a corporate team building sprint, a weekend away from the chaos to find peace.

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.

Relax in the woods-Pian di Lazzaro
Holiday 🌲 Home in the Heart of the Forest - Pian di Lazzaro Immersed in the quiet of a dense forest and surrounded by a splendid panoramic view, Pian di Lazzaro is an ancient renovated farmhouse located just 3 km from Tredozio and 15 km from Marradi The property consists of two independent apartments, perfect for families, couples or groups of friends looking for relaxation in nature: 🏡 Apartment: Living room with fireplace, Fully equipped kitchen Rooms: triple and one double

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.

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.

The Theodoran ruin, in the countryside.
This is a typical early 1900s Romagna farmhouse, nestled in the Romagna hills between Forlì and Cesena. 40 km from the Romagna Riviera, you are immersed in the middle of the green and sunny hills where in addition to relaxing in the available swimming pool (seasonal summer opening), you can practice various outdoor activities, including trekking, bike excursions and much more. A BBQ area and a shaded area for outdoor dining are available for guests.

"La limonaia" - Romantic Suite
Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.

TOWER apartment in small castle near Florence
Romantic, Historically unique, Magical atmosphere, 360 degree views of the countryside and Florence. Great retreat for digital nomads, or simply to retreat from the hustle and bustle. Convenient for Chianti and Tuscany explorations. A/C in 2 rooms. Cooking class and wine tasting available. If you'd like to add more space and comfort, book the TOWER PENTHOUSE: double the space, a large kitchen, another bathroom. Perfect for families!

In a historic building between Florence, Bologna and Ravenna
The apartment is located in the main square of the village 10 minutes walk from the Railway Station. Marradi is located in the heart of the Tuscan-Romagna Apennines, from where you can easily reach the cities of art Florence, Bologna and Ravenna. Due to its characteristics, the apartment is also suitable for long stays. In 2025, the railway may be affected by momentary closures due to work on the line. Check on the Trenitalia App

Mantignano Power
Panoramic apartments in Romagna. Wonderful apartments on 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 in the evening of an orange sunset in the rolling hills of Romagna. Vines, apricots, peaches, and meadows create harmonious colors and shapes to daydream in place truly out of the ordinary.

Country House La Clombera 1
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!

Podere La Quercia
Immersed in the woods of Casentino, surrounded by firs, oaks and hazels and protected by a secular oak that surrounds it, our most beloved house is the ideal place for those who want to spend a few days in a warm and welcoming atmosphere and to take refuge in nature in an area rich in art and mysticism.
Popular amenities for Rocca San Casciano holiday rentals
Other great holiday rentals in Rocca San Casciano

Barn

Nonno Gigio's Home

Loft on the hills, surrounded by a park with pool

Room with private garden in Florence

Bed - Casa Iside

Village of the Sun and Moon

Lina Historical Residence

At Silvio's house
Destinations to explore
- Santa Maria Novella
- Piazzale Michelangelo
- Duomo di Firenze
- Basilica of Santa Maria Novella
- Fiera Di Rimini
- Ponte Vecchio
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Miramare Beach
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Mirabilandia
- Riminiterme
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Malatestiano Temple
- Palacongressi Della Riviera Di Rimini
- The Boboli Gardens
- Italia in Miniatura
- Misano World Circuit
- Medici Chapels
- Mugello Circuit
- Palazzo Vecchio




