
Holiday houses in Rupoli
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Top-rated holiday rentals in Rupoli
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Farmhouse in the hills 10 minutes from the sea of Senigallia
Our farmhouse was completely renovated in 2017 in the original Marche style. The house is bright and modern and equipped with all comforts. An outdoor garden offers sweeping views of the hills. The quiet and peaceful place will make you spend days of full relaxation! In the garden you will find Wendy, a friendly playful Labrador who will be adopted by you for the duration of your vacation, and some cats. NB Tourist tax: the municipality of Senigallia applies a tourist tax of 1 euro per day per person for those over 14 years of age, up to a maximum of 7 days of stay

House "Independent" close to the Historic Center
This independent house, located a few steps from the walls surrounding the historic center of the Republic of San Marino, is the top place for those seeking relax, privacy and a breathtaking view of the surrounding mountains. The house, modern and with attention to detail, is perfect for families, couples or small groups who want to live an unforgettable experience. Large and well-organized spaces are designed for your every comfort. Free parking a few steps from the front door. Pets are welcome

Fonte del Leone - Exclusive suite
Situata al piano nobile di un palazzo del Cinquecento, nel cuore del centro storico di Urbino e a pochi passi da Piazza della Repubblica, la residenza propone ambienti ampi e raffinati: due camere da letto, una matrimoniale con bagno en suite e una singola con possibilità di secondo posto letto, secondo bagno, living con cucina a vista e soppalco dedicato al relax. Il salone conserva volte storiche ottocentesche, cotto d’epoca e un camino seicentesco, testimonianza dell’antica dimora nobiliare.

Dimora Virgili - Urbino - (Full Historic Centre)
Dimora Virgili is a large 80 sqm apartment located in the heart of Urbino's historic centre, inside one of the oldest buildings in the city. The spaces are generous and equipped with all comforts, designed for a comfortable and relaxed stay. Set in a historical context of great value, the residence combines well-kept and functional rooms with a quiet and elegant atmosphere. Ideal for those who want to experience Urbino at a leisurely pace, soaking up its history without sacrificing comfort.

Traditional Italian farmhouse at Borgo La Rovere
Borgo La Rovere was created through the careful restoration of a 19th-century farmhouse, nestled in the peaceful countryside of the Marche region, where tradition and modern comfort come together. Surrounded by olive and pomegranate trees, Borgo La Rovere is the perfect place to experience the tranquillity of the Italian countryside. To learn more about the Borgo, its history and the services available, you can easily find further information dedicated on our website.

Villa Sant'Isidoro Corinaldo with pool
Escape to this single-story villa nestled in the heart of the Corinaldo fields, where peace and tranquility reign supreme. Enjoy an exceptional outdoor space with its 8 x 4 m swimming pool, waterside terrace, and relaxation amenities (sun loungers, waterbeds). Located between the lively seaside resort of Senigallia (20 km) and the rugged cliffs of Mount Conero, this property is the perfect family retreat. An added bonus: an electric vehicle charging station is available.

RosaClara Casetta
Casetta RosaClara is a former barn inside the courtyard of Casale del Gelso (ancient farmhouse of the late 1800s) located in the Marche countryside. Independent, it consists of two mini apartments of about 40 sqm each and communicating. Very bright and panoramic, it has a terrace/solarium and a pleasant and beautiful space, common to the two rooms, where you can relax and refresh. Newly renovated, it has all the amenities, harmonizing tradition with modern needs.

Orto della Lepre, Timo Cottage
The Orto della Lepre BnB is a small family-run business, which we conceive as a window on our fairytale hills. Our houses are five (Timo, Ortica, Alloro, Salvia, and Pimpinella), built with great attention to energy sustainability and in absolute respect for the environment. The perfect place to enjoy a glass of wine at sunset, walk barefoot, and find your own rhythms and thoughts in the quiet of nature and in contact with your affections.

VacanzeNelVerdeGenga 2/4guests Exclusive
Our house, renovated using original materials, is a mix of old and new that transmits warmth, desire for relaxation. The call of the surrounding nature is strong, especially in the veranda, where, the large windows look towards a beautiful view, which on clear days discovers the sea. During the summer, the exclusive swimming pool, infinity, also towards this beautiful landscape becomes the protagonist.

Casa Raggia
Benvenuti nella vostra oasi di tranquillità! Questa splendida casa bifamiliare moderna in legno, immersa nella campagna, è il rifugio ideale per chi desidera rilassarsi nella natura senza rinunciare al comfort e al design. Realizzata con materiali naturali ed ecosostenibili, la casa è arredata con gusto e attenzione ai dettagli, offrendo un ambiente accogliente, luminoso e contemporaneo.

Ciurelli Room - Urbino - [Full Historic Center]
Camera Ciurelli is a cozy home in the heart of Urbino, a short walk from the Ducal Palace. A small refuge with attention to detail, where original elements are combined with an ancient building in the historic center, with independent access and a private bathroom. Ideal for those who want to experience Urbino immersed in its Renaissance atmosphere.

Passiflora•Stone Cabin•Fireplace Umbria Views
Some places make you slow down the moment you arrive. Passiflora is a stone cabin for two on a working farm in the Umbrian hills — real countryside, real quiet, real Italy. Donkeys, fresh vegetables from our garden, a fireplace, and a terrace where the sunset stops time. Perugia and Assisi 20 minutes away. Everything else, far behind.
Popular amenities for Rupoli holiday rentals
Other great holiday rentals in Rupoli

House with private pool and cabin, sleeps 6–8

Monte Alago Chalet – The only cabin in the park

La Cincia

Villa Poderina

"Castel Gandolfo" villa

Chalet with Pool "Il Girasole" Relax in the Countryside

Hare Garden, Pimpinella

Apartment in a villa
Destinations to explore
- Riviera del Conero
- Pinarella Di Cervia
- Fiera Di Rimini
- Misano World Circuit
- Senigallia Beach
- Frasassi Caves
- Basilica of St Francis
- Palacongressi Della Riviera Di Rimini
- Spiaggia Urbani
- Italia in Miniatura
- Shrine of the Holy House
- Oltremare
- Fiabilandia
- Furlo Gorge Nature Reserve
- Papeete Beach
- Sirolo
- Tennis Riviera Del Conero
- Parco Naturale del Monte San Bartolo
- Mount Subasio
- Gola del Furlo
- Malatestiano Temple
- Rocca Roveresca
- Castello di Gradara
- Rocca Maggiore





