Some info has been automatically translated. Show original language

Holiday houses in Rupoli

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Rupoli

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top Guest favourite
Home in San Marino
4.98 out of 5 average rating, 185 reviews

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

Top Guest favourite
Villa in San Costanzo
4.98 out of 5 average rating, 47 reviews

Pool & SPA - Home Chef [Casal Tartan] 19 people

Benvenuti a Casal Tartan, la vostra oasi privata immersa nel verde delle Marche, in posizione panoramica e riservata, con una splendida vista aperta sulla campagna e un suggestivo scorcio sul mare. L'intera proprietà è a uso esclusivo, perfetta per famiglie numerose o gruppi di amici fino a 18 persone che cercano relax e divertimento e privacy. Un’esclusiva SPA privata e una sala giochi con forno per pizze arricchiscono l’esperienza, per vacanze indimenticabili anche nelle stagioni più fredde.

Guest favourite
A living area features a historic 16th-century fireplace with carved detailing, complemented by a modern sofa. A tall potted plant adds a natural element, while soft lighting accents the elegantly arched ceiling. Sheer curtains allow additional light to flow into the space.
Apartment in Urbino
4.92 out of 5 average rating, 61 reviews

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.

Top Guest favourite
Apartment in Urbino
5 out of 5 average rating, 13 reviews

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.

Top Guest favourite
Home in Fano
4.97 out of 5 average rating, 114 reviews

All-Inclusive Sea Villa • 16 Guests • Beach&Center

⭐ ALL-INCLUSIVE LUXURY FOR GROUPS UP TO 16 🏖 Beach Resort + 🥐 Breakfast + 🅿️ Parking + 🫧 Jacuzzi + 🪴 Garden INCLUDED 📍 1 min walk to beach & historic centre ✨ This is not just a house — it’s a full experience. Stay in the heart of Fano, just 1 minute walk from both the beach and the historic centre. Perfect for families and large groups up to 16 guests who want space, privacy and everything already included. Everything is designed to give you maximum comfort with zero stress.

Guest favourite
Holiday home in Mondavio
4.97 out of 5 average rating, 75 reviews

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.

Superhost
A spacious outdoor terrace features sun loungers arranged for relaxation. A shaded pergola provides shelter, with greenery surrounding the area, including a palm plant. Light filters through a clear blue sky, enhancing the inviting atmosphere of the space.
Villa in Corinaldo
4.92 out of 5 average rating, 38 reviews

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.

Top Guest favourite
A vibrant sunset casts a warm glow over rolling hills, with clouds reflecting shades of orange and pink. The landscape features fields and distant trees, with a rustic building visible amidst the greenery, creating a serene scene in the countryside.
Barn in Serra De' conti
5 out of 5 average rating, 31 reviews

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.

Guest favourite
Two modern cottages are shown with sloped wood-paneled roofs, featuring outdoor terraces with seating. Natural light fills the interiors through large windows. The surrounding area is landscaped with gravel pathways and open green space, enhancing the connection to nature.
Home in Colli al Metauro
4.91 out of 5 average rating, 54 reviews

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.

Superhost
Villa in Case Garbatini
5 out of 5 average rating, 8 reviews

Villa Adele - Historic Villa with pool & sea view

Villa Adele è una tenuta di famiglia tramandata da quattro generazioni, immersa in un parco secolare di 4 ettari con vista aperta sul Mare Adriatico. L'intera struttura è a uso esclusivo degli ospiti — nessun estraneo, solo il vostro gruppo. Un'atmosfera storica e autentica, spazi pensati per stare insieme senza rinunciare alla privacy, e le Marche più belle tutte a portata di mano.

Guest favourite
Apartment in Urbino
5 out of 5 average rating, 13 reviews

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.

Top Guest favourite
Cabin in Perugia
5 out of 5 average rating, 19 reviews

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