Vacation rentals in Rupoli

Fonte del Leone - Exclusive suite

Located on the main floor of a sixteenth-century building, in the heart of the historic center of Urbino and a few steps from Piazza della Repubblica, the residence offers spacious and refined rooms: two bedrooms, one double with en-suite bathroom and one single with the possibility of a second bed, second bathroom, living room with open kitchen and loft dedicated to relaxation. The living room retains nineteenth-century historic vaults, period terracotta and a seventeenth-century fireplace, testimony to the ancient noble residence.

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

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.

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.

Dimora Virgili - Urbino - (Full Historic Center)

Dimora Virgili is a large 80-square-meter apartment located in the heart of Urbino's historic center, in one of the city's oldest buildings. 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 environments with a quiet and elegant atmosphere. Ideal for those who want to experience Urbino calmly, living 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.

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.

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.