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Vacation rentals in Rupoli

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Rupoli

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

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Top guest favorite
Home in San Marino
4.98 out of 5 average rating, 192 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 favorite
Loft in Fano
4.97 out of 5 average rating, 126 reviews

Penthouse BeachFront All Inclusive for Families

Luxury SeaFront Penthouse with a 360° Stunning View for Families and Large Groups of up to 10 People. ALL INCLUSIVE: • Private Beach in Front of the House: with 3 Umbrellas, 9 Sunbeds, and a Free Pool⛱️ • Super Breakfast at 2 Top Bars 🥐 • 2 Parking Spaces 🅿️ This 140m2 Super Loft is located in Fano's most central building: restaurants, bars, supermarkets, and shops, just 100 meters from the historic center. Furnished to the highest standards with the best Made in Italy products.

Top guest favorite
Apartment in Urbino
5.0 out of 5 average rating, 17 reviews

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.

Guest favorite
Vacation home in Mondavio
4.95 out of 5 average rating, 77 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
Home in Sant'Andrea
5.0 out of 5 average rating, 3 reviews

The View House

The View House è un rifugio unico nel borgo medievale di Sant’Andrea di Suasa, sospeso tra storia e natura. Dalle finestre si apre una vista mozzafiato sulle colline marchigiane fino al Monte Catria. Atmosfera intima e rilassante, interni curati e comfort moderno. Camera matrimoniale, soggiorno con divano letto e bagno completo. Cucina attrezzata con iconico Smeg. Perfetta per fughe romantiche e soggiorni indimenticabili alla scoperta delle Marche più autentiche.

Guest favorite
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, 55 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.

Top guest favorite
An infinity pool is set against a scenic landscape, featuring rolling hills and a clear blue sky with scattered clouds. The pool's smooth, light-colored stone deck complements the serene atmosphere, creating a peaceful area for relaxation while enjoying nature.
Vacation home in Genga
4.98 out of 5 average rating, 52 reviews

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.

Top guest favorite
The aerial view showcases the elegant Guest House surrounded by well-manicured green landscapes, vineyards, and trees. A winding gravel driveway leads to the house, highlighting its rustic charm and tranquil setting amidst the rolling hills of the Marche region.
Farm stay in Cingoli
4.98 out of 5 average rating, 87 reviews

The Guest House of the Tavignano Estate

The Tavignano estate is located in the heart of the Marche region, within the famous DOC of Verdicchio dei Castelli di Jesi, between the valleys of the river Esino and the Musone on one side, and between the Apennines and the sea on the other side. From the highest promontory of the Estate dominates the manor house, which houses the barrique, the family house, and an elegant Guest House.

Top guest favorite
The outdoor pool area features a clear blue pool surrounded by stone paving. Comfortable seating options, including lounge chairs and a wooden bench, are arranged nearby. Lush greenery and mature trees provide a natural backdrop against a bright blue sky with scattered clouds.
Villa in Tavullia
4.97 out of 5 average rating, 33 reviews

Luxury villa with heated saltwater pool

Villa Moneti is completely sustainable, renovated in 2020/2021 and is the best mix of an authentic traditional Italian atmosphere with a modern and ecological touch. The villa is nestled among the rolling hills and small villages of the Marche region. It is one of a kind in the region and is the ideal place to spend a relaxing vacation in informal luxury and exclusive tranquility.

Top guest favorite
A modern salt-water pool is set against a backdrop of rolling hills, surrounded by a stone terrace. The tranquil water reflects the blue sky and scattered clouds, creating a serene outdoor space that emphasizes the natural landscape.
Home in Belvedere Ostrense
5.0 out of 5 average rating, 15 reviews

Casa Raggia

Welcome to your oasis of tranquility! This beautiful modern wooden semi-detached house, surrounded by the countryside, is the ideal retreat for those who want to relax in nature without sacrificing comfort and design. Made with natural and eco-friendly materials, the house is furnished with taste and attention to detail, offering a welcoming, bright, and contemporary environment.

Guest favorite
A historic building with rustic stone walls is shown amidst a lush garden. A serene swimming pool reflects the sky, while vibrant red poppies bloom prominently in the foreground. The landscape conveys a peaceful, natural setting, perfect for relaxation.
Casa particular in Talacchio
5.0 out of 5 average rating, 13 reviews

An oasis in a historic monastery

Enjoy the unique atmosphere in 'Oasi del Convento', a beautiful apartment in a former monastery from 1476. Built in the time when Leonardi da Vinci painted his masterpieces. The apartment has a private garden, a private parking space and a separate entrance. Outside, it is wonderful to enjoy the pool, in the private garden or in the courtyard.

Superhost
Villa in Pesaro
5.0 out of 5 average rating, 13 reviews

Apartment surrounded by greenery and private pool

Villa Tramonto is a beautiful Art Nouveau villa, finely furnished, immersed in the beauty of the Marche hills, a panoramic and strategic position both for visiting the surrounding cities and for reaching the beaches of the coast in a short time.

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