
Vacation rentals in Rupoli
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Top-rated vacation rentals in Rupoli
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Almifiole
Eco-friendly independent house nestled in the green hills between Emilia Romagna and Marche, where you can spend unforgettable moments. Large interior spaces, 5 bedrooms each with private bathroom, equipped kitchen and dining room, living room where you can share moments of joy. Outside you will find the porch, with armchairs and sofa, garden and barbecue. The swimming pool, with a whirlpool, overlooks a beautiful panoramic view. A unique landscape, a territory rich in history and tradition.
5.0 out of 5 average rating, 21 reviews
Farmhouse with pool Fano-Urbino
Fratte Rosa, 30 min. from Fano and Urbino, charming farmhouse with panoramic views of the sea and nearby villages. Featuring a private swimming pool, outdoor patio and large garden with olive trees. Casa Lucia is the perfect place to discover the beauty of the Marche region between nature walks, visits to historic centers and tastings of local products. You will also be able to enjoy pleasant days at the seaside and conclude with an aperitif by the pool, in an atmosphere of pure relaxation.
4.96 out of 5 average rating, 23 reviews
Pool & SPA - Corporate retreats - 19 people
Welcome to Casal Tartan, your private oasis surrounded by the green of the Marche, in a panoramic and reserved position, with a splendid open view of the countryside and an evocative view of the sea. The entire property is for exclusive use, perfect for large families or groups of friends of up to 19 people seeking relaxation, fun, and privacy. An exclusive private SPA and a games room with a pizza oven enrich the experience, for unforgettable holidays even in the coldest seasons.
4.98 out of 5 average rating, 49 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.
4.95 out of 5 average rating, 77 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.
4.93 out of 5 average rating, 42 reviews
Villa del Duca - Private villa with pool
Surrounded by the harmonious landscape of Le Marche region, Villa del Duca is a private villa with a swimming pool, located just a few kilometers from Urbania, a peaceful and welcoming town offering all the services needed for a comfortable stay. Set in the countryside, the villa features an infinity pool with panoramic views, accessible via a scenic path lined with aromatic herbs, plants, and flowers, making the walk a true delight for all the senses.
4.94 out of 5 average rating, 18 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.
4.91 out of 5 average rating, 57 reviews
Casal del Sole
NEW farmhouse, with wooden supporting structure, consisting of 5 apartments, equipped with every comfort, set in a panoramic position in the quiet of the beautiful Marche hills, 20 km from the sea and Fano and 30 km from Urbino. The property offers a large 84 sqm swimming pool with whirlpool, the possibility of common use of large outdoor spaces and a pool-front room equipped with kitchen, bathroom, TV room.
5.0 out of 5 average rating, 14 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.
4.98 out of 5 average rating, 88 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.
5.0 out of 5 average rating, 17 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.
5.0 out of 5 average rating, 14 reviews
For those who love tranquility!
Detached farmhouse, located on the Marche hills, a few km from Senigallia's velvet beach. Ideal place for those who love to relax and immerse themselves in nature. Suitable for families and couples, with large courtyard, swimming pool and garden. A short walk from the historic center and well connected to the main roads.
4.97 out of 5 average rating, 190 reviewsPopular amenities for Rupoli vacation rentals
Other great vacation rentals in Rupoli

Villa, 5 minutes from downtown Fano
5.0 out of 5 average rating, 11 reviews
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CASA DEL MONTE in total relaxation
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The View House
5.0 out of 5 average rating, 3 reviews
Villa w/ Wine Tours Near Beach
4.94 out of 5 average rating, 16 reviews
Villa Edelia with swimming pool in Mondavio, exclusive use
5.0 out of 5 average rating, 10 reviews
Villa Poderina
5.0 out of 5 average rating, 70 reviews
House with private pool and chalet, sleeps 6-8
4.69 out of 5 average rating, 16 reviewsDestinations to explore
- Riviera del Conero
- Pinarella Di Cervia
- Misano World Circuit
- Senigallia Beach
- Palacongressi Della Riviera Di Rimini
- Basilica of St Francis
- Frasassi Caves
- Spiaggia Urbani
- Italia in Miniatura
- Furlo Gorge Nature Reserve
- Shrine of the Holy House
- Fiabilandia
- Oltremare
- Parco Naturale del Monte San Bartolo
- Sirolo
- Papeete Beach
- Mount Subasio
- Tennis Riviera Del Conero
- Gola del Furlo
- Castello di Gradara
- Rocca Roveresca
- Spiaggia della Torre
- Malatestiano Temple
- Rocca Maggiore





