
Vacation rentals in Rupoli
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Top-rated vacation rentals in Rupoli
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Villa Alba, on the hill, by the sea.
The villa overlooks the sea, the sunrise can be seen from every room and the sun kisses the living room, the large palm and olive trees. Five independent rooms for 7 beds that can become up to 10 if necessary. A thousand square meters of independent and fenced garden. A large terrace for summer dining. Five minutes drive from the historic city center (pedestrian area/main square) of Pesaro and less than two minutes to get on the beach. The house is accessed through a private road so, no traffic.
4.87 out of 5 average rating, 126 reviews
Villa, 5 minutes from downtown Fano
In a parc of 12 hectares of land which has 900 olive trees, we propose for rental a large and elegant villa which is ideal for up to 26 persons (7 bedrooms, plus a library room and 2 living rooms which can be used as bedrooms). There are 7 bathrooms. The villa has a tennis and a pool which is however closed in winter. It is located at 5 mn from the city center of Fano. Thank you ! On a side section of the villa, the appartement of the house manager who however ensures highest privacy of guests.
5.0 out of 5 average rating, 10 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, 40 reviews
[Hill Sea] Medieval village cozy apartment
Cozy apartment located in the charming village of Serrungarina (Colli al Metauro) in the beautiful Marche hills, twenty minutes by car from the sea, thirty minutes from the Renaissance city of Urbino and one hour from Gubbio. Immersed in the peace and tranquility of the countryside, it is the ideal place to relax, enjoy nature and Italian cuisine, but also to visit medieval villages, artistic cities and easily reach the sea and the beaches of Fano and surroundings.
4.92 out of 5 average rating, 95 reviews
Casa dei Valli – Duchy of Urbino
In Montefeltro, incorporated into a medieval church, Casa dei Valli is surrounded by woods with a beautiful view of the Furlo Pass. A few km away are some of the most beautiful villages in Italy: Urbino, Gradara, San Leo, Gubbio and other small gems. Nearby the sea, hiking, mountain biking, canoeing. Information on site. Large fenced outdoor space shared with the owner Ulrike, her children and two beautiful Czechoslovakian wolves. Plus, exclusive outdoor space.
4.98 out of 5 average rating, 98 reviews
"Every window is a painting !" Apartment
Apartment for the exclusive use of guests, part of a portion of a typical Marche farmhouse in white and pink Cesane stone. The apartment is on the ground floor and the portion of the house consists of a second apartment on the first floor accessible by an external staircase. The building is surrounded by nature, surrounded by the gentle hills of the province of Pesaro - Urbino, near the Cesane. 20 km from Urbino, 25 km from the sea. Use of the pool available.
4.94 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.
4.91 out of 5 average rating, 55 reviews
Villa Adele - Historic Villa with pool & sea view
Villa Adele is a family estate that has been passed down for four generations, nestled in a centuries-old, 4-hectare park with unobstructed views of the Adriatic Sea. The entire property is for the exclusive use of guests—no outsiders, just your group. A historic and authentic atmosphere, spaces designed for spending time together without sacrificing privacy, and the most beautiful parts of the Marche region all within easy reach.
4.89 out of 5 average rating, 9 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
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, 13 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, 187 reviewsPopular amenities for Rupoli vacation rentals
Other great vacation rentals in Rupoli

The View House
5.0 out of 5 average rating, 3 reviews
House with private pool and chalet, sleeps 6-8
4.69 out of 5 average rating, 16 reviews
Villa w/ Wine Tours Near Beach
4.93 out of 5 average rating, 14 reviews
Hare Garden, Pimpinella
5.0 out of 5 average rating, 9 reviews
Villa Edelia with swimming pool in Mondavio, exclusive use
5.0 out of 5 average rating, 9 reviews
Il Gallo Rosso Vacation Home
5.0 out of 5 average rating, 20 reviews
Independent Apartment Mondavio
4.64 out of 5 average rating, 28 reviews
Chalet con Piscina "Il Girasole" Relax in Campagna
4.81 out of 5 average rating, 52 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
- Oltremare
- Shrine of the Holy House
- Fiabilandia
- Sirolo
- Parco Naturale del Monte San Bartolo
- Papeete Beach
- Mount Subasio
- Tennis Riviera Del Conero
- Gola del Furlo
- Rocca Roveresca
- Castello di Gradara
- Spiaggia della Torre
- Rocca Maggiore
- Malatestiano Temple





