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Holiday houses in Rupoli

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Top-rated holiday rentals in Rupoli

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Top Guest favourite
Loft in Fano
4.96 out of 5 average rating, 104 reviews

Penthouse BeachFront All Inclusive for Families

PentSea – Penthouse with a Stunning Sea View, the ultimate reference for Italian luxury. This 140 sqm Super Loft, located in the most central building in Fano, is specifically designed for families and groups of up to 10 people. Positioned directly on the seafront in a prime central location, it offers a magnificent 360-degree view of the Adriatic Sea. Furnished to the highest standard with the best of Made in Italy, it’s a true jewel by the sea for those who demand maximum comfort and elegance.

Top Guest favourite
A spacious bedroom is presented featuring two beds, one being convertible, and artwork depicting a mountain landscape. Natural light enters through a nearby window, enhancing the modern decor. A small bedside table and decorative elements, including a plant, add warmth to the space.
Home in San Marino
4.99 out of 5 average rating, 139 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

Guest favourite
A well-lit dining area features a wooden table surrounded by chairs, positioned beneath a colorful chandelier. Large windows allow natural light to fill the space, while a black-and-white artwork hangs on the wall, providing a contemporary touch to the warm surroundings.
Villa in Pesaro
4.88 out of 5 average rating, 120 reviews

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.

Top Guest favourite
The image shows a historic villa with a stone façade and a prominent tower. The property is surrounded by a well-kept lawn, with a clear pathway leading to the entrance. Lush greenery and decorative planters enhance the inviting appearance of the building.
Villa in Colombella
5 out of 5 average rating, 104 reviews

Torre Villa Belvedere Luxury & Relax with pool

"TORRE VILLA BELVEDERE" Meraviglioso appartamento di 260 metri quadrati , in Villa del XII sec .La piscina privata ( lunga 15 metri e larga 5 metri ) ,biliardo, biliardino, freccette,ampio giardino , portico 80 mq, barbecue,palestra e area relax all'interno della Torre. Comodo parcheggio privato all'interno della struttura. Situato in posizione strategica ,12 Km da Perugia, 4km dalla superstrada,può ospitare comodamente fino a 8 ospiti 3 camere matrimoniali con bagno privato, Tv, cassaforte

Top Guest favourite
Villa in Bertinoro
4.97 out of 5 average rating, 70 reviews

LUXURY VILLA BELVEDERE - Sea View with Pool & Spa

Providing a truly authentic italian experience, the spacious and gorgeously decorated Villa Belvedere is magnificently set in a unique corner of the ancient village of Bertinoro, with breathtaking views of the peaceful and pictoresque Romagna hills, sea and coastline. Infinity pool heated upon request, hot tub, sauna, steambath, professional gym; cinema room, billiard, bar corner with wine cellar, fully furnished and carefully designed and maintaned garden with barbecue and outdoor games.

Guest favourite
A serene pool area is featured, with crystal-clear water reflecting the surrounding greenery. The rustic stone buildings in the background are framed by lush trees, while comfortable seating arrangements invite relaxation under the sun.
Casa particular in Matelica
4.89 out of 5 average rating, 18 reviews

I light up with immense

Enjoy a different vacation and regenerate your body and mind. Bring books to read under the mulberry trees. Walk through nature, breathing healthy air and traveling kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family, living days with a different spirit and more attention to those close to you, in accommodation where serenity, atmosphere and nature make everything wonderfully unique.

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, 25 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.

Top Guest favourite
The farmhouse entrance is framed by two potted plants and orange pumpkins. A stone facade features a wooden door with gray shutters, complemented by a tiled roof. Natural surroundings are visible in the background, emphasizing the peaceful rural setting.
Home in Prato
4.98 out of 5 average rating, 140 reviews

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

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
4.92 out of 5 average rating, 50 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 favourite
Villa in Castel Rigone
5 out of 5 average rating, 22 reviews

Villa Feronia – Heated Pool & Rooftop Escape

Welcome to Villa Feronia, a contemporary 3-bedroom retreat nestled in a 2-hectare olive grove near Passignano sul Trasimeno. Enjoy refined indoor-outdoor living with 3.5 bathrooms, high-speed Wi-Fi, a smart home system, an infinity saltwater heated pool, and a rooftop terrace with a fire pit. Eco-friendly and elegantly designed, it’s the ideal escape to relax, recharge, and experience authentic Italian beauty.

Guest favourite
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 out of 5 average rating, 9 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.

Top Guest favourite
An expansive view of a rustic stone house is presented, surrounded by lush greenery and featuring a terrace. The backdrop showcases a clear blue sea horizon, reflecting sunlight under a bright sky. The roof has a traditional tile design, complementing the serene landscape.
Home in Fano
5 out of 5 average rating, 12 reviews

Marche farmhouse with sea view in Fano (PU)

A prestigious residence from the early 1600s, on the first hills overlooking the sea, surrounded by the greenery of its own private garden, it combines the tranquility of its exclusive hillside location with the sea view, from which it is just a few minutes away.

Popular amenities for Rupoli holiday rentals

  1. Airbnb
  2. Italy
  3. Marche
  4. Rupoli