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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
The exterior of the rustic house is showcased with light-colored stone walls and teal shutters. A patio is visible, featuring lounge chairs under a shade structure. Lush greenery and hills can be seen in the background, enhancing the serene outdoor setting.
Home in Senigallia
5 out of 5 average rating, 39 reviews

Farmhouse in the hills 10 minutes from the sea of Senigallia

Our farmhouse was completely renovated in 2017 in the original Marche style. The house is bright and modern and equipped with all comforts. An outdoor garden offers sweeping views of the hills. The quiet and peaceful place will make you spend days of full relaxation! In the garden you will find Wendy, a friendly playful Labrador who will be adopted by you for the duration of your vacation, and some cats. NB Tourist tax: the municipality of Senigallia applies a tourist tax of 1 euro per day per person for those over 14 years of age, up to a maximum of 7 days of stay

Top Guest favourite
Loft in Fano
4.96 out of 5 average rating, 114 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, 166 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
An outdoor seating area features several black chairs arranged around a stone patio. A large umbrella offers shade, while nearby rose bushes add a touch of color. The expansive landscape of rolling hills stretches into the distance under a soft evening sky.
Holiday home in Mondavio
4.95 out of 5 average rating, 21 reviews

Villa Ginevri, vacation home surrounded by nature

Cozy holiday home immersed in the green hills of the Marche region, 20 km from the sea, inland from Fano. Independent flat, consisting of kitchen, living room with fireplace, three bathrooms and four bedrooms. A large garden allows walks and relaxation for those who love peace and open spaces. With a panorama that offers breathtaking sunrises and sunsets. Suitable for families with children, young people, and couples looking for a holiday among nature, sea, cultural and gastronomic experiences.

Top Guest favourite
Villa in Bertinoro
4.97 out of 5 average rating, 75 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 spacious outdoor terrace features sun loungers arranged for relaxation. A shaded pergola provides shelter, with greenery surrounding the area, including a palm plant. Light filters through a clear blue sky, enhancing the inviting atmosphere of the space.
Villa in Corinaldo
4.91 out of 5 average rating, 32 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.

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.

Guest favourite
A rustic farmhouse is featured with warm stone walls and a terracotta roof. Lush greenery surrounds the property, with vibrant flowers climbing along the exterior. A spacious courtyard provides a welcoming entrance, complemented by traditional wooden shutters and a decorative pot at the base of the steps.
Villa in Mondavio
4.97 out of 5 average rating, 72 reviews

Luxury Apartment in the countryside

From an enchanting peasant dwelling of the nineteenth century, Borgo La Rovere comes to life. A restored farmhouse where the charm of the countryside blends with accommodations thought in every single detail. The house has 4 bedrooms on the first floor. Each room is equipped with a bedroom and bathroom with large shower. The decor is typical of rural tradition and a large fireplace characterize the kitchen and tea room on the ground floor.

Top Guest favourite
Farm stay in Cortona
5 out of 5 average rating, 27 reviews

Relaxing-unspoiled country place Il Monte...

The Il Monte apartment, on the first floor, takes its name from its garden side entrance, which is accessed via an external staircase that leads to a small covered terrace that can accommodate two comfortable seats for reading and relaxing and the table with private wrought iron chairs in the garden with a small gazebo.

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.

Superhost
The image captures a modern living space with large openings framing a stunning sunset view. The horizon is painted in shades of pink and purple, while a serene infinity pool glimmers in the foreground. Cozy bathrobes are hung nearby, enhancing the relaxation setting.
Villa in Coste
4.92 out of 5 average rating, 108 reviews

SUNSET SUITE SPA

Rilassati e ricaricati in quest'oasi di quiete ed eleganza. Piscina termale interna piscina panoramica esterna docce emozionali sauna finlandese bagno turco chaise longue relax living con tv internet e servizi cucina moderna a disposizione letto extra large.

Top Guest favourite
The villa's stone exterior is set amidst a lush landscape, surrounded by trees. A sloped roof made of terracotta tiles complements the natural surroundings. Outdoor seating areas are visible, providing a serene view of the expansive green pasture and hills beyond.
Villa in Sarsina
4.98 out of 5 average rating, 60 reviews

Villa Cerfoglio, peace in the Romagna hills

Cerfoglio is the right place to find yourself. The villa is located a few kilometers from Sarsina, isolated from the rest of the world and in total harmony with nature. It is large and bright, with a fabulous view of the Romagna hills.

Popular amenities for Rupoli holiday rentals

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