Vacation rentals in Rupoli

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Top-rated vacation rentals in Rupoli

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Top guest favorite

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

4.98 out of 5 average rating, 100 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 favorite

The exterior of the building features a simple facade with a dark green door and wooden eaves. A small bistro table with two chairs is placed nearby, surrounded by lush greenery and a planting of succulents.

Guest suite in Fossombrone

4.76 out of 5 average rating, 38 reviews

Il Girasole

Dependance "Il Girasole" immersed in nature surrounded by two hectares of land, ideal for a wonderful vacation away from stress. 20 minutes from the historic towns of Urbino, Fano and Pesaro. Dependance Il Girasole is a 40 sqm two-room apartment consisting of a double bed, a TV , a fridge, a stove and an electric oven, with an underground salt pool and a wood-burning barbecue. The village of Sant'Ippolito a few minutes away offers everything you need: restaurants, bars, bakery, discount, bank.

Top guest favorite

A two-story white house sits amidst greenery, accompanied by a single-story structure nearby. Olive trees and shrubs surround the property, creating a serene outdoor space. A gated entrance is visible, highlighting the easy access to the well-maintained garden area.

Apartment in Colli al Metauro

5 out of 5 average rating, 17 reviews

Il Gallo Rosso Vacation Home

Large apartment immersed in the Marche countryside, between the sea and the mountains, embellished with a plot of over 100 olive trees. ✔️ A 10-minute drive from the historic villages of Montemaggiore al Metauro, Serrungarina and the Balì Science Museum. Strategically ✔️ located for visiting the Furlo Gorge, Urbino - a UNESCO World Heritage Site and the Frasassi Caves, the Catria and Petrano Mountains. ✔️ A 15-minute drive to Fano beach, 30 minutes to Senegalia velvet beach and Pesaro.

Top guest favorite

A serene outdoor area features a saltwater swimming pool surrounded by a spacious patio. Several lounge chairs are positioned under a large umbrella, providing shade. Lush green hills are visible in the background, showcasing the inviting landscape.

Apartment in San Giorgio di Pesaro

5 out of 5 average rating, 13 reviews

Apartment 1 mit offenem Kamin; La Luna nel Lago

Above the popular seaside resort of Fano, idyllic with its own lake in the olive grove and with a magnificent panorama, sun-drenched at about 180 m above the sea. Three self-contained apartments, several terraces and a heated saltwater swimming pool guarantee wonderful and quiet vacation days. A panoramic outdoor sauna invites you to enjoy on cooler days. All apartments are equipped to a high standard. Guest parking is located on the property. There is Wi-Fi throughout the property!

Guest favorite

A tranquil bedroom features two spacious beds and rustic stone walls, complemented by soft curtains framing the windows. Natural light flows in, illuminating a simple wooden nightstand and a round mirror that reflects the serene view of a private garden.

Condo in Santarcangelo di Romagna

4.95 out of 5 average rating, 55 reviews

La Malvina ~5* historic center~ Private garden

La Malvina is the ideal place for those who want to spend quality time and relax in Romagna. It is located in the historic center of Santarcangelo in the Contrada dei Fabbri, in an ancient building recently restored with taste and style. It is the perfect place to stay to discover the beauty and amenities of the town and to enjoy the artistic and cultural excitement of the area in every season. By car or bicycle you can easily reach many places of interest from Rimini to Valmarecchia.

Top guest favorite

A spacious living area features a soft blue sofa and a rustic wooden dining table surrounded by chairs. Natural light enters through double doors, complemented by neutral-toned curtains. The exposed brick wall adds texture to the inviting space.

Condo in Serrungarina

4.93 out of 5 average rating, 81 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.

Top guest favorite

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, 21 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 favorite

A stone exterior is showcased, with a staircase leading up to the entrance. A shaded area features outdoor seating, including a table and chairs. Potted plants line the pathway, and greenery provides a serene backdrop, enhancing the outdoor living space.

Home in Prato

4.99 out of 5 average rating, 125 reviews

Tofanello Turquoise Luxury 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 orange apartment. Orange: https://www.airbnb.com/rooms/plus/9429730

Top guest favorite

A shaded patio area features a table and two red chairs set on a grassy lawn, with scattered wildflowers. The backdrop includes a rustic stone building and expansive green hills under a partly cloudy sky, providing a serene outdoor setting.

Vacation home in Sant'Ippolito

5 out of 5 average rating, 10 reviews

La Cincia

Newly renovated apartment, located, large shared equipped garden, furnished with tables and chairs, deckchairs, barbecue and shaded pergola. Stunning view of the sunflower and wheat fields. Located in a strategic area to reach the renowned beaches of Fano, Riccione, Gabicce, Cattolica, Numana, Sirolo in 30 minutes... and the numerous cities of art. A 5 minute walk to restaurant, the apartment will be provided with all the necessary information.

Top guest favorite

The exterior of the stone annexe is showcased, surrounded by lush greenery. A shaded seating area is highlighted in front, with a small table and chairs beneath an umbrella. A pathway leads up to the entrance, nestled in a serene natural landscape.

Guesthouse in Perugia

4.99 out of 5 average rating, 129 reviews

Ethical house in Umbria

It is a 60 sqm annex suitable for couples who want to visit our region. We don't have a swimming pool but we have the truffle ground, the stream, the roe deer, porcupines, wild boars, our cats and the little dog Moti. In the garden, you will find herbs, fruit, and garden produce. Inside the cottage we rent, you will have our olive oil and helichrysum liqueur that we produce. We also produce saffron, but we sell it! Of course, pets are welcome!

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

4.93 out of 5 average rating, 45 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 favorite

A spacious outdoor area features a modern structure with a wooden overhang. Comfortable seating made of pallets is arranged in front, while large glass doors provide access to the interior. The surrounding grass and paved surface create a welcoming environment.

Home in San Liberio

5 out of 5 average rating, 5 reviews

Hare Garden, Pimpinella

The BnB Orto della Lepre is a small family-run business, which we conceive of as a window into our fairytale hills. There are five houses (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, find your rhythms and thoughts in the quiet of nature and in contact with your affections.