Vacation rentals in Rupoli

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Rupoli

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

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.

Guest favorite

A spacious bed is framed by white metal headboard, complemented by neutral-colored linens and cushions. Two bedside tables with lamps stand on either side, and a small plant is positioned on one table. Soft natural light fills the room from a nearby window.

Vacation home in Mondavio

4.9 out of 5 average rating, 10 reviews

Villa Ginevri, Apartment surrounded by greenery

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 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

4.92 out of 5 average rating, 85 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 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, 128 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

Guest favorite

An aerial view reveals a well-kept property featuring a large rectangular pool surrounded by lounge chairs. Lush greenery, including hedges and trees, complements the landscaped gardens. The farmhouse, with its tiled roof, lies to one side, while a winding path connects various outdoor spaces.

Home in Provincia di Pesaro e Urbino

5 out of 5 average rating, 8 reviews

La Dolce Vita - Marie Leonie's House

This charming, fully renovated farmhouse offers you an oasis of tranquility. The 5,000 square meter property is completely fenced, not visible and has a large pool that offers cooling and relaxation. Surrounded by 150 olive trees, you can enjoy nature to the fullest. The house has two apartments (single rental possible), each with one bedroom and a comfortable sofa bed in the living room as well as three large bathrooms. Air conditioning on request.

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, 134 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

4.94 out of 5 average rating, 47 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 favorite

A charming stone cottage is shown, featuring a sloped roof and large glass windows that provide panoramic views. Soft lighting accentuates the exterior, while the surrounding grassy area leads the eye to the distant hills.

Cabin in Cerreto d'Esi

4.99 out of 5 average rating, 131 reviews

Hillside chalet in stone and wood.

At the foot of Mount San Vicino, on a beautiful hill 420 meters above sea level, in complete tranquility and easily accessible, you can enjoy a beautiful 360-degree view, from the Sibillini Mountains to the Gola della Rossa. Easily reachable in 15 minutes Fabriano, in 20 minutes the beautiful caves of Frasassi, in 30 minutes Gubbio and in 60 minutes Senigallia or the Bay of Conero, in 20 minutes the ducal city of Camerino.

Superhost

A rustic kitchen features a green wooden dining table surrounded by wooden chairs. An antique stove and modern fridge are visible, along with a white dish set atop a lace tablecloth. Natural stone accents and warm lighting enhance the inviting atmosphere.

Condo in Piagge

4.84 out of 5 average rating, 25 reviews

Lubacaria Terra House

The position close to the 14th century walls, the recovery of materials in the architectural solutions and the great attention to detail in the decoration, make the rooms a place of the heart. Not a simple place to pass, but a space to live in. It adapts to the idea of conscious, experiential tourism, looking for “ hidden” itineraries outside of the great traditional tourist flows.

Top guest favorite

An outdoor terrace is featured, sheltered by a fabric canopy. Modern furniture, including a lounge chair and dining set, is arranged on a tiled floor. Large glass doors lead into the interior, surrounded by a lush green lawn and plants.

Home in Colli al Metauro

4.94 out of 5 average rating, 31 reviews

Giorgio's "Basilico" cottages

MENTA and BASILICO are a pair of houses in the hills, built with total respect of the environment, a stone's throw from the sea and the romantic villages of the Marche region. A magical place where you can breathe in the green countryside and re-educate yourself to the slow rhythms of caring for yourself and those you love.

Top guest favorite

A two-story independent house is depicted, surrounded by trees and flowering plants. A gravel pathway leads to the entrance, with outdoor seating visible on the side. The property is situated against a backdrop of rolling hills, enhancing its natural setting.

Home in Corinaldo

4.98 out of 5 average rating, 162 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.