
Holiday houses in Rupoli
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Rupoli
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

"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.

La Poderina
Villa Poderina is a typical pink stone cottage furnished in a beautiful country chic style, gently nestled on the bank of the Candigliano river located in the Marche hinterland with a wonderful panoramic view. Set in the garden, spacious and very well cared for, the beautiful pool is located, while a few meters inside the property you can access the charming unspoiled river beach with private access where you can take relaxing baths or walk paths.

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!

La Dolce Vita - Casa Marie Leonie
This charming, fully renovated farmhouse offers you an oasis of tranquility. The 5,000 sqm plot 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 (individual 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.

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.

CASA DEL MONTE in total relaxation
La Casa del Monte is the place to spend a break in complete relaxation. The location adjacent to the Furlo National Park is strategic for visiting the province of Pesaro-Urbino. Comfortable and cozy, the mountain house is a charming location with a history of 800 years, where the combination of modern comfort and ancient customs is perfectly realized. You can enjoy independent solutions and maximum privacy. Your pets are welcome.

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.

Adults Only - Casa Canonica with Amazing Views
Suggestive historic home of the 18th century, a former canon built under a still working bell tower, in the heart of the village of Fiorenzuola di Focara. Located on two levels, it offers an equipped kitchen, living room, Smart TV, Wi-Fi, bathroom and mezzanine with double bedroom with sea view and bedroom. Breathtaking views of the cliff of Monte San Bartolo, a stone's throw from the sea and the park's trails.

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.

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.
Popular amenities for Rupoli holiday rentals
Other great holiday rentals in Rupoli

Apartment with pool near the sea

Ca' le Campane 2

Villa in the Marche region with Pool and Panoramic View

Il Gallo Rosso Vacation Home

"Casal entre i Colli" surrounded by greenery

Hare Garden, Pimpinella

Apartment in a villa

360º view at vacation home Mozzafiato
Destinations to explore
- Tennis Riviera Del Conero
- Fiera Di Rimini
- Miramare Beach
- Frasassi Caves
- Riminiterme
- Malatestiano Temple
- Two Sisters
- Spiaggia di San Michele
- Spiaggia Urbani
- Palacongressi Della Riviera Di Rimini
- Italia in Miniatura
- Misano World Circuit
- Papeete Beach
- Oltremare
- Fiabilandia
- Basilica of St Francis
- Villa delle Rose
- Chiesa San Giuliano Martire
- Furlo Gorge Nature Reserve
- Mount Subasio
- Shrine of the Holy House
- Conero Golf Club
- Spiaggia Della Rosa
- Two Palm Baths