Holiday rentals in Rupoli

4.95 out of 5 average rating, 82 reviews

Loft in Fano

Super Beachfront Penthouse with Breakfast & Beach

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.

4.92 out of 5 average rating, 13 reviews

Flat in Colli al Metauro

Live surrounded by nature! Apartment with pool

Let yourself be overwhelmed by this wonderful oasis of peace immersed in the hills of the Marche region. In the heart of the Fano hinterland, about 20 km from the sea, we propose an elegant flat located within a charming Borgo where you will find a swimming pool, tennis court and ample green spaces. A few kilometres away, by the sea, you can visit Fano City of Fortune, Pesaro City of Culture 2024 and Senigallia. Excellent location for visiting also Urbino and Romagna with its numerous villages.

Holiday home in Colli al Metauro

5 out of 5 average rating, 11 reviews

Orto della Lepre, Nettle House

Il BnB Orto della Lepre è una piccola attività a gestione familiare, che concepiamo come una finestra sulle nostre colline da fiaba. Le nostre casette sono cinque (Timo, Ortica, Alloro, Salvia, e Pimpinella), costruite con grande attenzione per la sostenibilità energetica e nell'assoluto rispetto dell'ambiente. Il posto perfetto per godersi un bicchiere di vino al tramonto, camminare a piedi nudi, ritrovare i propri ritmi e pensieri nella quiete della natura e nel contatto con i propri affetti.

Guest suite in Fossombrone

4.76 out of 5 average rating, 37 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.

5 out of 5 average rating, 15 reviews

Flat in Colli al Metauro

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.

Flat in San Giorgio di Pesaro

5 out of 5 average rating, 15 reviews

Apartment 2: 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-soaked in about 180 m above the sea. Three self-sufficient apartments, several terraces and a heated swimming pool with saltwater guarantee wonderful and quiet vacation days. A panoramic outdoor sauna invites you to enjoy on cooler days. All apartments are upscale. The guest parking is on the property. There is wifi available throughout the property!

Apartment in Serrungarina

4.92 out of 5 average rating, 63 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.

Holiday home in Sant'Ippolito

5 out of 5 average rating, 7 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.

4.92 out of 5 average rating, 39 reviews

Home in Colli al Metauro

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.

4.81 out of 5 average rating, 21 reviews

Apartment in Piagge

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.

Apartment in Colli al Metauro

4.9 out of 5 average rating, 10 reviews

Serafini Home 20 20km from the sea by Yohome

Serafini Home 20 is located in a magical setting overlooking the beautiful hills of the Marches, 20km from the beaches of the town of Fano and framed by the villages of Bargni, Serrungarina, Cartoceto and Fossombrone. The beautiful outdoor swimming pool offers a breathtaking view; also available to guests is a tennis court.

4.97 out of 5 average rating, 30 reviews

Home in Colli al Metauro

The cottages of Giorgio "Menta"

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.

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Other great holiday rentals in Rupoli

Holiday home in Corinaldo

4.82 out of 5 average rating, 11 reviews

[Corinaldo-Senigallia 15 km]

CharlesRating, 5 stars1 month ago

Always a pleasure to stay in Corinaldo at Filippo’s place.

5 out of 5 average rating, 6 reviews

Flat in Torricella

CASA DEL MONTE in total relaxation

StinaRating, 5 stars3 weeks ago

This is the best airbnb experience I have ever had and me and my dog loved staying in this paradise for 5 days. Tiziana and Hubert are the nicest people imaginable and straight from my arrival I felt their warm and welcoming vibe as they showed me around and offered me wine and snacks. They were also super flexible regarding check-in and check-out, which I really appreciated. There are so many beautiful trails just outside the house because the house is in the middle of a nationalpark and the view from the house is simply mesmerizing. I spent so many hours just admiring that view! Hubert rebuilt this magical house and it has so many enchanting details. I would have loved to stay longer and definitely plan to return. I highly recommend this place - you will feel invigorated after a stay at Casa del Monte. Thank you so much Tiziana and Hubert❤️

4.97 out of 5 average rating, 31 reviews

Flat in Fossombrone

Villa in the Marche region with Pool and Panoramic View

KatrinRating, 5 stars2 months ago

The apartment was ideal for us as a family of six: 3 bedrooms each with a double bed or bunk bed (one of them very small with bunk bed), 2 bathrooms, a large room with kitchen, living room and dining table. There is also a covered balcony with seating. The garden including pool is beautifully landscaped. You can tell there's a lot of passion in it! On all sides you have a wonderful view. There is plenty to do in the area, even the nearby Fossombrone is pretty. Niccolo lives on the ground floor, the rented apartment is on the second floor, which makes communication easy. But he always responded quickly by message. Absolutely recommended!

5 out of 5 average rating, 12 reviews

Villa in Sant'ippolito

Belvilla by Oyo Villa Anna

ColinRating, 5 stars10 months ago

Lovely house, everything neat and tidy and Paolo the owner responds quickly to apps and helps you with tips and reservations.

4.94 out of 5 average rating, 32 reviews

Home in Fratte Rosa

L'Arenaria Holiday House

RyanRating, 5 stars7 months ago

We spent a wonderful week at Nicola’s place, wish it were longer! The house is so charming and cozy we felt right at home and it was so hard to leave! The location was so perfect for us as we got to explore so many beautiful charming cities every day from the coast to the mountains. Nicola was very friendly and gave us some great recommendations on restaurants, cities to visit and everything! Highly recommend!

4.89 out of 5 average rating, 19 reviews

Flat in Barchi

Strohballenhaus Rose Valley

WojciechRating, 5 stars10 months ago

Everything as described, quiet neighborhood, good location for exploring Umbria . A host is very helpful in finding a place for a trip. Apartment with all amenities

5 out of 5 average rating, 8 reviews

Home in Fossombrone

Entire holiday home - Fossombrone historic center

IsabelRating, 5 stars10 months ago

This house is a real gem, in a small and quiet lovely Italian village. Where can you found a holiday house like this? Bravo Annamaria! Very clean and they came cleaning even during our stay! Ideally located between green nature and the sea. In August it can get really hot, for us to hot. So you should be able to handle hot temperatures! Luckily you can reach within 5 minutes the marmiti dei giganti, to have a swim in a beautifull scenery, or drive a little further to the furlo pass. In the house there are 3 beautifull bathrooms, so enough space for everybody to have a nice shower or bath. In the village you must visit the café/ restaurant Da Guidobaldi , such a nice place/ garden a little up in the village, easy by foot, small climb at stairs, with overlook at the village. Make a reservation in advance.