Vacation rentals in Rupoli

4.95 out of 5 average rating, 82 reviews

A cozy corner features a decorative tree adorned with lights and a sleek fireplace embedded in the wall. Large glass doors frame a view of the sea, while a soft area rug enhances the inviting atmosphere of the space.

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.

Apartment in Colli al Metauro

A wooden chessboard is positioned on a polished tabletop, featuring an arrangement of black and yellow chess pieces. The chess pieces are made of durable material, showcasing distinct geometric shapes, while the background hints at a collection of wine bottles on shelves.

4.92 out of 5 average rating, 13 reviews

Live immersed in 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.

Guest suite in Fossombrone

An inviting salt-water pool reflects the clear blue sky, surrounded by gently rolling hills and lush greenery. The tranquil landscape enhances the experience of relaxation and nature, offering unobstructed views of the serene countryside.

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.

Apartment in Colli al Metauro

A wooden door is shown partially open, revealing a scenic view of rolling hills and lush greenery. A white balcony railing is visible, complementing the picturesque outdoor landscape under a clear blue sky.

5 out of 5 average rating, 15 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.

4.92 out of 5 average rating, 63 reviews

A view of the surrounding countryside is captured, featuring rolling hills and lush greenery. The image includes a stone building with a brown door, alongside a fenced area. The pathway is made of cobblestones and natural vegetation is present, contributing to the tranquil outdoor setting.

Condo in Serrungarina

[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.

Apartment in San Giorgio di Pesaro

An expansive property is depicted, featuring a spacious house with a tiled roof and multiple outdoor seating areas. A saltwater swimming pool is highlighted in the foreground, surrounded by sun loungers and neatly arranged greenery. Rolling hills are visible in the background under a clear blue sky.

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, weaned about 180 m above the sea. Three self-sufficient apartments, several terraces and a heated swimming pool with salt water guarantee wonderful and quiet holidays. 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!

Vacation home in Sant'Ippolito

A stone building is set against a clear blue sky, surrounded by a vibrant grassy area dotted with yellow wildflowers. Trees provide patches of shade, adding to the serene outdoor environment.

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.

Vacation home in Colli al Metauro

The scene captures a tranquil night view of the property, with softly lit houses surrounded by trees. A swimming pool glows gently in green, enhancing the serene atmosphere. The layout suggests a blend of nature and modern design, perfect for relaxation.

5 out of 5 average rating, 11 reviews

Orto della Lepre, Nettle House

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 with 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.

4.92 out of 5 average rating, 39 reviews

An outdoor space is featured with a modern dining table surrounded by six chairs, alongside two cozy lounge chairs. A glass sliding door provides a view into a well-lit kitchen and living area, enhancing the connection between indoor and outdoor settings.

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

A restful bedroom features a spacious bed framed by exposed wooden beams and stone walls. Natural light filters through a window with green shutters, illuminating the warm tones of the rustic decor. An elegantly simple bookshelf is positioned nearby, completing the serene atmosphere.

Condo 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.

Condo 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

A tranquil swimming pool is framed by lush greenery and soft sunlight. Several wooden chairs are positioned around the pool area, with a set of loungers nearby. Olive trees and vibrant foliage enhance the natural landscape that surrounds the space.

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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Popular amenities for Rupoli vacation rentals

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Free parking on premises

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Other great vacation rentals in Rupoli

Vacation home in Corinaldo

A spacious living area is highlighted by wooden beams across the ceiling. A large table with dark chairs is positioned at the center. A comfortable couch and a small television are also visible. Natural light filters through two windows, adding brightness to the space.

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

Apartment 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

A tranquil pool area is surrounded by lush greenery and mature trees. Five loungers are positioned around the pool, providing ample space for relaxation. The pool's calm water reflects the surrounding landscape, creating a peaceful outdoor retreat.

Apartment in Fossombrone

Villa in the Marche region with a 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, however, 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 furniture. The garden including pool is beautifully landscaped. You can tell that there is a lot of heart and soul in it! You have a wonderful view on all sides. 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 first floor, which makes communication easy. But he also always responded quickly by message. Absolutely recommended!

5 out of 5 average rating, 12 reviews

A heated swimming pool is surrounded by a well-manicured garden featuring colorful rose bushes. Comfortable sun loungers are arranged near the pool, while shaded areas from umbrellas offer relaxation spots. Lush greenery and trees provide a serene backdrop to the rustic stone villa.

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

Stone steps lead up through a lush, green pathway, flanked by vibrant vegetation and blooming flowers. Natural light filters through the leaves, creating a serene environment that enhances the rustic charm of the surrounding landscape.

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

Apartment 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

An outdoor dining area is set under a tree, featuring a rectangular table surrounded by six metal chairs. A natural stone wall provides a backdrop, while dappled sunlight filters through the tree leaves, creating a serene atmosphere.

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.