Vacation rentals in Rupoli

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Top-rated vacation rentals in Rupoli

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Top guest favorite

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

4.95 out of 5 average rating, 82 reviews

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.

Guest favorite

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.

Apartment in Colli al Metauro

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.

Superhost

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.

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.

Top guest favorite

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.

Apartment in Colli al Metauro

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.

Guest favorite

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

4.92 out of 5 average rating, 64 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.

Superhost

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.

Apartment 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, 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!

Top guest favorite

The exterior features a charming stone facade with a traditional tiled roof. A pathway leads to an inviting entrance framed by lush greenery and vibrant flower beds, showcasing white and red blooms. Large windows allow natural light to fill the space, enhancing the connection to the surrounding landscape.

Barn in Serra De' conti

5 out of 5 average rating, 17 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

Home in Prato

4.98 out of 5 average rating, 133 reviews

Tofanello Orange Luxury and Modern Comfort 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 turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

Guest favorite

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.

Vacation home in Sant'Ippolito

5 out of 5 average rating, 8 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 a charming stone cottage is presented, featuring large arched windows and a wooden door. Vibrant greenery surrounds the building, with a stone pathway leading to a small outdoor seating area with metal chairs and a table, ideal for enjoying the natural surroundings.

Guesthouse in Perugia

4.99 out of 5 average rating, 123 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!

Top guest favorite

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.

Vacation home in Colli al Metauro

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.

Guest favorite

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

4.92 out of 5 average rating, 39 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.

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Popular amenities for Rupoli vacation rentals

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Other great vacation rentals in Rupoli

Top guest favorite

Apartment in Torricella

5 out of 5 average rating, 6 reviews

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❤️

An outdoor swimming pool features clear blue water, surrounded by a paved area. The pool is bordered by lounge chairs and umbrellas, with lush greenery and rolling hills visible in the background under a bright blue sky.

Condo in Rupoli

5 out of 5 average rating, 3 reviews

Apartment with pool near the sea

AleksanderRating, 5 stars35 months ago

Lovely place. We enjoyed our stay here.

Guest favorite

An outdoor dining area features a wooden table surrounded by six folding chairs, each with green cushions. A potted plant with pink flowers adorns the center of the table, while the backdrop reveals a scenic view of rolling hills and greenery.

Tiny home in Corinaldo

4.96 out of 5 average rating, 48 reviews

The little house of blackberries

TimoRating, 5 stars2 months ago

We had a wonderful time at this place! The location is wonderfully quiet – perfect to unwind. We were particularly enthusiastic about the huge fenced garden where our dog could jump around – a real dog paradise! The hostess was very warm and even put a few small things in the fridge for us – a nice gesture! The kitchen equipment was great, it really had everything you need. A highlight was also the chickens – fresh eggs for breakfast directly from the garden once they have laid some. The view is fantastic, there is plenty to do in the area, and good restaurants are also not far away. We would definitely go back and can only recommend it.

Guest favorite

Condo in Montefelcino

4.94 out of 5 average rating, 18 reviews

Ca' le Campane

DarioRating, 5 stars10 months ago

Great Adriana and Angelo, two special people who, unfortunately, I didn't have time to get to know. Beyond everything, the house perfectly matches the description. The environment is familiar, quiet and totally surrounded by nature. We'll see each other again :)

An aerial view of the villa highlights a spacious outdoor area with a swimming pool surrounded by sun loungers. Lush greenery and rolling hills provide a scenic backdrop, while the two-story villa boasts a classic architecture with large windows and a terracotta-colored facade.

Condo in Rupoli

4.6 out of 5 average rating, 5 reviews

Appartment in Villa Fonti,

WilhelmRating, 5 stars11 months ago

We had a wonderful day there, we had a wonderful time. It was a little paradise for us. If you are looking for relaxation and relaxation, this is the place to be. The pool is fantastic, you can use it until late at night and admire the stars, you can only recommend that. We had an apartment for three people and it is completely sufficient. The highlight was the two bathrooms, so no stress while getting ready after a day of bathing. Also great praise to the hostess, a very, very friendly person who was always there to help. One more small tip, if you don't want to do without the beach, then we recommend the sandy beach in Torrette di Fano, about 20 minutes by car.

Guest favorite

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

4.97 out of 5 average rating, 31 reviews

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!

Guest favorite

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

5 out of 5 average rating, 13 reviews

Belvilla by Oyo Villa Anna

JohannesRating, 5 stars2 weeks ago

The property and the residential building are in a very quiet and relaxed location - perfect for switching off. Everything worked smoothly, from booking to departure. The contact with Paolo was straightforward, friendly and always helpful. Everything is easily accessible by car - shopping, restaurants and attractions are quick to reach. Clear recommendation!

Guest favorite

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

4.94 out of 5 average rating, 32 reviews

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!

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Vacation rentals in Rupoli

Top-rated vacation rentals in Rupoli

Vacation rentals for every style

Popular amenities for Rupoli vacation rentals

Other great vacation rentals in Rupoli

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