Vacation rentals in Rupoli

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Top-rated vacation rentals in Rupoli

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Top guest favorite

A modern living space features a sleek fireplace set into a dark wall, surrounded by a striking arrangement of wooden logs. A decorative branch with green leaves complements the space, while a radiant light fixture casts a warm glow.

Loft in Fano

4.95 out of 5 average rating, 76 reviews

PentSea®: Super Penthouse facing the Sea with Mega View 360

PentSea - Super Sea View Penthouse, an absolute reference of Italian luxury with ample square footage. This 140 sqm Super Loft in the most Central Building of Fano, is designed specifically for Families and Large Groups up to 10 people. Located in a Super Central position, it enjoys a Magnificent 360-degree view of the Adriatic Sea and Marchigian Hills. Furnished to the highest standards with the best of Made in Italy, it is a real gem on the sea for those who demand the utmost comfort and elegance

Guest favorite

Aerial view of a serene countryside property, featuring a spacious swimming pool and well-maintained tennis court surrounded by lush greenery. The historical buildings blend harmoniously with the landscape, while rolling hills and a gravel path lead to the distant fields.

Apartment in Colli al Metauro

4.91 out of 5 average rating, 11 reviews

Amazing Apt with swimming pool. unique experience!

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

A spacious property is surrounded by lush greenery and olive trees, featuring a large pool area with a beautiful landscaped garden. The inviting home exhibits a classic architectural style, with multiple outdoor seating areas and pathways connecting to different sections of the estate.

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

Barn in Serra De' conti

5 out of 5 average rating, 14 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

An outdoor area features a large umbrella providing shade over a seating arrangement. Several potted plants are placed around, and a variety of seating options, including a lounge sofa and dining chairs, are visible on gravel flooring. The rustic stone exterior of the building adds character.

Home in Fossombrone

5 out of 5 average rating, 56 reviews

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.

Guest favorite

Villa in Coste

5 out of 5 average rating, 7 reviews

Bellavista Suite Spa

Forget your worries in this spacious, serene oasis. Suite Lounge Spa complete with every amenity. Professional full spa with Finnish steam bath sauna and emotional showers. Indoor thermal pool always heated with hydromassage and airpool. Two king beds. Two bathrooms. Full kitchen. Large dining area table. 85 '' sofaTV area. Gym area complete cycle treadmill elliptical treadmill multifunction bench. Indoor garden and outdoor garden with infinity pool.

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, 118 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 exterior of the modern casetta is highlighted by wooden beams that create a welcoming entrance. Large glass doors provide a view into the interior, where natural light is embraced. Subtle lighting enhances the architectural features, contributing to a serene nighttime ambiance.

Vacation home in Colli al Metauro

5 out of 5 average rating, 10 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

A wooden deck surrounds a small, clear pool, inviting relaxation under the bright blue sky. Lush greenery includes olive trees, creating a serene outdoor setting. In the background, a cozy cottage is nestled among the hills, enhancing the tranquil atmosphere.

Home in Colli al Metauro

4.92 out of 5 average rating, 38 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.

Guest favorite

A scenic aerial view showcases a stately guest house surrounded by expansive vineyards and rolling hills. Mountains can be seen in the distance, while neatly lined trees accent the property's landscape. The area features a mix of greenery and cultivated land under a clear sky.

Farm stay in Cingoli

4.97 out of 5 average rating, 71 reviews

The Guest House of the Tavignano Estate

The Tavignano estate is located in the heart of the Marche region, within the famous DOC of Verdicchio dei Castelli di Jesi, between the valleys of the river Esino and the Musone on one side, and between the Apennines and the sea on the other side. From the highest promontory of the Estate dominates the manor house, which houses the barrique, the family house, and an elegant Guest House.

Top guest favorite

An inviting entrance features large wooden doors that open to a well-lit interior. A light-colored stone pathway leads towards the door, bordered by greenery. The surrounding landscape includes trees and manicured gardens, enhancing the serene outdoor setting.

Home in Trebbio

5 out of 5 average rating, 18 reviews

Living la Dolce Vita with Pool

Nestled within a private villa, our modern and newly renovated accommodation offers expansive outdoor spaces. Relax in the lush gardens or take a refreshing dip in the stunning, crystal-clear pool. Whether you're seeking a family getaway or a fun-filled retreat with friends, this is the ideal destination. Conveniently located just a 15-minute drive from both Pesaro and Urbino.

Top guest favorite

The stone structure features two stories with a balcony on the upper level. Lush greenery and vibrant flowers are visible in planters along the stone pathway. A wrought iron railing encloses the outdoor space, providing a welcoming and serene environment.

Home in Caprile

5 out of 5 average rating, 17 reviews

Montana House in Stone-Garden-Panorama-Jacuzzi

We look forward to welcoming you to our Holiday Home, from where you can set off to discover this incredible and fascinating corner of the Marche. Here the holiday transforms into an interlude of authentic pleasure between relaxing breaks and outdoor adventures. An enchanted place for a holiday in close contact with nature, away from the stressful routine of the city.