Vacation rentals in Montelparo

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Top-rated vacation rentals in Montelparo

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Guest favorite

An inviting dining setting is showcased on a loggia, featuring a table set with plates and glasses. Two reclining chairs are positioned nearby, framed by an archway that reveals a stunning view of rolling hills and mountains in the background.

Home in San Vittoria in Matenano

Views from the roof of Le Marche

Welcome to real Italy. This is a unique home, named locally as Casa Matita (The Pencil House). It has an awesome view awaiting you from the loggia (roofed terrace). Relax, read, drink prosecco or dine while watching amazing sunsets in the peaceful medieval village of Santa Vittoria. At the top of the hill-top village, the house enjoys a 180-degree panorama of the sea and the mountains (both 45 mins). Recently restored, with three double bedrooms, parking 50m and shops/bakery/taverna 200m.

4.84 out of 5 average rating, 43 reviews

Guest favorite

A serene swimming pool is situated on a deck, featuring clear turquoise water under a bright sky. An umbrella provides shade beside chaise lounges. Scenic hills and mountains stretch into the distance, creating a picturesque backdrop of nature.

Home in Penna San Giovanni

GrazieSole Agriturismo casa intera in esclusiva

The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

5.0 out of 5 average rating, 8 reviews

Top guest favorite

The image captures a serene sunset over a private pool, with lush green grass surrounding the area. Sunlight casts a warm glow on the villa's exterior, highlighting large windows that reflect the fading daylight. Trees and hills are visible in the background, enhancing the peaceful setting.

Villa in Servigliano

Villa with exclusive private, heated pool

Villa del Sole is a beautiful retreat nestled amidst the typical verdant hills of the Marche region. It's located just 35 minutes away from the stunning beaches of Porto San Giorgio. This newly built accommodation offers all the comforts that you could ask for. The villa is fully enclosed with wired fencing and surrounded by a gorgeous garden, making it pet-friendly. Guests can enjoy the heated pool, which is exclusively for them and enhanced with a winter cover from October through March.

4.97 out of 5 average rating, 34 reviews

Guest favorite

An outdoor terrace offers a panoramic view of the surrounding landscape, with mountains in the distance and the city below. A wooden slatted roof provides shading, while a potted plant adds a touch of greenery to the outdoor seating area.

Apartment in Ascoli Piceno

L’Attico Sul Fiume center home

Elegante ed accogliente attico in una posizione strategica a pochi metri dalla centralissima Piazza del Popolo e dai principali punti di interesse della città raggiungibili a piedi. L’appartamento è composto da un luminoso ingresso su soggiorno con cucina a isola due camere da letto entrambe con Tv e bagno, 2 ampie terrazze panoramiche e parcheggio privato. La vasca idromassaggio ha un costo aggiuntivo. Nel caso in cui due ospiti desiderino l’uso di entrambe le camere c’è un supplemento.

4.91 out of 5 average rating, 199 reviews

Guest favorite

Vacation home in Monterubbiano

The Cherry House, apt Geranio

Tauche ein in einen Traum von Ruhe und Erholung. Inmitten der Natur findest du eine Wohnung die sich über 2 Ebenen erstreckt: 3 Schlafzimmer, 2,5 Bäder, großzügiger Wohn/ Essbereich, 2 Terrassen und einen 12x5m großen Gemeinschaftspool. Beste italienische Weine und Essen, Adriaküste, historische Altstädte, Golf, Bergsteigen oder Paragliding in den Sibillini Bergen du hast alle Möglichkeiten. Petritoli mit Restaurants, Café, Bäckerei, Fischladen und 2 Supermärkten ist nur 3 km entfernt.

4.95 out of 5 average rating, 20 reviews

Top guest favorite

A bright kitchen area features modern appliances, including a retro-style refrigerator. A wooden dining table is set for a meal, surrounded by white chairs. Natural light enters through multiple windows, complementing the warm, rustic tones of the stone flooring and beams.

Apartment in Monsampietro Morico

Casale Biancopecora, Casa Cerqua

Appartamento Casa Cerqua di 100 mq finemente arredato, abbiamo recuperato tutto i vecchi materiali della casa nella recente ristrutturazione adeguando il vecchio casale alle più recenti norme anti sismiche. L'arredamento è un giusto mix tra moderno e antico, elegante ma funzionale. All'esterno un'ampia zona privata a disposizione degli ospiti, con zona pranzo ombreggiata e barbecue privato. Completa la proprietà una piscina 12x4,5 con portico ombreggiato a disposizione degli ospiti.

5.0 out of 5 average rating, 45 reviews

Top guest favorite

An infinity pool is set against a panoramic landscape, showcasing rolling hills and a clear blue sky. Comfortable lounge chairs are positioned nearby on a wooden deck, inviting relaxation while enjoying the serene views.

Apartment in Montalto delle Marche

Casa con piscina, 1° piano, Villa Cerqueto

Situato al 1 piano e Ideale per 6/7 persone. Dotato di tutti i comfort per poter trascorrere una vacanza in tranquillità a contatto con la natura e con le bellezze del paesaggio tra borghi tipici,mare Adriatico e monti Sibillini.L'appartamento è dotato di 2 ampie camere con aria condizionata,1 bagno e 1 cucina con terrazzo dove poter mangiare. Il giardino e la piscina, condiviso con gli altri ospiti, godono di una posizione privilegiata da cui si gode di un bellissimo panorama.

5.0 out of 5 average rating, 73 reviews

Guest favorite

Vibrant sunflowers bloom in the foreground, creating a lively scene against the rolling hills of Le Marche. A rustic stone building is positioned amidst lush greenery, while the expansive landscape showcases fields and distant towns under a clear blue sky.

Apartment in Mogliano

Experience Authentic Italian Village Life

Located in the heart of Le Marche, ranked 2nd in Lonely Planet’s 2020 list of “Top 20 Regions in the World to Visit.” This spacious apartment and garden offer the perfect base to relax or explore. Within 40 mins’ drive of mountains, lakes, and the sea, with many ancient hilltop towns nearby. Just 5 mins from Mogliano, where you’ll find everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking, and riding trails are all within easy reach.

4.98 out of 5 average rating, 45 reviews

Guest favorite

A stone facade of a charming house is framed by lush greenery and tall conifer trees. A gravel pathway leads to the entrance, while an iron gate adds an element of rustic elegance to the welcoming outdoor space.

Home in Montelparo

Charming Casa Capriola - Panoramic views

After a fantastic journey of 2,5 yrs of housing search in the beautiful Marche Region - nestled between mountains and sea - we stumbled upon this beauty and fell in love with it and its surroundings. The house has been re-furnished and we will continue to upgrade it in the coming years. The Marche Region will offer you: Nature, Cycling, Hiking, Beach life, Culinary destination, Truffle region... La Dolce Vita in a precious hidden Italian Gem.

5.0 out of 5 average rating, 10 reviews

Top guest favorite

A charming, two-story farmhouse features terracotta walls and a sloped roof, surrounded by lush greenery. Potted plants frame the entrance, with a wooden table and chairs positioned outside under a shaded umbrella, offering inviting outdoor seating and scenic countryside views.

Villa in Sant'Angelo in Pontano

Traditional 3-bedroom cottage with large garden

Forget your worries in this spacious and serene space. Absolutely tranquil, but less than a five minute drive from the bustling village of Sant’Angelo, which has three restaurants, three bars, and a theatre, as well as all local services. Relax and enjoy the views in the garden, or drive half an hour to the beach or a lake in the mountains, or explore the many beautiful hilltop towns in the area. Something for all tastes!

4.98 out of 5 average rating, 42 reviews

Guest favorite

A gravel driveway leads to a charming two-story villa surrounded by lush greenery. The building features a mixture of stone and brick walls, framed by large windows with red shutters. Sunlight filters through the trees, creating a serene atmosphere.

Home in Serra

villa Strada

NEW FOR '26: Private rooftop Jacuzzi for up to 4 people. Opportunity to enjoy horse-drawn carriage rides along the scenic white roads of Montefortino. Nestled in the heart of the Sibillini Mountains, Villa Strada boasts breathtaking views of Mount Vettore and Mount Sibilla. This elegant 1990s villa combines timeless charm with modern comfort, featuring welcoming and harmonious spaces immersed in nature.

4.94 out of 5 average rating, 35 reviews

Top guest favorite

Villa in Sant'Angelo in Pontano

Villa in the Sibillini Mountains, Pool & Privacy

Private pool villa in Sant’Angelo in Pontano, among the rolling hills of Marche at the foot of the Sibillini Mountains. Sleeps up to 8 with 4 double bedrooms, all with en-suite bathrooms (3 upstairs + 1 in a separate annex), Wi-Fi and air conditioning. Large shaded porch for outdoor dining, lounge corners, and an outdoor BBQ/oven area. Great base for the Sibillini Park and Lake Fiastra.

5.0 out of 5 average rating, 5 reviews