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Holiday houses in Pilotti

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Top-rated holiday rentals in Pilotti

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Guest favourite
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.

ValueLocationBathroom

4.84 out of 5 average rating, 43 reviews
Guest favourite
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.

LocationFamilyCheckout

5.0 out of 5 average rating, 8 reviews
Top Guest favourite
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.

LocationFamilyWi-Fi

4.97 out of 5 average rating, 34 reviews
Guest favourite
An open living area features a gray sofa adorned with cushions, paired with a simple black dining table set for two. A compact kitchen with white cabinetry and a black countertop sits in the corner, while light flows in through windows framed by exposed brick walls.
Apartment in Sarnano

Nel cuore del borgo appartamenti

Prenditi una pausa dalla frenesia della quotidianità. Vieni a rilassarti tra le mura dello splendido centro medievale di Sarnano. Proprio lungo la scalinata che conduce alla piazza principale del paese, sorge questo nuovo appartamento con cucina e soggiorno, camera con 2 letti singoli o 1 matrimoniale e divano letto, bagno attrezzato con doccia. Magnifica vista sui monti Sibillini. Ottimo punto di partenza per passeggiate. Possibilità di alloggiare mtk e ricarica e-bike nelle vicinanze.

LocationFamilySleep quality

4.87 out of 5 average rating, 82 reviews
An aerial view showcases the villa surrounded by greenery, highlighting the private pool and shaded seating areas. The building features a traditional stone exterior with a tiled roof, set against a backdrop of rolling hills and diverse vegetation.
Home in Gualdo

Casa Santo Stefano, panoramic view, swimmingpool

Casa Santo Stefano is een unieke locatie als u tot rust wilt komen. De villa is gelegen aan de voet van het wereldberoemde Sibillini gebergte op 650m hoogte. Op eigen terrein van meer dan 10.000m2 waant u zich in een oase van rust en geniet u van de adembenemende glooiende vallei en het Sibillini gebergte. U kunt ervoor kiezen om helemaal niks te doen en een espresso te drinken bij het prive-zwembad, maar als u een meer actieve vakantie wilt, zijn er voldoende mogelijkheden. Wees welkom!

ValueFamilyQuiet

4.88 out of 5 average rating, 17 reviews
Guest favourite
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.

FamilyLocationLaundry

4.98 out of 5 average rating, 45 reviews
Top Guest favourite
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!

LocationFamilyComfort

4.98 out of 5 average rating, 42 reviews
Guest favourite
An indoor wellness area features a heated hydromassage minipool for six, surrounded by wide glass panels that provide views of the lush outdoor landscape and an inviting blue swimming pool beyond. Natural wood beams enhance the room's warm aesthetic.
Apartment in Gualdo

Agriturismo Elisei mansarda piscina sauna spa

Sei alla ricerca di un luogo tranquillo, rilassante, immerso nella natura e lontano dal caos? Vuoi scoprire il fascino del Parco Nazionale dei Monti Sibillini e suoi borghi? Scegli l’Agriturismo Elisei, piccolo e per poche persone, permette ad ognuno degli ospiti di avere tanto spazio all’aperto. L’Agriturismo dispone di un ampio giardino con piscina, oltre ad un area benessere con sauna e spa. CIN: IT043021B5CETGSYCI

LocationDecorHot tub

5.0 out of 5 average rating, 7 reviews
Guest favourite
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.

FamilyLocationKitchen

4.94 out of 5 average rating, 35 reviews
Top Guest favourite
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.

FamilyLocationPool

5.0 out of 5 average rating, 5 reviews
Guest favourite
A refreshing salt-water pool is surrounded by lush greenery and neatly trimmed shrubs. Poolside, comfortable lounge chairs are arranged for relaxation. In the backdrop, a rustic building blends harmoniously with the rolling hills under a dramatic sky.
Home in Loro Piceno

Casa in Campagna con Piscina e Giardino

Casa in campagna con piscina e giardino-Il casale con piscina è situato in campagna con arredamento curato e completamente rinnovato, per una vacanza rilassante a 5 Km dalla Riserva Naturale dell'Abbazia di Fiastra, a 30 km dall'ingresso del Parco dei Monti Sibillini, a 30 km dal mare Adriatico e a 60 km dalla Riviera del Conero.

ValueLocationBarbecue

4.91 out of 5 average rating, 81 reviews
A charming stone farmhouse with a rustic exterior is featured, showcasing a spacious terrace with a pergola draped in greenery. An outdoor dining area is set with a table and chairs, surrounded by well-maintained gardens and potted plants. Windows with dark shutters complement the natural elements.
Home in Sant'Angelo in Pontano

Casa Felice in Italy

Casa Felice is designed for good living Just 2 km from the center of the lovely town of Sant’Angelo in Pontano, EXCELLENT farmhouse built of stone, elegantly renovated, with lovely garden and pool view. The house is on two floors totaling approximat

ValueFamilyAmenities

4.83 out of 5 average rating, 76 reviews

Popular amenities for Pilotti holiday rentals