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Vacation rentals in Castignano

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Top-rated vacation rentals in Castignano

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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
4.83 out of 5 average rating, 40 reviews

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.

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
5.0 out of 5 average rating, 7 reviews

GrazieSole Agriturismo exclusive whole house

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.

Guest favourite
The image captures a scenic view of La Roccaccia, featuring a private pool and lush greenery. Stone pathways meander through the garden, with tall cypress trees framing the scene, while a historic tower is visible in the background against a clear blue sky.
Castle in Montefortino
5.0 out of 5 average rating, 7 reviews

MarcheAmore - La Roccaccia, La Sibilla Apartment

La Roccaccia was built in 1080 AD as a lookout tower to defend the Fermo area. Located in an enchanting setting between Monte Sibilla, the gorge of Infernaccio and the hilltop town of Montefortino. Today La Roccaccia is a luxury venue with private pool and jacuzzi located among the Sibillini mountains, designed for those in search of peace, relaxation and meditation. Its park is filled with works of art and at it features a private amphitheater with a unique view.

Guest favourite
A balcony view showcases rolling green hills and a clear blue sky. In the foreground, a lantern with a candle is positioned on a table, while a swimming pool is visible below, framed by manicured lawns and wooden lounging areas.
Home in Montalto delle Marche
4.93 out of 5 average rating, 46 reviews

Mini apartment with pool Villa Cerqueto

The apartment, ideal for 2/5 people, consists of a large and bright living area with kitchenette, sofa bed, TV and Wi-Fi; a spacious bedroom with double bed and bunk bed and a large balcony where you can eat. The bathroom is inside the room. The swimming pool and garden are shared with all the guests of the property. The Agostini family, owner and resident of the property, will always be ready to respond to every need while respecting the privacy of its guests.

Guest favourite
Cottage in Campofilone
5.0 out of 5 average rating, 5 reviews

Mondomini Panoramic cottage with stunning view

Relax and recharge in this oasis of calm and elegance, with an incredible view of the sea, Marche hills, and mountains, surrounded by a large olive grove. The cottage is accessible and equipped with 2 bedrooms: one double, one with a sofa bed with a 16 cm mattress that is extremely comfortable as a double bed; two bathrooms, a living room and an equipped kitchen. Tastefully furnished with antique furniture. Perfect for long periods of smart working.

Guest favourite
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
4.91 out of 5 average rating, 197 reviews

L'Attico Sul Fiume center home

Elegant and cozy penthouse in a strategic position a few meters from the central Piazza del Popolo and the city's main points of interest within walking distance. The apartment consists of a bright entrance hall, a living room with an island kitchen, two bedrooms both with TV and bathroom, 2 large panoramic terraces and private parking. The hot tub has an additional cost. In the event that two guests wish to use both rooms, there is a surcharge.

Guest favourite
Treehouse in Colonnella
4.97 out of 5 average rating, 150 reviews

NIKE WOODS emotion experience

Our treehouse in the woods, built from iron and originally used as a bivouac, has been transformed into a retreat inspired by Japanese philosophy. Inside, it offers a unique experience with an ofuro (traditional Japanese bathtub), a sauna for relaxation, and an emotional shower that stimulates the senses. The minimalist design and attention to detail create a serene atmosphere, perfect for rejuvenating in harmony with the surrounding nature.

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Vacation home in Colli del Tronto
4.86 out of 5 average rating, 99 reviews

Frescoes and Centuries-Old Park– Villa Mastrangelo

A well-known residence in our area: You can easily find us online as a local tourist landmark. Self check-in at any time Discounts for longer stays (contact me) 🏰 Exclusive apartment of over 150 m² 🌿 Private 200 m² garden with century-old plants – PET FRIENDLY 🚗 Private parking (open and closed) FREE 📶 FAST Wi-Fi and Smart TV ☕ Kitchen: coffee, tea, oil, vinegar, sugar, salt, etc. 🧺 Bed linen, towels, soap

Guest favourite
A tranquil outdoor view displays a charming rural property surrounded by lush greenery and scenic hills. A private pool sits centrally, accompanied by sun loungers and umbrellas. The well-maintained pathway leads towards the main house, showcasing rustic architecture under a clear blue sky.
Farm stay in Montalto delle Marche
4.94 out of 5 average rating, 18 reviews

Regina Apartment

The Regina apartment of the Terre Vineate Farmhouse consists of a large living room with kitchenette, two bedrooms with bathroom inside. The two bedrooms have air conditioning. Outside, it has a small reserved wooden gazebo. You can take advantage of the common areas such as the central porch overlooking the Sibillini, the swimming pool, the children's play area and the cellar. We look forward to seeing you!!

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
4.94 out of 5 average rating, 35 reviews

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.

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Apartment in Castel di Lama
5.0 out of 5 average rating, 3 reviews

Borgo Seghetti Panichi, 'Lotto' Apartment

Dedicated to the artist Lorenzo Lotto, this suite features a spacious living room on the ground floor with a large sofa bed and a kitchen equipped with essential amenities, with an adjacent dining table. Upstairs is the master bedroom with a marble travertine bathroom, decorated with green and cream wallpaper and furnished with walnut furniture. The apartment has a television and Wi-Fi.

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Villa in Sant'Angelo in Pontano
5.0 out of 5 average rating, 4 reviews

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.

Popular amenities for Castignano vacation rentals