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Vacation rentals in Monte Ascensione

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Top-rated vacation rentals in Monte Ascensione

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Villa in Castelraimondo
5 out of 5 average rating, 9 reviews

Villa Ermelinda · Ville Carborello Weddings

Villa Ermelinda is a private 16th-century villa set among the rolling hills of Le Marche, ideal for intimate weddings, destination weddings and exclusive stays. It offers exclusive use, a panoramic pool, gardens, a big terrace and beautiful spaces for symbolic ceremonies, poolside aperitifs and dinners under the stars. Hosting up to 18 guests, it also works perfectly with nearby Villa Nasca & Villa Adele, just a few minutes away, for larger wedding groups and unforgettable wedding weekends.

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

Borgo Seghetti Panichi, 'Sibilla' Apartment

A spacious first floor self-catering apartment in the old farmhouse of the Borgo Storico Seghetti Panichi, our family home with a historic villa and chapel, surrounded by a celebrated romantic 1870s garden. Guests can enjoy the garden, pool, citrus terraces, olive grove, kitchen garden, wildflower meadow and shaded seating areas. The view sweeps from the sea to the high Apennines. Sandy Adriatic beaches and fine seafood are 20 mins away; the renaissance jewel of Ascoli Piceno is even closer.

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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 Santa Vittoria in Matenano
4.82 out of 5 average rating, 39 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 favorite
An aerial view captures a villa surrounded by the natural landscape of the Sibillini Mountains. The structure is nestled among trees, with the peaks of the mountains visible in the background against a clear blue sky.
Villa in Montefortino
4.89 out of 5 average rating, 37 reviews

[Sibillini view] Villa Amici

The house with a view of the Sibillini mountains is on 2 floors and consists of: Ground floor: -1 veranda with sofa beds, armchairs and view of the mountains -1 spacious entrance to the living room with 2 sofa beds -1 fully equipped kitchen -1 service bathroom with usable washing machine On the 1nd floor: -1 double bedroom -1 room with two bunk beds -1 complete bathroom with large shower box All surrounded by greenery and peace in the countryside in the Sibillini Mountains National Park

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
5 out of 5 average rating, 5 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.

Top guest favorite
Villa in Colli del Tronto
5 out of 5 average rating, 15 reviews

Frescoes and Centuries-Old Park– Villa Mastrangelo

Well-known residence in our area You can easily find us online as a local tourist landmark. 1️⃣ Self check-in available at any time 2️⃣ Discounts for longer stays (contact me for details) 🏰 Entire villa of over 600 m² 🌿 Centuries-old park of 2000 m² – pet friendly 🚗 Private parking, both open and covered – free of charge 📶 Air conditioning, fast Wi-Fi and Smart TV ☕ In the kitchen: coffee, tea, oil, vinegar, sugar, salt, etc. 🧺 Bed linen, towels and soap included

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
5 out of 5 average rating, 68 reviews

House with pool, 1st floor, Villa Cerqueto

Located on the 2nd floor and ideal for 6/7 people. Equipped with all the comforts to enjoy a peaceful vacation in contact with nature and the beauty of the landscape among typical villages, the Adriatic Sea and the Sibillini Mountains. The apartment has 2 large air-conditioned bedrooms, 1 bathroom and 1 kitchen with a terrace where you can eat. The garden and swimming pool, shared with other guests, enjoy a privileged position from which you can enjoy a beautiful view.

Top guest favorite
A bright dining area is presented, featuring a round white table surrounded by four minimalist chairs. Soft natural light filters through sheer curtains, creating a serene atmosphere. A small decorative plant sits at the center of the table, while a corner floor lamp adds an inviting detail.
Home in Ascoli Piceno
4.97 out of 5 average rating, 32 reviews

A stone's throw from the square

Enjoy a stylish vacation in this property in the heart of the historic center, a newly built apartment with all the services available, with a large terrace where you can relax and enjoy a snack prepared in the fully equipped kitchen. The property is completed by a beautiful double bedroom with TV and a living room with a comfortable sofa bed and reading space. In the surroundings there are all the amenities: parking and all the most beautiful monuments of the city.

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
5 out of 5 average rating, 43 reviews

Casale Biancopecora, Casa Cerqua

Apartment Casa Cerqua of 100 sq. meters finely furnished, we recovered all the old materials of the house in the recent renovation adapting the old farmhouse to the latest earthquake regulations. The decor is a right mix of modern and ancient, elegant but functional. Outside there is a large private area available for guests, with shaded dining area and private barbecue. Complete the property with a 12x4.5 pool with shaded porch available for guests to enjoy.

Top guest favorite
Treehouse in Colonnella
4.97 out of 5 average rating, 146 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.

Top guest favorite
An outdoor area features a rectangular swimming pool surrounded by sun loungers and umbrellas. The pool's clear water reflects sunlight, while colorful pool floats are visible. In a separate indoor space, a hot tub is shown set against patterned tiles, providing a relaxing atmosphere.
Home in Roccafluvione
5 out of 5 average rating, 20 reviews

bed & breakfast of your dreams

Kick back and relax in this calm, stylish space. Location in the green of the Sibillini mountains, 10 km from Ascoli Piceno. Here you can find the "dream B&B" that will make your stay an unforgettable experience. You will have an entire property at your disposal, equipped with all the comforts that will accompany your stay. Inside the property, you can be pampered by a beautiful mini whirlpool where you can spend relaxing moments.

Top 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
5 out of 5 average rating, 32 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.

Popular amenities for Monte Ascensione vacation rentals

  1. Airbnb
  2. Italy
  3. Marche
  4. Ascoli Piceno
  5. Ascoli Piceno
  6. Monte Ascensione