House vacation rentals in Monteprandone

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Top-rated house rentals in Monteprandone

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Superhost

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.

LocationFamilyQuiet

Superhost

An aerial view showcases a private poolside area surrounded by lush greenery and a well-maintained patio. The inviting pool displays crystal-clear water, with a small seating area near the edge. A charming house with a wooden exterior is visible, enhancing the tranquil ambiance.

Home in Ascoli Piceno

4.75 out of 5 average rating, 217 reviews

La Casetta - Entire house 5 minutes from the center.

Your Oasis of Relaxation in the Marche Region The CASETTA is a cozy home located in the open countryside, just minutes from the historic city of Ascoli Piceno. Surrounded by a lush and unspoiled agricultural landscape, it offers guests a stay experience that combines modern comfort with the authentic atmosphere of the Marche countryside. Thanks to its strategic location, it is the ideal starting point to explore the historic center, the mountains and the sea, all within a few minutes' drive.

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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

5.0 out of 5 average rating, 6 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.

LocationCheckoutBeach

Guest favorite

A welcoming entrance is framed by a wrought iron awning, leading down a stone pathway bordered by lush greenery and blooming flowers. The view reveals the sparkling blue sea in the distance, enhancing the sense of an inviting coastal retreat.

Home in Colonnella

4.92 out of 5 average rating, 72 reviews

Casa Belvedere

The House is located in the historic center of Colonnella, a few kilometers from the blue flag beaches of Alba Adriatica, Tortoreto, Giulianova, San Benedetto del Tronto and 26 km from Ascoli Piceno. Completely renovated with spectacular panoramic views and large terrace overlooking the Adriatic Sea. The apartment consists of a bedroom with double bed, bathroom and living room with kitchenette and double sofa bed. Bars, wineries, restaurants and supermarkets are just a short walk away.

LocationFamilyAccuracy

Top guest favorite

Home in Penne

5.0 out of 5 average rating, 16 reviews

Private Pool, HotTub, Home Theater!(3 Bedroom)

Casa Fenice is located next to an olive grove and overlooking the cultivated fields of neighboring farms. Across the valley of the Saline River you will see the vineyard of San Lorenzo wines, the medieval villages of Elice and Castilenti, and small suburbs with support businesses for the farmers in the area. The nearest neighbor is 200m away, so with the exception of the occasional friendly farmer on his tractor, you are able to enjoy the blissful peacefulness of country living.

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Guest favorite

Home in Montorio al Vomano

4.91 out of 5 average rating, 114 reviews

"Casa Cinill" - A little slice of paradise

Take a break and unwind at this peaceful oasis. Immersed in nature, equipped with all comforts, away from the daily hustle and bustle, you can relax under the gaze of the Gran Sasso or explore the surrounding nature by walking under the trees of the forest and, with a few minutes by car, reach your favorite destinations, between the sea and the mountains to discover the wonderful Abruzzo! Large, fenced and private outdoor courtyard perfect for 4-legged friends!

LocationValueOutdoor spaces

Guest favorite

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, 44 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.

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Top guest favorite

The illuminated salt-water pool reflects soft lights from a nearby gazebo. The setting features a peaceful outdoor area with lounge chairs, creating a serene atmosphere. The rustic exterior of the house is visible in the background, enhancing the tranquil nighttime experience.

Home in Contrada Colle Galli

4.97 out of 5 average rating, 102 reviews

CASA GALLO ROSSO relaxation & privacy

Your home in the hills of Abruzzo. Casa Gallo Rosso is a country house entirely at your disposal, immersed in the tranquility of the Abruzzo hills. A private pool, large outdoor spaces, and a panoramic view of the mountains will accompany your relaxing days. Just 25 minutes from the sea and 40 minutes from the mountains, it is the ideal place for those seeking nature, privacy, and comfort, enjoying an authentic experience in the heart of Abruzzo.

ValueLocationGetting around

Guest favorite

A private above-ground pool is situated on a spacious deck with blue railings, overlooking the sea. An area for children's play can be seen nearby, with a sandy surface. The surrounding landscape features hills and greenery against a clear sky.

Home in Cupra Marittima

5.0 out of 5 average rating, 13 reviews

The Goddess Terraces Cottage

Villa with above-ground pool located on the first hill close to the sea. The property can be reached from the sea by following an uphill road of 600 meters. The 144-square-meter house consists of a living room with a kitchenette. In this room there is a sofa bed and a bunk bed. In the sleeping area there are 3 bedrooms (double, medium with double bed and single with bunk bed + additional bed), bathroom with bathtub and bathroom with shower.

LocationFamilyIndoor spaces

Superhost

A refreshing outdoor pool is surrounded by a wooden deck and white lounge chairs. Lush trees and an open landscape featuring rolling hills and vineyards are visible in the background, along with a clear blue sky.

Home in Controguerra

4.79 out of 5 average rating, 56 reviews

Apartment 1 Panoramic Terrace 2-3 Pax

The farmhouse, renovated in rustic style with exposed bricks is set in a landscape between rows of vineyards and extensive olive groves. The apartment with wooden roof and a large terrace overlooking the Montagne Gemelle, the Gran Sasso, and the Monti Sibillini. You will enjoy the quiet of the countryside in a true slice of agricultural life. We are inside a winery, it is possible, on request, to buy wine or book a themed tasting.

ValueFamilyAccuracy

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

4.94 out of 5 average rating, 34 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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Top guest favorite

A kitchen area with rustic wooden cabinets and a white refrigerator is depicted. A dining table made of wood, surrounded by white chairs, occupies the center. Natural light enters through large windows, illuminating the stone walls and creating a warm, welcoming environment.

Home in Sant'Elpidio Morico

5.0 out of 5 average rating, 41 reviews

Casale Biancopecora, Casa Acorn

Independent house in Country House, Casa Ghianda, 60 sqm finely furnished. We recovered all the old house materials in the recent renovation. One of the rooms overlooks a small terrace. Outside there is a large private area available to guests, shaded pergola and private barbecue. Complete the property with a 12x4.5 pool with shaded porch available for guests to enjoy.

LocationFamilyQuiet