
House holiday rentals in Ascoli Piceno
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Top-rated house rentals in Ascoli Piceno
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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.

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.

Giardino sul Fiume: relax a 10 min dal centro
Enjoy nature 400 meters from the central square of Ascoli. You can get to the center with a walk. House with garden overlooking the river and the Papal Paper Mill. A quiet and peaceful place. You will be greeted by the warmth of the rustic environment of a typical Italian house, built by my grandfather in 1922, with exposed stone masonry. The Castellano River, which can be easily reached on foot, is perfect for a walk in any season or a cool summer swim. We look forward to seeing you!

3 Bedroom home, Private Pool, HotTub&Home Theater
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.

Corner of paradise - Alpaca village nature and relaxation
Typical Marche farmhouse on two floors with a fabulous pergola overlooking the garden. The house is 1 km from the center of the village. Immersed in the Marche countryside, the house is located a few meters from the Tronto river and bordering the bike path that connects S. Benedetto. Not having houses in the immediate vicinity, the house allows you to fully enjoy your stay in absolute freedom (even with music until late at night). A barbecue and wood-burning oven are available.

La Chicca in the center - Center of Ascoli Piceno
"La Chicca in centro" is an independent house located in the historic center. Comfortable and convenient, it is located in a "rua", a small, quiet and characteristic pedestrian street of the area. A few steps from Piazza del Popolo and Piazza Arringo, the "La Chicca in centro", albeit located in a pedestrian area, is adjacent to driveways where there are paid parking lots. A large table, a kitchen and a sofa make the house an ideal space to stay even for several days.

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.

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.

La Betulla - Majesty View LUX
Escape to an exclusive 4-bedroom luxury villa set within 25,000 sqm of breathtaking landscapes in the heart of Italy. Perfect for those seeking relaxation, adventure, and gourmet experiences. ✨ Why You’ll Love It: 🌿 Truffle Forest & Farm Lab 🏊♂️ Expansive Pool & Outdoor Lounge - Unwind in pure luxury 🛏️ Elegant & Spacious Interiors 🌍 Prime Location – Close to the Adriatic Coast & top cultural destinations Book now for a one-of-a-kind Italian escape! 🌟

"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!

La Casetta - tranquility between the sea and the mountains
Immersed in the greenery, among the hills of Val Menocchia, stands 'La Casetta', a small and charming independent house, recently renovated. Perfect for those who want to spend a relaxing holiday and enjoy the landscape that surrounds it. However, it adapts to all needs: it is located a few kilometers from the sea and at short distance from wonderful villages, it also allows mountain lovers to reach the Sibillini Mountains in just over an hour.

villa Strada
NOVITA' 2026: Struttura Equi-Friendly: disponiamo di box e paddock attrezzati per ospitare i vostri cavalli. ESTATE 26: possibilità di fare passeggiate in carrozza per le strade bianche di Montefortino. Nel cuore dei Monti Sibillini, Villa Strada offre un panorama mozzafiato sul Monte Vettore e la Sibilla. Elegante dimora anni ’90, unisce fascino antico e comfort moderno, con ambienti accoglienti e armoniosi immersi nella natura.
Popular amenities for house rentals in Ascoli Piceno
House rentals with a pool

Charming Casa Capriola - Panoramic views

Le Spiazzette Il Casale e il fienile

Dolce Canto Mogliano - Casale con piscina privata

{Private Pool} 10 beds, Wifi, AC, Garden

Large family apartment at Villa Milli

Villa Irma con Piscina a 10 min dal Mare- over 8 Y

GrazieSole Agriturismo exclusive whole house

Villa Fonte in Colle-pool and 4 bedrooms
Weekly house rentals

House of Olives

TYPICAL HOUSE IN SMALL VILLAGE

Casa Vacanze Gli Allori

Casa Marina

Apartment with View of the Sibillini Mountains and Hamlet

L'Ulivo e il Pioppo Holiday Home

Terraces overlooking the village

The House of the Swallows
Private house rentals

Panoramic farmhouse surrounded by nature

Pool house, relax in the olive trees garden

Casale Calù

Tranquil 5-Bedroom Villa in Civitella del Tronto

Sunset Breath

The Window to the Castle | Elegance and comfort

La Roverella, a house in the countryside

Stefania and Stefano's Vacation Home - Campotosto
Quick stats about house rentals in Ascoli Piceno

Total holiday rentals
Explore 10 holiday rentals in Ascoli Piceno

Nightly prices starting at
Ascoli Piceno holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 290 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ascoli Piceno rentals

4.9 Average rating
Ascoli Piceno stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Pet-friendly rentals Ascoli Piceno
- Rentals with a patio Ascoli Piceno
- Rentals with a washing machine and dryer Ascoli Piceno
- Rentals with outdoor seating Ascoli Piceno
- Family-friendly rentals Ascoli Piceno
- Flat rentals Ascoli Piceno
- Rentals with breakfast Ascoli Piceno
- Villa rentals Ascoli Piceno
- Bed and breakfasts Ascoli Piceno
- House rentals Ascoli Piceno
- House rentals Marche
- House rentals Italy
- Riviera del Conero
- Terminillo
- Frasassi Caves
- Rocca Calascio
- Gran Sasso d'Italia
- Pescara Centrale
- Sibillini Mountains National Park
- Shrine of the Holy House
- Mount Subasio
- Spiaggia di San Michele
- Monte Terminillo
- Sibillini Mountains
- Birthplace of Gabriele D'Annunzio Museum
- Sirolo
- Spiaggia Urbani
- Spoleto Cathedral
- Centro Commerciale Megalò
- Stiffe Caves
- Impianti Di Risalita Monte Magnola
- Torre Di Cerrano
- Porto Turistico Marina Di Pescara
- Fonti Del Clitunno
- Sirente Velino Regional Park
- Ponte del Mare





