
House holiday rentals in Ascoli Piceno
Find and book unique houses on Airbnb
Top-rated house rentals in Ascoli Piceno
Guests agree: these houses are highly rated for location, cleanliness and more.

A delightful Bijoux in the heart of the city
The house is delightful, a small Bijoux in the heart of P. S. Giorgio! Close to the station, shopping streets, the sea! Very well served. Refined, elegant environment, with attention to detail. It offers two floors: on the first floor there is the entrance, kitchen, living room with single sofa bed and a bathroom served. On the second floor, with the ceiling of wooden beams, there is a bedroom, with a double bed and a bathroom with all the amenities. The room is equipped with a small balcony, air conditioning!

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.

villa Strada
NOVITA' 2026: Struttura Equi-Friendly: disponiamo di box e paddock attrezzati per ospitare i vostri cavalli. 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. Novità Inverno 2025: sono arrivati nuovi amici per i più piccoli! Pony e minipony li aspettano per passeggiate nel parco o lungo le stradine bianche.

Garden on the River: house 10 min from downtown
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!

La Chicca in centro - 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.

"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.

Casale Biancopecora, Casa Acorn
Detached house in Country House, House Acorn, 60 sqm finely furnished. We recovered all the old materials from the house in the recent renovation. One of the rooms overlooks a small terrace. Outside there is a large private area available for guests, shaded pergola and private barbecue. The property is completed by a 12x4,5 swimming pool with shaded porch available for guests.

Cottage 250 meters from the sea
The house is about 95 sqm, consisting of 3 bedrooms, furnished respectively with 2 double beds and 2 single beds. Fully furnished eat-in kitchen. Bathrooms with shower and window. Large living room with TV and spacious dining area. Air conditioning inside. Unfenced garden with the possibility of hosting your animal friends. Carport. Laundry room.
Popular amenities for house rentals in Ascoli Piceno
House rentals with a pool

Stunning Farmhouse with above the ground pool

Charming Casa Capriola - Panoramic views

House of Olives

A little house in the woods - Rustico Ceppino -

Casa Moscatel - rural idyll, stunning panorama

Large family apartment at Villa Milli

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

GrazieSole Agriturismo exclusive whole house
Weekly house rentals

Panoramic farmhouse surrounded by nature

"Maison Margot" stay in the hill overlooking the sea

House of Olives

Casa Vacanze Gli Allori

La Finestra sul Castello | Eleganza e comfort

Zia Elena Country Hause

Apartment with View of the Sibillini Mountains and Hamlet

Entire Villa, Free Private Parking - Downtown
Private house rentals

Casale Calù

Casa Santo Stefano, panoramic view, swimmingpool

The Goddess Terraces Cottage

La Casa Rossa - Countryhouse with swimmingpool

Terraces overlooking the village

From Cosimo and Franca

Amatrice Vacation Homes

Casa Felice in Italy
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 260 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 breakfast Ascoli Piceno
- Bed and breakfasts Ascoli Piceno
- Family-friendly rentals Ascoli Piceno
- Rentals with a washing machine and dryer Ascoli Piceno
- Rentals with a patio Ascoli Piceno
- Villa rentals Ascoli Piceno
- Rentals with outdoor seating Ascoli Piceno
- Flat rentals Ascoli Piceno
- House rentals Ascoli Piceno
- House rentals Marche
- House rentals Italy
- Terminillo
- Campo Felice S.p.A.
- Pescara Centrale
- Frasassi Caves
- Monte Terminilletto
- Rocca Calascio
- Spiaggia Urbani
- Shrine of the Holy House
- Stazione Sciistica di Ovindoli
- Mount Subasio
- Sibillini Mountains National Park
- Gran Sasso d'Italia
- Conero Golf Club
- Centro Commerciale Megalò
- Impianti Di Risalita Monte Magnola
- Spoleto Cathedral
- Basilica di Santa Maria di Collemaggio
- Birthplace of Gabriele D'Annunzio Museum
- Riviera del Conero
- Bolognola Ski
- Stiffe Caves
- Parco Del Lavino
- Monte Terminillo
- Fonti Del Clitunno




