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Holiday rentals with outdoor seating in Ascoli Piceno

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Ascoli Piceno

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Top guest favourite
The image captures rolling hills adorned with lush greenery and vineyards, extending towards the horizon. A quaint stone structure is visible in the foreground, complemented by wooden fencing and a clear blue sky. The serene landscape reflects the natural beauty of the Marche region.
Flat in Sant'Elpidio Morico
4.97 out of 5 average rating, 38 reviews

Casale Biancopecora, Casa Sanforte

We are located in the south of the Marche near Fermo and Ascoli Piceno, between the olive trees and the organic vineyard of Casale Biancopecora di Massimo and Michela, a structure entirely recovered with principles of bio construction and anti-seismic, the views as far as the eye can see in the wonderful countryside of central Italy and the Sibillini Mountains. Just 27 km from the sea of Porto San Giorgio. The apartments have been renovated using the old original materials of the house with all the current comforts.

Top guest favourite
A serene infinity pool is set against a backdrop of rolling hills and a clear blue sky. Wooden lounge chairs are positioned beside the pool area, offering space for relaxation. The wooden deck surrounds the pool, complementing the natural landscape.
Flat in Montalto delle Marche
5 out of 5 average rating, 41 reviews

House with swimming pool, ground floor, Villa Cerqueto

Apartment in a house with a swimming pool in the hills 20 km from the sea. Equipped with all the comforts to spend 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 favourite
The image showcases a rural landscape featuring a rustic stone cottage surrounded by greenery. Rolling hills and majestic mountains are visible in the background under a clear blue sky. The property is set within a grassy area dotted with trees.
Farm stay in Montemonaco
4.97 out of 5 average rating, 32 reviews

La Cascinella apartment, Sibillini National Park

L'appartamento è situato in una splendida posizione nel cuore del Parco Nazionale dei Monti Sibillini (Italia centrale) a 5 km dal pittoresco borgo medievale di Montemonaco. Un rifugio nella natura incontaminata, ottima base di partenza per emozionanti escursioni ed esperienze. The apartment is set in a stunning location in the heart of the Sibillini National Park (central Italy) 5 km from the picturesque medieval village of Montemonaco. Great retreat in the unspoiled Italian countryside.

Top 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
5 out of 5 average rating, 21 reviews

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.

Guest favourite
The outdoor area features a wooden hot tub surrounded by a spacious deck. Comfortable seating is provided with modern lounge chairs and side tables, set against a backdrop of rolling hills and expansive countryside views under a bright blue sky.
Cottage in Loro Piceno
4.87 out of 5 average rating, 109 reviews

Hideaway Cottage, amazing country views, hot tub

A cosy renovated traditional stone cottage surround by countryside with breathtaking views & wood~fired hot tub. It is secluded and peaceful yet only a 5 min drive to the local village and amenities. In 35 minutes by car you can find yourself in the Sibillini national park or in the other direction the Adriatic coast. Numerous local restaurants within 20 mins drive serving fantastic food. If you enjoy walking or hiking, cycling, shopping or just relaxing this is a great place.

Guest favourite
Apartment in San Benedetto del Tronto
4.95 out of 5 average rating, 114 reviews

Via Fanfulla da Lodi 25 - Vacation Apartment

San Benedetto del Tronto (AP) Located in Porto d'Ascoli, Sentina district, a well-served and quiet area, Via Fanfulla da Lodi 25, 200 meters from the sea. First floor apartment, maximum 6 people plus a baby cot if needed: Living room/kitchen with sofa bed, double bedroom, twin bedroom, bathroom, balcony and parking space. Air conditioning, mosquito nets, electric shutters, 3 Gb/day Wi-Fi. The tourist tax to be paid upon arrival is excluded from the price. Breakfast not provided.

Guest favourite
Vibrant sunflowers bloom in the foreground, creating a lively scene against the rolling hills of Le Marche. A rustic stone building is positioned amidst lush greenery, while the expansive landscape showcases fields and distant towns under a clear blue sky.
Flat in Mogliano
4.97 out of 5 average rating, 35 reviews

Experience Authentic Italian Village Life

Located in the heart of Le Marche, ranked 2nd in Lonely Planet’s 2020 list of “Top 20 Regions in the World to Visit.” This spacious apartment and garden offer the perfect base to relax or explore. Within 40 mins’ drive of mountains, lakes, and the sea, with many ancient hilltop towns nearby. Just 5 mins from Mogliano, where you’ll find everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking, and riding trails are all within easy reach.

Top guest favourite
A peaceful exterior view showcases a charming house with a covered patio. The garden features seating for two and is adorned with flowering plants. Expansive hills and fields create a serene backdrop, with soft clouds reflecting light across the sky.
Home in Montefiore dell'Aso
4.98 out of 5 average rating, 66 reviews

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.

Superhost
Villa in Colli del Tronto
4.88 out of 5 average rating, 89 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 modern kitchen is paired with a dining area, featuring a glass table surrounded by four chairs. Large windows provide an unobstructed view of the sea, while natural light fills the space. A fruit bowl sits at the center of the table, enhancing the fresh ambiance.
Holiday home in Alba Adriatica
4.94 out of 5 average rating, 53 reviews

Incredible SEA VIEW: 2 Bathrooms 2 Bedrooms

ERVIS "3292221199" Brand new SEA VIEW apartment with 2 BATHROOMS and 2 BEDROOMS Ideal for spending holidays by the sea. During your stay, we have an EXTRA BEACH SERVICE with umbrella and sunbeds right in the establishment in front. Ask ERVIS for information at "3292221199" PRIVATE PARKING, DISHWASHER, AIR CONDITIONING, BALCONY WITH BREATHTAKING SEA VIEW, BED LINEN, BATH LINEN

Guest favourite
A scenic view of the village of Quintodecimo is captured, showcasing stone houses nestled within lush greenery. Towering trees and a distant mountain enhance the rural atmosphere, while a soft cloud cover allows light to filter through, creating a serene and inviting environment.
Apartment in Quintodecimo
4.86 out of 5 average rating, 42 reviews

"Da Temperi" mini apartment

In the heart of the Monti della Laga hides the small village of Quintodecimo where you can dive into a unique atmosphere of fresh green fauna and old stone houses. Perfect for people who like to do outdoor activities like trekking and climbing and are looking for a rural nature experience in the Sibillini mountains.

Guest favourite
A pristine swimming pool is surrounded by lush greenery, offering views of gentle hills in the background. Sun loungers are positioned nearby, inviting relaxation. The pool's clear water reflects the bright blue sky, creating a serene outdoor setting.
Villa in Ripe di Civitella
4.93 out of 5 average rating, 40 reviews

The Casale dei Noccioli

This splendid residence is located just 6 km away from Civitella del Tronto, one of the most beautiful villages in Italy. You will spend unforgettable moments walking in the large garden equipped with a magnificent barbecue or swimming in the splendid pool.

Popular amenities for outdoor seating rentals in Ascoli Piceno

Quick stats about holiday rentals with outdoor seating in Ascoli Piceno

  • Total holiday rentals

    Explore 10 holiday rentals in Ascoli Piceno

  • Nightly prices starting at

    Ascoli Piceno holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 520 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Wifi availability

    10 of Ascoli Piceno holiday rentals include wifi access

  • 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!