
Villa holiday rentals in Ascoli Piceno
Find and book unique villas on Airbnb
Top-rated villa rentals in Ascoli Piceno
Guests agree: These villas are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Ascoli Piceno villa rentals
Private villa rentals

La Casa delle Gru
What a paradise on earth! A beautiful house with great amenities in an incredibly beautiful and well-kept garden. We were warmly welcomed by Luigi's parents, taken to the accommodation and instructed in everything. There are many beautiful cities and beaches to visit within a half-hour drive. The only problem is that you don't want to leave the accommodation! Fantastic - we hope to come back soon!

Modern villa, with panoramic view.
Great house, quietly located with lots of privacy, great views. A few degrees cooler than on the beach and a slight wind, so even in August high summer it was great to bear. Lots of seating options around the house. Mega great pool with diving board. The house offers everything you need. We'd come back in a heartbeat.

Casa Alessia - Country villa with swimming pool
The villa was absolutely gorgeous! Cristiano was a very helpful host with local recommendations and being very responsive. The pool and gardens were beautiful. Our eight month crawled up his first set of stairs while there - will be a memory that stays with us. Also there was an excellent music collection you could play and a beautiful kitchen to cook in!

Country house in Italian Abruzzo region
A wonderful, stylish property to relax in. Erwin was brilliant with communication and very welcoming on arrival and always available. The villa is beautiful, with everything you need. The pool has spectacular views across calanchi and the Gran Sasso range. The morning yoga sessions around the pool have created lasting memories for all. Highly recommended!

Terrace overlooking the sea with swimming pool IT109004C2C9M2E2CF
The home is beyond amazing! In terms of cleanliness, best to date. But also the location, facilities and decor more than we had hoped. The two bathrooms and the pool pure luxury. Owners are super friendly, helpful and great in terms of communication. Upon arrival, a beautiful package with tasty things and bottle of wine and on farewell again surprised with a farewell gift. Incredibly sweet. A vacation to remember.

Independent apartment in villa
Amazing stay, amazing view from the garden. Supportive and helpful host, just great stay! We will be back🙏

Villa, Spectacular Private View and Pool, Fermo
We stayed at the property for a week feeling at home. The villa is beautiful, strategically positioned, has allowed us to have the maximum privacy and at the same time access the amenities in an easy way. Inhabitants of Santa Vittoria, friendly, very good and professional. The pool is a must-have to make this slice of paradise complete. Thank you to Ragnar and Neil for your support. We had a really good time. Greetings from Marco, Arianna, Lucio, Stefano, Andrea

Villa Barricello
We loved everything about this place. It’s a beautiful building which has been exceptionally well restored. Great location. Extremely well equipped with everything you could want. Pool is a particular highlight.
Luxury villa rentals

Family villa,pool,hilltop, sea Wi-fi Air-co EV cha
This villa and its surrounding area is absolutely stunning. We had fresh organic tomatoes, figs, pears, peaches and apricots ready to pick and eat, not to mention the wine from Tommaso’s vineyard!! The chickens gave hours of entertainment to the little ones. The villa itself is large with all necessary amenities and the BBQ area a perfect space for al fresco dining. The pool is dreamy, large with spectacular views out to sea. Tomato was a wonderful host, always on hand for any questions and recommendations. We will definitely be back, it’s a fabulous place to relax in the peaceful Italian countryside yet a five minute drive to the beach - perfectto!!

Villa with private pool 500 meters from the beach
So pleased with our stay at Sara’s. From beginning to end Sara was always responsive and helpful. The home was clean and comfortable and the views of the sea from every room were amazing. We did not expect to use the pool very much but in the end used it everyday for a cool dip in the evening. Hope to come back someday!!

Italian Idyll, stunning views, pool, play-den.
Casa Lola proved to be a fantastic stay. The views from the house are spectacular and the amenities were of a very high standard. We much enjoyed the pool, the large kitchen and the various terraces. A great space for a large group to have a very relaxing holiday. Victoria was extremely helpful with local tips and introductions to some of her neighbours to help us out with various requests (one of her neighbours makes a great lasagne). All in all a great stay, and we might have to repeat the experience sometime.

Lemonvilla - Panoramic position - Pool - 240sqm
Stayed at the Lemonvilla while visiting family in Ripatranstone and San Benedetto. The villa was absolutely gorgeous - photos do not do justice. Private and remote feeling (but still close to town) we felt at home staying at the villa. All 7 of us had enough space. Marcus was proactive and accommodating before the trip started - providing recommendations before we arrived. We hope to return!

Villa Ermelinda - View, Jacuzzi and Pool
Great place to stay with a group. The home lived up to description and pictures, and even more. Everything was well organized, very friendly staff and beautiful surroundings - would recommend!

VILLA - Tenuta Cerretino - swimming pool, tennis, billiards
Beautiful house in stunning rural surroundings. This is the perfect house for those who want peace and quiet. Host Giampiero is an incredibly sociable guy who wants to provide the best experience when staying in his house. He responds quickly and fixes what's needed. The only thing I have to postpone on my stay was that it wasn't clear from the listing that there was an external annex with 2 beds. This annex should be upgraded due to a fairly extensive moisture issue. In addition, unfortunately, 8 persons received ear infection during the first week due to poor water quality in the pool. Overall, though, it was an amazing stay where Gianpiero really went above and beyond to make us feel comfortable.

Luxury Villa with Pool, Stunning Location
We have been thinking of revisiting San Ginesio for many years and this year we went back. What a wonderful part of Italy staying in a lovely house. Set on a hillside with stunning views of the Sibillini mountains. The house is spacious with two large sitting rooms interconnecting with a large well fitted kitchen all with great views. The bedrooms, we only used two, we’re spacious and the beds comfortable. The house produces as excellent downloadable guide with everything you need to know about the house and area. The wonderful house manager, Monica, lives a few minutes away and is very quick to respond with any requests. We had a very happy week here.

Beautiful villa with pool and magnificent views
A wonderful house, a corner of paradise. Well-kept and welcoming house with a wonderful garden. The view is a feast for the eyes, and at night, the fireflies keep you company. Highly recommended.
Villa rentals with a pool

Villa Bentivoglio
Lovely place, in the Marche hills. Too lovely, so much so that we spent a lot of time relaxing in the Villa. Too bad about the unpaved Stradello that connects the main road to the villa. Super helpful and friendly host. HIGHLY RECOMMENDED

Modernized rustic villa with enchanting views
We couldn’t recommend Villa Rustica highly enough. The villa itself is beautifully furnished and spotlessly clean. It contains most, if not all, amenities that one would need including coffee machine, garage and a well stocked utility room. The villa is located in a private location with absolutely no disturbances and is in easy reach of shops, restaurants and the seaside. The views from the villa, especially poolside, are spectacular! A huge thank you to Marco, Melissa and Nino. As hosts they could not have been more accommodating, warm, friendly and responsive. They have built something truly special. As a family we’ve had a pretty tough 12 months, but Villa Rustica provided a perfect backdrop for us to relax and unwind and enjoy each other’s company. Thank you again Marco, Melissa and Nino we’d love to visit again!

Villa Belveder - Exclusive Pool, Park, and Wi-Fi
Wonderful location! Would definitely go back!

Le Margherite Country House - Entire Farmhouse
Our stay at Marcia’s place was fantastic! The house provided us with everything we needed for our week stay. The pool opened in june and was always clean and fresh since Marcia’s dad cleaned it every morning. Marcia is very helpful with things worth seeing in the area!

The Bettino hill in Civitanova Marche
We felt like we were in paradise! The garden, the plants, the terrace and the pool are just beautiful. It was very hot during our stay and therefore we enjoyed the garden and pool very much. With Google Maps you can find the house easily, you have to take many small streets, but for that you are in the middle of nature, surrounded by olive trees, palm trees etc. The beaches in the immediate vicinity are very boring, but in 30 minutes you are in Numana & Sirolo with the great beech trees of the limestone mountains El Conero. It is really worth driving there. Otherwise, there are so many nice mountain villages that we visited towards evening, such as Loreto, Osimo and Torre dei Palme. A trip to Assisi is also really worthwhile, we have rarely seen a prettier village with great views and so many famous churches. Although it was July, it was never crowded, especially in the villages. Please say hello to the little black cat with the white paws from us :-).

Stylish country house with swimming pool. For 10 people.
an amazing stay. Dreaming of calm, rest and tranquility? this is a perfect place. the house is big, clean, fresh and very nice. everything is there to cook or even play with family, especially in the outdoor kitchen. we loved our stay and recommend this place. a big thank you to Anja and celestial for their welcome, kindness, and kindness.

Mia House Garden - Macerata, portion of a villa
We stayed with Mariella for 2 weeks in her beautiful villa. The house impresses with its large rooms, everything you need is there. Everything was very clean and well maintained. There is also a barbecue in the garden. Mariella made every effort to make our stay unforgettable. She is a great host and had lots of tips for us on restaurants and places to visit. Unfortunately, we didn't manage to see everything, which means we have the goal of coming back again. Macerata is a small but very nice town with lots of good restaurants and bars. The villa is a little on the outskirts of the town, beautifully situated in a good residential neighbourhood. There is everything you need to live, supermarket and restaurants nearby. Thank you for the nice hospitality!

Panoramic villa with pool and gym
everything was absolutely perfect. Beautiful nature. Only for guests who have a car at their disposal. Beautiful large pool. We were very satisfied with the whole family
Destinations to explore
- Pet-friendly rentals Ascoli Piceno
- Apartment rentals Ascoli Piceno
- Family-friendly rentals Ascoli Piceno
- Rentals with a patio Ascoli Piceno
- Rentals with breakfast Ascoli Piceno
- House rentals Ascoli Piceno
- Bed and breakfasts Ascoli Piceno
- Rentals with a washing machine and dryer Ascoli Piceno
- Villa rentals Province of Ascoli Piceno
- Villa rentals Marche
- Villa rentals Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Gran Sasso E Monti Della Laga national park
- Mezzavalle
- Rocca Calascio
- Monti Sibillini national park
- Frasassi Caves
- Two Sisters
- Shrine of the Holy House
- Spiaggia Urbani
- Spiaggia di San Michele
- Terminillo
- Monte Prata Ski Area
- Spiaggia Marina Palmense
- Mount Subasio
- Cantina Colle Ciocco
- Conero Golf Club
- Stazione Sciistica di Ovindoli
- Campo Felice S.p.A.
- Campo Stella – Leonessa Ski Resort
- Pescara Centrale