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Villa holiday rentals in Ascoli Piceno

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Popular amenities for villa rentals in Ascoli Piceno

Private villa rentals

Guest favourite
Villa in Potenza Picena
4.93 out of 5 average rating, 42 reviews

La Casa delle Gru

MarenRating, 5 stars2 days ago
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!
Villa in Colle Petitto
4.58 out of 5 average rating, 26 reviews

Modern villa, with panoramic view.

FlorianRating, 5 stars10 months ago
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.
Guest favourite
Villa in Teramo
5 out of 5 average rating, 17 reviews

Casa Alessia - Country villa with swimming pool

MelissaRating, 5 stars3 weeks ago
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!
Villa in Comunanza
5 out of 5 average rating, 3 reviews

Villa Tiburro nested in a Truffle Farm

Girolamo FilippoRating, 5 stars1 month ago
The house is nestled in the green of the woods, very nice spaces and spacious rooms..! The Host was followed by the caretaker Giulio who was very helpful and kind. We were a group of 9 people and we had a great time!
Guest favourite
Villa in Campofilone
5 out of 5 average rating, 8 reviews

Terrace overlooking the sea with swimming pool IT109004C2C9M2E2CF

DaniëlleRating, 5 stars11 months ago
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.
Villa in Santa Vittoria in Matenano
4.55 out of 5 average rating, 11 reviews

Villa, Spectacular Private View and Pool, Fermo

MarcoRating, 5 stars10 months ago
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 in Amandola
5 out of 5 average rating, 12 reviews

Stunning town villa + pretty garden

R.C.M.Rating, 5 stars23 months ago
The house can be reached on foot via a steep street. You can't get there by car, but you only have to walk about 100 m to get there. Big advantage is that there are no cars at your doorstep and it is wonderfully quiet i. That's definitely nice if you sit outside and enjoy the garden that goes up in height (several terraces). The house has all the comforts. Very nice that there are several bathrooms and the bedrooms are all spacious. The living room is not very large, but certainly not small. The kitchen is not that big, but has everything you could need From the house you can walk into the old part of town, where you imagine yourself a few centuries back in time. This part should be viewed both in the evening and during the day. The town has all the necessary amenities (restaurants, supermarket, cafe, etc.). Christine is enthusiastic and always and usually responds quickly. Her responses are extensive, which gives a engaged and reliable feel.
Guest favourite
Villa in Farindola
4.96 out of 5 average rating, 27 reviews

Villa Barricello

DavidRating, 5 stars10 months ago
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

Villa in Cupra Marittima
4.88 out of 5 average rating, 8 reviews

Family villa,pool,hilltop, sea Wi-fi Air-co EV cha

JulietRating, 5 stars11 months ago
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!!
Guest favourite
Villa in Civitanova Marche
5 out of 5 average rating, 21 reviews

Villa with private pool 500 meters from the beach

TeriRating, 5 stars2 weeks ago
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!!
Top guest favourite
Villa in Macerata
5 out of 5 average rating, 7 reviews

Italian Idyll, stunning views, pool, play-den.

GuidoRating, 5 stars10 months ago
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.
Top guest favourite
Villa in Castignano
5 out of 5 average rating, 16 reviews

Lemonvilla - Panoramic position - Pool - 240sqm

ChristinaRating, 5 stars1 month ago
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 in Montefortino
5 out of 5 average rating, 13 reviews

VILLA - Tenuta Cerretino - swimming pool, tennis, billiards

MartineRating, 5 stars23 months ago
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.
Villa in Sant'Angelo
4.83 out of 5 average rating, 6 reviews

Villa Vittoria - Vacation villa with a private poo

AxelRating, 5 stars7 months ago
Me and my family had a lovely stay at Villa Vittoria and in Colonnella. The house was incredibly big with lots of areas for hangouts, inside and in the garden. Riccardo was easy to communicate with ahead of the trip and very flexible and helpful in general. He gave lots of nice recommendations for us with things to do, see and places to eat. Riccardo had also arranged wine for when we entered the house which was a very kind gesture. We met Laura as well, a very kind and helpful person. All in all, the stay at Villa Vittoria was great - I would definitely recommend this place for families/groups of friends, and I hope to come back again!
Villa in San Ginesio
4.83 out of 5 average rating, 6 reviews

Luxury Villa with Pool, Stunning Location

AndrewRating, 5 stars21 months ago
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.
Guest favourite
Villa in Corridonia
4.93 out of 5 average rating, 14 reviews

Beautiful villa with pool and magnificent views

FedericaRating, 5 stars2 weeks ago
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 in Provincia di Macerata
5 out of 5 average rating, 9 reviews

Villa Bentivoglio

MarcoRating, 5 stars10 months ago
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
Villa in San Benedetto del Tronto
5 out of 5 average rating, 7 reviews

Modernized rustic villa with enchanting views

FaisalRating, 5 stars9 months ago
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 in Castelraimondo
4.8 out of 5 average rating, 5 reviews

Villa Belveder - Exclusive Pool, Park, and Wi-Fi

AlvaroRating, 5 stars1 week ago
Wonderful location! Would definitely go back!
Villa in Pitino
4.8 out of 5 average rating, 5 reviews

Stylish country house with swimming pool. For 10 people.

EmilieRating, 5 stars10 months ago
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.
Top guest favourite
Villa in Montefino
5 out of 5 average rating, 7 reviews

Country house in Italian Abruzzo region

ChrissieRating, 5 stars5 months ago
We had a great stay in Erwin's beautiful and spacious house. The house was comfortable and equipped with every comfort for us, during the winter period. Erwin is extensive information about the region and his very welcoming reception were great. We have not received such extensive information about the region before. The view from the house is magnificent. You will see snowy mountain peaks and the sea on the other side. The house is easy to heat with central heating and pellet stove. The kitchen is big and equipped with everything. Two bathrooms and bedrooms. From the house, the beautiful region of Abruzzo is easy to get around by car. We would love to come back during warmer days to use the lovely outdoor space as well.
Villa in Marche
4.67 out of 5 average rating, 3 reviews

Panoramic villa with pool and gym

KlaraRating, 5 stars21 months ago
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
Villa in Ortona
4.5 out of 5 average rating, 4 reviews

Ripari Di Giobbe 6+2, Emma's Villas

BrandonRating, 5 stars21 months ago
Drop-dead gorgeous property and location! The house and grounds are well maintained, and clearly cared for. The location is perfect if you are looking for a bit of quiet and seclusion (with a 5 minute climb down to a perfect beach). I would recommend having a vehicle if you are looking to explore the surrounding area.
Villa in Montegranaro
4.63 out of 5 average rating, 8 reviews

Villa Martin with private pool for 5 people

MarcoRating, 5 stars10 months ago
Such a pretty place! Pool is huge! Kitchen is well equipped Airco upstairs works good Beds are really nice and comfy! Communication with the company that manages the property is fast, professional and nice. Had an amazing stay

Destinations to explore