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Villa vacation rentals in Ascoli Piceno

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Popular amenities for Ascoli Piceno villa rentals

Private villa rentals

A serene outdoor view showcases a glistening swimming pool in the foreground, framed by manicured grass. Beyond the pool, a scenic landscape extends towards the horizon, where the coastline meets the clear blue sky, presenting an expansive view of the Adriatic Sea.
Villa in Martinsicuro
5 out of 5 average rating, 8 reviews

Casa Belvedere – Villa Rosa House

ReneeRating, 5 stars71 months ago
The house is pleasant. Good kitchen, where everything is available. Bathroom, living room everything works well. A great outdoor space. Plenty of privacy and quiet. The neighbors are Valentina's in-laws. Very nice and welcoming people. Wonderful pool with a view of the sea. Many nice places (e.g. San Benedetto and Ascoli Piceno) nearby that are worth a visit. By car to the beach is 5 minutes by car by car. You can go to the public beach, but there are also nice beach bars where you can rent a lounger etc. Supermarkets and restaurants nearby. We had a lovely relaxing time there. Repeatable.
Guest favorite
A quaint country house is shown surrounded by lush greenery and sunlight filtering through the trees. The structure features rounded windows and a chimney, alongside a well-maintained lawn. Palm trees and various plants add to the serene outdoor atmosphere.
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-maintained 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 half an hour's drive. The only problem is that you don't really want to leave the place! Fantastic - we hope to come back soon!
A spacious outdoor area features a heated swimming pool surrounded by a large terrace. Sunbeds and a shaded seating area are visible, with expansive views of rolling hills and distant mountains in the background under a clear sky.
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 would definitely come back.
Guest favorite
A spacious outdoor pool area is featured, surrounded by tranquil olive trees and well-maintained gardens. Loungers and umbrellas are arranged around the water, providing a relaxing environment. The two-story house is positioned in the background, contributing to a serene vacation setting.
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!
Top guest favorite
A pink, two-story house features a stone-accented facade and a covered terrace with a table and chairs. Surrounding green lawn and garden areas are visible, complemented by a staircase leading to the upper level. The clear blue sky enhances the outdoor space.
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.
The villa is presented in an inviting stone exterior, featuring a sloped roof and a charming entrance. The surrounding landscape includes greenery and rolling hills, with distant mountain peaks visible against a clear blue sky.
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 beautiful spaces and spacious rooms..! The Host had us followed by the caretaker Giulio who was very helpful and very kind. We were a group of 9 people and we had a great time!
Guest favorite
An outdoor terrace is depicted with a dining table and four chairs, offering a panoramic view of the sea and surrounding hills. A decorative bowl sits at the center of the table, while a potted plant adds a touch of greenery to the space.
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.
A stone villa is shown with green shutters, set against a clear blue sky. A pool is visible in the foreground, surrounded by a gravel area. Scenic views of rolling hills and mountains are framed by nearby trees.
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

Luxury villa rentals

A private swimming pool is surrounded by a spacious deck equipped with lounge chairs. The clear blue water reflects the sky, while lush greenery and distant views of the hills and Adriatic Sea create a serene setting.
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 favorite
A spacious outdoor pool is surrounded by a well-maintained patio area. Comfortable loungers and umbrellas provide shade. Lush greenery and blooming flowers frame the scene, while the villa's rustic façade is visible in the background, enhancing the serene outdoor setting.
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 favorite
A private pool is surrounded by lounge chairs and umbrellas, set within a gravel patio. Lush greenery and trees frame the area, with a farmhouse visible in the background against a clear blue sky.
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 favorite
A refreshing swimming pool is surrounded by sun loungers and a shaded area. A small blue table with chairs is positioned nearby, offering a place to relax. Lush greenery frames the view of rolling hills under a clear blue sky.
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!
A scenic view of rolling hills and mountains is captured, framed by vibrant greenery. A statue is positioned amidst lush plants, and colorful wildflowers add warmth to the landscape. The area appears tranquil and well-maintained, inviting relaxation and appreciation of nature.
Villa in Montefortino
5 out of 5 average rating, 13 reviews

VILLA - Tenuta Cerretino - swimming pool, tennis, billiards

MartineRating, 5 stars23 months ago
A 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.
A vast outdoor area features a private saltwater pool surrounded by lush greenery. Sun loungers are positioned beside the pool, with parasols providing shade. A charming swing is visible in a quiet corner, complemented by a backdrop of rolling hills under a bright sun.
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!
The large pool is surrounded by landscaped gardens, with expansive views of the rolling hills and distant Sibillini Mountains. The farmhouse is nestled in the greenery, providing a serene countryside atmosphere, and an open field leads up to the property, enhancing the sense of tranquility.
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 favorite
A spacious villa with a warm-colored facade is set in a lush garden. Sun loungers line the grassy area in front, facing the inviting swimming pool. Tall trees provide shade, creating a serene outdoor space for relaxation and enjoyment.
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 slice of paradise. Well-kept and welcoming house with a wonderful garden. The view satisfies the eyes and the fireflies keep you company at night. Highly recommended.

Villa rentals with a pool

A modern rustic villa is set against a clear sky, featuring a spacious pool in the foreground. Surrounding greenery and a distant view of hills create a serene environment. The villa's design includes a covered terrace and is complemented by lounge chairs beside the pool.
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!
A tranquil swimming pool is set against a backdrop of lush greenery and a clear blue sky. The pool's calm waters reflect the surroundings, while decorative lanterns are positioned at the edge, enhancing the serene environment.
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 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!
A serene swimming pool is set amidst lush greenery, featuring clear blue water that reflects the surrounding natural landscape. A rustic outdoor kitchen can be seen in the background, accompanied by a wooden fence and landscaped gardens.
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.
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 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
A shared swimming pool is bordered by deck chairs and umbrellas, offering scenic views of the surrounding countryside. The stone patio encircling the pool enhances relaxation with ample space for lounging. Lush greenery and distant mountains create a serene backdrop.
Villa in Monte San Martino
4.5 out of 5 average rating, 4 reviews

Belvilla by Oyo San Martino

CarloRating, 5 stars58 months ago
Perfect place to relax, stay with family, run and bike. Really exceptional views. There's nothing really missing in the house, everything is perfect. The owners of the facility are fantastic, always available, accurate and friendly.
Villa in Montesilvano
5 out of 5 average rating, 3 reviews

Villa Delle More - Villa with pool Montesilvano

מרסלהRating, 5 stars9 months ago
The place is beautiful , clean , big, big. Well equipped. The location is excellent ,there is a supermarket around and shops to buy groceries , the sea is close by, and also there are villages nearby to hike. The pool and the entire garden are well maintained. We were 7 adults and each had privacy and space.

Destinations to explore