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Villa vacation rentals in San Benedetto del Tronto

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Popular amenities for San Benedetto del Tronto villa rentals

Private villa rentals

A stone pathway illuminated by soft lighting leads through landscaped gardens. The path is flanked by various plants, including tall agave and blooming flowers. Rustic buildings can be seen in the background, with warm light spilling from windows against a twilight sky.
Villa in Monte San Martino
5 out of 5 average rating, 3 reviews

Belvilla by OYO Santa Caterina.

FrancescaRating, 5 stars7 months ago
Well, what can I say.. a unique experience! The owners were very kind, we felt right at home. Attention to detail, friendliness, punctuality, availability. The house is beautiful,the rooms are picturesque,the landscape is breathtaking. We will definitely be back!!
Superhost
The image features a welcoming outdoor patio with two chairs and a small table, surrounded by potted plants. The entrance to the villa is visible, with a traditional architectural style and warm tones. Natural light filters in, creating a bright, inviting entry space.
Villa in Citta' Sant'Angelo
4.84 out of 5 average rating, 97 reviews

sweet dreams

PhilRating, 5 stars5 days ago
A lovely villa in a beautiful location. Close to Citta Sant'Angello, shops & caffe's. Parking on site. Rosario & Sivia are very friendly & obliging. Highly recommend 👌
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 refreshing pool area is surrounded by lush greenery, featuring several lounge chairs beneath a large umbrella. Olive trees provide shade, and the pool area is bordered by well-maintained lawn, inviting relaxation in a tranquil outdoor setting.
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
A rustic building is set against a backdrop of a sunflower field, with vibrant yellow blooms stretching across the foreground. Lush greenery surrounds the home, framed by a sky dotted with fluffy clouds, creating a picturesque rural landscape.
Villa in Amandola
5 out of 5 average rating, 3 reviews

Panoramic country villa with pool

TeresaRating, 5 stars46 months ago
A week of true relaxation! The house is very cozy, familiar and super stocked. The place is wonderful! Take a bathroom with Sibillini mountain views, unparalleled! Great location to get away from it all. Caterina is very available and flexible. We will definitely want to return during the sunflower flowering period! Highly recommended!
Guest favorite
The villa is set amidst lush greenery, featuring a distinct façade with cream-colored walls and terracotta roof tiles. Flower boxes adorn the elegantly framed windows, creating a charming entrance. A stone-paved driveway leads to the welcoming front, surrounded by neatly landscaped gardens.
Villa in Bucchianico
4.98 out of 5 average rating, 44 reviews

Villa Margherita - panoramic villa with swimming pool

SteveRating, 5 stars3 weeks ago
My wife and I stayed at margherita's Villa on May 18-26 and it was a wonderful experience. The Villa was even more spectacular in person , the accommodations were very comfortable and beautifully appointed. The grounds are maintained meticulously and the pool is inviting even on a chilly day. The panoramic views are spectacular. The location was perfect for us while visiting our family in Bucchianico. I would highly recommend this property and look forward to returning . 5 stars all the way around !!
The image shows a sunlit area featuring a swimming pool surrounded by natural greenery. A deck area with lounge chairs and a large umbrella is visible, providing a space for relaxation. The villa's stone facade and outdoor seating area can be seen in the background.
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 serene outdoor dining area is set beneath a leafy tree, featuring a blue table adorned with plates and utensils. Surrounding flower beds add color, while stone steps lead up to the garden. The space offers a peaceful atmosphere for al fresco dining.
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.

Luxury villa rentals

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.
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, 20 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!!
A spacious villa with a modern rustic design is set against a panoramic backdrop of rolling hills. A turquoise swimming pool is surrounded by a well-maintained lawn and landscaped gardens, creating a serene outdoor space. Nearby, fields and olive trees extend towards the horizon.
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!
Guest favorite
The image showcases an elegant ceiling featuring intricate wooden beams arranged in a geometric pattern. A modern light fixture hangs from the apex, illuminating the open space below. The gentle curves of the ceiling create a warm and inviting atmosphere.
Villa in Numana
4.85 out of 5 average rating, 48 reviews

VILLA AUREA with private pool and park

GuillaumeRating, 5 stars8 months ago
Mille grazie. We had wonderful days.
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 stars1 week 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.
Guest favorite
A bright dining area features a wooden table surrounded by dark chairs. A comfortable yellow sofa is positioned against the wall, complemented by natural light streaming in from large glass doors leading to a scenic outdoor view. Elegant light fixtures add warmth to the space.
Villa in Monte San Giusto
4.93 out of 5 average rating, 57 reviews

Villa with infinity pool - Country Giusto

TobiaRating, 5 stars2 weeks ago
Cristina and her family were very welcoming and attentive to our needs. They made us feel at home, serene and pampered. Their villa is amazing. Recommended host!
Two red woven chairs are positioned beside a small black table, overlooking an expansive view of rolling hills and mountains. A large blue infinity pool is visible in the background, complemented by vibrant flowers in the foreground under a clear, sunny sky.
Villa in Montefortino
5 out of 5 average rating, 5 reviews

NEW! Charming farmhouse retreat with private pool

AlexRating, 5 stars8 months ago
John's place exceeded all expectations! Beautiful quiet location, breathtaking views of the surrounding mountains and an outdoor area that offers many possibilities. The house is very tastefully decorated and has all the amenities you could want. GREAT!

Villa rentals with a pool

A rectangular swimming pool is set within a manicured lawn, surrounded by lush greenery. Several lounge chairs are neatly arranged on the pool deck, offering a comfortable space to relax. Clear blue skies and gentle sunlight enhance the inviting atmosphere of this outdoor area.
Villa in Sirolo
4.86 out of 5 average rating, 14 reviews

Villa "La Colombara": an oasis of tranquility.

AlyRating, 5 stars9 months ago
We had some great days in Sirolo. The house is large and everything you need is available. The decor is old-fashioned and it has a lot of old-fashioned decor and collectables. I was a bit overwhelmed But the outdoor life and the large park with pool makes it all right. Finally, you live outside. Carlo was the best host we've met so far. Always available, quick responses to SMS very caring and friendly. Thank you for the wonderful stay!
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 stars9 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
Guest favorite
A rectangular swimming pool is surrounded by greenery, with steps leading down to a landscaped area. The pool's clear blue water reflects the clear sky above. A rustic stone house is visible in the background, framed by trees and flowering plants.
Villa in Sarnano
4.92 out of 5 average rating, 36 reviews

Colle della Sibilla – Country House

CristinaRating, 5 stars9 months ago
Excellent typical heart-shaped grandmother's cake that we found on our arrival, excellent mulled wine, fantastic swimming pool, the rooster's alarm clock led us every morning to a rural and relaxing life... a breathtaking view of the village and mountains and a spectacular orchard. In short, everything wonderfully exceeded expectations. Leaving was an effort :-) Thanks to Lucia for her great availability and hospitality. Cristina&Co
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.
A private swimming pool is surrounded by lush greenery and neatly trimmed hedges. Sun loungers are positioned nearby on a manicured lawn, while the villa's exterior showcases large windows and a balcony. A stone terrace leads to the pool area, enhancing the serene outdoor setting.
Villa in Macerata
5 out of 5 average rating, 4 reviews

Mia House Garden - Macerata, portion of a villa

ToniRating, 5 stars10 months ago
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!
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 stone farmhouse is set against a backdrop of mountains. The outdoor area features a swimming pool with clear water, surrounded by manicured grass and a wooden patio with a dining set, creating an inviting space for relaxation.
Villa in Farindola
4.96 out of 5 average rating, 27 reviews

Villa Barricello

DavidRating, 5 stars9 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.
The exterior of a modern villa is highlighted by a vibrant orange facade under a clear blue sky. A covered patio with outdoor dining furniture is visible, framed by lush green grass and blooming pink roses, creating a welcoming entrance.
Villa in Tolentino
5 out of 5 average rating, 4 reviews

Villa Parruccia with a pool and panoramic views

BeatriceRating, 5 stars2 weeks ago
We had a really nice weekend in this house with a pool. The apartment was clean and tidy. The outdoor spaces are truly beautiful: spacious, well-kept and perfect for relaxing, with a breathtaking view! We appreciated the access to the vegetable garden and orchard, a detail that really made a difference for us. Another positive note goes to the presence of Leo, the owners' dog, who is very well behaved. They kept us company 😊 Hosts have always been discreet but available when needed. The pool was at our complete disposal and we enjoyed a nice privacy throughout the stay. The area is very quiet, ideal for getting away from the routine. If we really have to find a small criticism, only a few basic items were missing, such as napkins and oil, but nothing that compromised the experience. Highly recommended for those seeking peace and nature!

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