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Vacation rentals with a pool in San Benedetto del Tronto

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Top-rated rentals with a pool in San Benedetto del Tronto

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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A spacious farmhouse with a rustic exterior features a green roof and large windows. A private pool with umbrellas and lounge chairs is visible in the well-maintained garden, surrounded by olive trees and rolling hills. A covered terrace offers outdoor seating near the pool area.
Villa in Petritoli
5 out of 5 average rating, 10 reviews

Beautiful restored farmhouse with gorgeous views

Casa Petritoli is a traditional and spacious farmhouse with modern, contemporary interior. Fully renovated in 2024. Large 10x4m pool, air conditioning, fully covered veranda with outdoor BBQ and stone pizza oven. Ideal for families. Great place to relax, unwind and enjoy the amazing views overlooking the valley and the mountains. Outdoor dining in our large and fully fenced garden with total privacy. 10mins drive to nearest villages with shops, bars and restaurants. 15km to the nearest beach.

Guest favourite
The image captures a pathway leading down to a villa, framed by lush greenery and flowering plants. A distant view of the sea is visible under a partly cloudy sky. A playground with swings is situated on the right, enhancing the outdoor space.
Villa in Roseto degli Abruzzi
4.94 out of 5 average rating, 134 reviews

Emilia's House

Uno splendido appartamento con un'ampia vista mare che racchiude chilometri di costa abruzzese. I vostri risvegli saranno resi unici e indimenticabili. Situato vicino al centro storico medievale di Montepagano: un borgo nato nell' XI secolo dove staccare la spina dalla frenesia cittadina non è mai stato così facile. A soli 4 km potrete godervi splendide giornate di mare nella cittadina di Roseto degli Abruzzi, da sempre un'ambita meta turistica. Dal 1999 il comune si fregia della Bandiera Blu.

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.
Apartment 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.

Guest favourite
The entrance of a modern residential building is featured, showcasing a combination of red and white exteriors. Steps lead up to the main doorway, framed by neatly arranged greenery and plants, with balconies visible on the upper floors under a clear blue sky.
Apartment in Tortoreto
4.93 out of 5 average rating, 14 reviews

Holiday home " Il Poggio"

Lovely apartment in Tortoreto Lido, about 1 km from the sea, in a reserved and quiet area, one step away from all services, supermarkets, equipped beaches, restaurants. Located on the second floor with elevator, inside an elegant newly built residence, ideal for those who want to spend their holidays in total relaxation. The house has a kitchen with a stove, laundry area with clothesline and washing machine, refrigerator, bathroom, sofa bed, double bedroom and two balconies.

Guest favourite
A light and airy living space is shown, featuring a dining table with white chairs and a plant placed on the table. A cozy black couch is adorned with decorative pillows, while a chalkboard is mounted on the wall. Sunlight streams in through large windows.
Townhouse in Tortoreto Lido
4.88 out of 5 average rating, 119 reviews

"Il Veliero" Holiday Home Tortoreto Lido

Charming terraced house in Tortoreto Lido, about 1 km from the sea, in a private and quiet area, one step away from all services, supermarkets, equipped beaches, restaurants, etc. The apartment has a separate entrance inside the "Residence Il Veliero" condominium. Equipped with all amenities: kitchen complete with dishes, fridge, oven, dishwasher, laundry area with washing machine, ironing board and iron, two bathrooms, two spacious and comfortable bedrooms, large garage.

Superhost
The modern villa showcases multiple levels with expansive glass doors, promoting natural light. A spacious terrace with stylish glass railings offers views of the surrounding greenery and sea. Lush palm trees frame the entrance, creating a tropical atmosphere in the outdoor space.
Apartment in Colonnella
4.75 out of 5 average rating, 12 reviews

Designer Appartement sea view

With this, we want to offer you a beautiful 3-room apartment between wine and olive fields in the sleepy village of Rosati near Colonella. The apartment is characterized by a breathtaking sea view and its special location. In about 5 minutes you can reach all the local restaurants, shopping centers and attractions. The proximity to the quiet Adriatic Sea makes spontaneous beach days more easily than ever. Fantastic hiking and skiing areas can be reached in 30 minutes.

Guest favourite
A serene scene of a swimming pool surrounded by gently sloping landscapes. Lounge chairs are arranged near the water, and tables can be seen with refreshments. A tree offers shade, while a sunset paints the sky in soft hues.
Apartment in Pineto
4.93 out of 5 average rating, 29 reviews

House in the countryside near the sea. Swimming pool. Lu Pajare

Apartment in a farmhouse on the green hill of Pineto just a few minutes from the sea. The studio consists of a unique environment with full kitchen with sea view, double vanishing bed and bathroom with shower. Private garden with fence. In the garden, there is a shared pergola and barbecue, swimming pool, hot tub with umbrella and deckchairs. Laundry room with washing machine, dryer and iron. Beachside umbrella and beach lounger included. CIN IT067035B9H3HB3QX3

Top guest favourite
A welcoming stone retreat is set against a lush green hillside. A modern chair is positioned by a clear swimming pool, reflecting the vibrant outdoor scenery under partly cloudy skies.
Farm stay in Cellino Attanasio
5 out of 5 average rating, 10 reviews

Country Escape - Pool & Hot Tub

Escape to our charming retreat in the heart of Abruzzo, ideal for couples seeking romance or a small family getaway. Perfectly positioned between the sea and the mountains, our home offers stunning natural surrounds. Enjoy exclusive outdoor amenities: a refreshing pool, relaxing hot tub, cozy firepit, and al fresco dining area. Engage with nature and meet our friendly farm animals—goats, chickens, ducks, cats, and our lovable dog.

Guest favourite
A serene coastal view is framed by branches of pine and olive trees. The ocean displays varying shades of blue and turquoise, blending into the horizon with gentle waves. Lush greenery contrasts with the tranquil water, creating a peaceful atmosphere.
Guesthouse in Montepagano
5 out of 5 average rating, 5 reviews

Casa Mimi in the Hills - Casa Max

The scent of the pine trees and the view of the blue, wide sea will put you in the well-deserved "holiday mode" within a few seconds.  In this quiet, stylish environment with a spacious pool and sun terrace, you can escape the hustle and bustle of beach life and take it to the hills (nature reserve) and olive groves of the picturesque village of Montepagano. As an accompaniment, you can take the two house dogs, Aurelia and Ferdinand.

Top guest favourite
A kitchen area with rustic wooden cabinets and a white refrigerator is depicted. A dining table made of wood, surrounded by white chairs, occupies the center. Natural light enters through large windows, illuminating the stone walls and creating a warm, welcoming environment.
Home in Sant'Elpidio Morico
5 out of 5 average rating, 40 reviews

Casale Biancopecora, Casa Ghianda

Independent house in Country House, Casa Ghianda, 60 sqm finely furnished. We recovered all the old house materials in the recent renovation. One of the rooms overlooks a small terrace. Outside there is a large private area available to guests, shaded pergola and private barbecue. Complete the property with a 12x4.5 pool with shaded porch available for guests to enjoy.

Superhost
Apartment in Tortoreto
5 out of 5 average rating, 4 reviews

Holihome_Vessel A7

🌊 Il Vascello – A Panoramic Retreat in the Charming Village of Tortoreto Let yourself be transported to another dimension with Il Vascello, a charming apartment located in the upper part of Tortoreto, within a picturesque panoramic village. Here, time seems to slow down, and every detail contributes to creating an intimate, romantic, and deeply relaxing atmosphere.

Guest favourite
A private swimming pool is visible, featuring a curved shape with clear blue water. Sun loungers are arranged beside the pool under large umbrellas, and a well-maintained paved area surrounds the water. Lush greenery can be seen in the background, enhancing the outdoor environment.
Apartment in Tortoreto Lido
5 out of 5 average rating, 5 reviews

Two-room apartment, swimming pool, sea

Beautiful one-bedroom apartment, with a condominium pool, just a few minutes' walk from the sea. You can enjoy your relaxation in the full comfort that a beach vacation requires. The beautiful Tortoretano promenade awaits you within walking distance with all its attractions, amenities, and the beautiful fine sandy beach.

Popular amenities for San Benedetto del Tronto rentals with a pool

Quick stats about vacation rentals with a pool in San Benedetto del Tronto

  • Nightly prices starting at

    San Benedetto del Tronto vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 70 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across San Benedetto del Tronto rentals

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