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Holiday 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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Guest favourite
A spacious bedroom is presented, featuring a large bed adorned with floral bedding. Soft lighting from bedside lamps casts a warm glow. Fresh towels are neatly arranged on the bed, and wooden beams accent the ceiling, creating a cozy atmosphere.
Loft in Teramo
5 out of 5 average rating, 8 reviews

Loft in Villa with swimming pool between Sea and Mountain

Welcome to our Villa surrounded by the landscape of the Abruzzo hills and located a few minutes from the historic center of Teramo. Here, elegance, comfort and nature blend: large shared outdoor spaces and a hydromassage pool for moments of relaxation in nature. Strategic location: 25min from the beaches of the Adriatic, 40min from mountains and parks, 30min from Ascoli Piceno, 45min from Pescara airport and 90min from Rome. Ideal for those looking for peace and comfort in an authentic context.

Superhost
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
An outdoor patio area features a soft seating arrangement, illuminated by string lights. Large umbrellas provide shade over the lounge space, while an infinity-edge pool reflects the night sky. The surrounding landscape is visible in the distance, enhancing the tranquil setting.
Home in Penne
5 out of 5 average rating, 12 reviews

Luxury home with pool & home theater

Casa Fenice is located next to an olive grove and overlooking the cultivated fields of neighboring farms. Across the valley of the Saline River you will see the vineyard of San Lorenzo wines, the medieval villages of Elice and Castilenti, and small suburbs with support businesses for the farmers in the area. The nearest neighbor is 200m away, so with the exception of the occasional friendly farmer on his tractor, you are able to enjoy the blissful peacefulness of country living.

Guest favourite
Vibrant sunflowers bloom in the foreground, creating a lively scene against the rolling hills of Le Marche. A rustic stone building is positioned amidst lush greenery, while the expansive landscape showcases fields and distant towns under a clear blue sky.
Flat in Mogliano
4.97 out of 5 average rating, 35 reviews

Experience Authentic Italian Village Life

Located in the heart of Le Marche, ranked 2nd in Lonely Planet’s 2020 list of “Top 20 Regions in the World to Visit.” This spacious apartment and garden offer the perfect base to relax or explore. Within 40 mins’ drive of mountains, lakes, and the sea, with many ancient hilltop towns nearby. Just 5 mins from Mogliano, where you’ll find everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking, and riding trails are all within easy reach.

Superhost
A scenic view of a countryside landscape is presented, featuring a gentle hillside covered in tall grass and plants. In the background, a soft-colored house is visible against the deep blue sea, surrounded by lush greenery and trees under a clear sky.
Holiday home in Altidona
4.93 out of 5 average rating, 14 reviews

The house on the Adriatic

Entire 1st floor of a newly renovated farmhouse equipped with every comfort. Large living area with kitchen-dining-living room, 50 sqm terrace on the sea side with a unique sea view and 15 x 4.5 m swimming pool; 3 double bedrooms, 2 bathrooms with refined shower (one inside a bedroom); 40 sqm terrace on the west side overlooking the countryside. Stone floors, wooden beam ceilings. Air conditioning. Unique location for beauty and panoramic view. A14 Fermo-Porto S.Giorgio exit

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.

Top guest favourite
An infinity pool is set against a panoramic landscape, showcasing rolling hills and a clear blue sky. Comfortable lounge chairs are positioned nearby on a wooden deck, inviting relaxation while enjoying the serene views.
Flat in Montalto delle Marche
5 out of 5 average rating, 66 reviews

House with pool, 1st floor, Villa Cerqueto

Located on the 2nd floor and ideal for 6/7 people. Equipped with all the comforts to enjoy 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
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.
Flat 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, and 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.

Top 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.
Guest house 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 Acorn

Detached house in Country House, House Acorn, 60 sqm finely furnished. We recovered all the old materials from the house in the recent renovation. One of the rooms overlooks a small terrace. Outside there is a large private area available for guests, shaded pergola and private barbecue. The property is completed by a 12x4,5 swimming pool with shaded porch available for guests.

Popular amenities for San Benedetto del Tronto rentals with a pool

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

  • Nightly prices starting at

    San Benedetto del Tronto holiday rentals start at $39 SGD 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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