Holiday rentals with a pool in San Benedetto del Tronto

4.94 out of 5 average rating, 139 reviews

Villa

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.

The Sferisterio theater is highlighted by its grand brick colonnade, illuminated against a dusk sky. The curved structure features multiple seating levels with historic elements and a vibrant atmosphere, showcasing an audience gathered in anticipation of the evening performance.

4.94 out of 5 average rating, 34 reviews

Opera & Nature Lovers Loft Suite 30 mins 2 Opera

Located in the heart of Le Marche—ranked 2nd in Lonely Planet's 2020 list of "The Top 20 Regions in the World to Visit"—this sunny apartment offers the perfect base to relax or explore. Just 30 minutes from the world-renowned open-air opera venue, the Sferisterio in Macerata, and within an hour to mountains, lakes, and the sea. Discover ancient hilltop towns, nature reserves, outdoor markets, health spas, and scenic hiking, biking, and riding trails. 5 mins’ drive to the village of Mogliano.

An aerial view showcases a private poolside area surrounded by lush greenery and a well-maintained patio. The inviting pool displays crystal-clear water, with a small seating area near the edge. A charming house with a wooden exterior is visible, enhancing the tranquil ambiance.

4.76 out of 5 average rating, 212 reviews

La Casetta - Entire house 5 minutes from the center.

Your Oasis of Relaxation in the Marche Region The CASETTA is a cozy home located in the open countryside, just minutes from the historic city of Ascoli Piceno. Surrounded by a lush and unspoiled agricultural landscape, it offers guests a stay experience that combines modern comfort with the authentic atmosphere of the Marche countryside. Thanks to its strategic location, it is the ideal starting point to explore the historic center, the mountains and the sea, all within a few minutes' drive.

A well-maintained salt-water pool is surrounded by a spacious deck, featuring several sun loungers and umbrellas. The vibrant blue water reflects the evening sky, which is accentuated by soft clouds and the distant outline of mountains.

4.81 out of 5 average rating, 36 reviews

WONDERFUL VILLA WITH HEATED POOL IN SPRING/AUTUMN

Welcome to Anthos, our charming resort nestled in the beautiful region of Abruzzo. The property features two elegant villas that share a central swimming pool, surrounded by lush gardens full of flowers and greenery. Set in a peaceful and relaxing area, Anthos offers the perfect balance between nature and convenience – just a short drive from both the sea and the mountains. It is located within my large olive grove, in a region renowned for its world-class wines and extra virgin olive oils.

A serene swimming pool is situated on a deck, featuring clear turquoise water under a bright sky. An umbrella provides shade beside chaise lounges. Scenic hills and mountains stretch into the distance, creating a picturesque backdrop of nature.

5 out of 5 average rating, 5 reviews

GrazieSole Agriturismo exclusive whole house

The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

5 out of 5 average rating, 13 reviews

3 Bedroom home, Private Pool, HotTub&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.

The two-story farmhouse features a spacious lawn framed by bare trees. A covered pergola extends from the house, providing a shaded area with seating beneath it. Wooden shutters adorn the upper windows, while the exterior is highlighted by a warm brick facade.

4.85 out of 5 average rating, 34 reviews

Corner of paradise - Alpaca village nature and relaxation

Typical Marche farmhouse on two floors with a fabulous pergola overlooking the garden. The house is 1 km from the center of the village. Immersed in the Marche countryside, the house is located a few meters from the Tronto river and bordering the bike path that connects S. Benedetto. Not having houses in the immediate vicinity, the house allows you to fully enjoy your stay in absolute freedom (even with music until late at night). A barbecue and wood-burning oven are available.

A serene image of a swimming pool surrounded by green landscape and lounge chairs. The pool reflects the evening sky, showcasing a blend of colors. A path made of smooth stones leads to the water. Umbrellas provide shade for seating arrangements nearby.

4.95 out of 5 average rating, 39 reviews

House in the countryside near the sea. Pool. Le Lavande

La Chiocciola Resort Le Lavande Apartment in a farmhouse in the green hill of Pineto, a few minutes from the sea. The apartment consists of a double bedroom with a single sofa bed, a large living room kitchen with sea view, a double sofa bed. Spacious bathroom with shower. Garden, pergola and barbecue, hydromassage pool in the garden (spring-summer). Laundry room with washing machine, dryer and iron. Beach umbrella, deck chair and sun lounger included. CIN IT067035B9H3HB3QX3

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.

5 out of 5 average rating, 68 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.

Home in Mosciano Sant'Angelo

An expansive pool is surrounded by a smooth stone deck, featuring a bright pink inflatable float. Lush greenery and a view of rolling hills stretch beyond the water, under a clear blue sky, creating a serene outdoor space for relaxation.

5 out of 5 average rating, 15 reviews

La Betulla - Majesty View LUX

Escape to an exclusive 4-bedroom luxury villa set within 25,000 sqm of breathtaking landscapes in the heart of Italy. Perfect for those seeking relaxation, adventure, and gourmet experiences. ✨ Why You’ll Love It: 🌿 Truffle Forest & Farm Lab 🏊‍♂️ Expansive Pool & Outdoor Lounge - Unwind in pure luxury 🛏️ Elegant & Spacious Interiors 🌍 Prime Location – Close to the Adriatic Coast & top cultural destinations Book now for a one-of-a-kind Italian escape! 🌟

5 out of 5 average rating, 4 reviews

Your Seaside Home with Private Pool

Ervis... 3292221199... Beautiful apartment with a private pool for the exclusive use of the guests staying in this property, just 50 metres from the sea and right in the centre of the village. It has 2 double bedrooms, 2 bathrooms, a double sofa bed in the living room, and a large outdoor area with a garden overlooking the pool. Ideal for families and groups of friends looking for an exclusive option with a private pool for their use only. Private parking

5 out of 5 average rating, 15 reviews

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

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.

Popular amenities for San Benedetto del Tronto rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A stone facade of a charming house is framed by lush greenery and tall conifer trees. A gravel pathway leads to the entrance, while an iron gate adds an element of rustic elegance to the welcoming outdoor space.

5 out of 5 average rating, 7 reviews

Charming Casa Capriola - Panoramic views

A serene outdoor space features a sparkling pool surrounded by white lounge chairs and tables. A building with a traditional roof sits in the background, complemented by green lawns and a few sun umbrellas. Lush greenery creates a peaceful atmosphere.

4.83 out of 5 average rating, 24 reviews

Apartment in Villa Milli in Abruzzo

A serene swimming pool is surrounded by lush greenery and vibrant trees. Comfortable lounge chairs are positioned nearby, inviting relaxation. The pool's clear water reflects the blue sky, and the setting offers a peaceful atmosphere for unwinding in nature.

4.74 out of 5 average rating, 35 reviews

Pool house, relax in the olive trees garden

A rural farmhouse is positioned on a hillside, surrounded by olive groves and fields. The landscape features rolling hills in the background, with mountains capped in snow. Clear skies provide a bright backdrop to this serene setting.

4.91 out of 5 average rating, 68 reviews

Former farmhouse with swimming pool – nature and relaxation

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.

5 out of 5 average rating, 41 reviews

Casale Biancopecora, Casa Ghianda

A biodesign swimming pool is surrounded by olive trees and landscaped gardens. The gentle curves of the pool complement the tranquil setting, highlighted by natural stone accents. A sunny area features lounge chairs for relaxation, with scenic hills visible in the background.

4.98 out of 5 average rating, 47 reviews

La Casa Rossa - Countryhouse with swimmingpool

A refreshing outdoor pool is surrounded by a wooden deck and white lounge chairs. Lush trees and an open landscape featuring rolling hills and vineyards are visible in the background, along with a clear blue sky.

4.77 out of 5 average rating, 52 reviews

Apartment 1 Panoramic Terrace 2-3 Pax

A serene outdoor area shows a fenced garden featuring a round above-ground pool. Lush trees surround the space, providing natural shade. A pathway leads from the home, which has a tiled roof, toward the pool area. The scene is bright, illuminated by clear blue skies.

5 out of 5 average rating, 17 reviews

A little house in the woods - Rustico Ceppino -

Apartment rentals with a pool

5 out of 5 average rating, 12 reviews

Casa Cavallaro summer pool free parking garden

The residence features a modern building with multiple balconies, illuminated by soft lighting. A sparkling pool lies in the foreground, surrounded by lounge chairs and umbrellas. The calm evening atmosphere enhances the inviting appearance of the outdoor space, perfect for relaxation.

4.93 out of 5 average rating, 14 reviews

Pineto-Italy-Entire residence I Gabbiani

A bright and open living area features a comfortable sofa adorned with a colorful throw. A dining table with chairs is positioned nearby, while a fireplace adds a cozy element to the space. A kitchen area is visible, equipped with modern appliances.

4.83 out of 5 average rating, 29 reviews

Lavender - Relax in the vineyards of Abruzzo

The living area features a comfortable sofa and a dining table surrounded by chairs. A flat-screen TV is mounted on the wall. The space is brightened by natural light, while wooden beams highlight the ceiling. A staircase leads to the upper level.

4.62 out of 5 average rating, 13 reviews

Jo’s house: where the sea meets the relax

A charming outdoor area features a well-maintained garden with grassy expanses and mature trees. A rustic picnic table is placed in the center, surrounded by various plants and flowering shrubs. A portion of the building's façade is visible in the background.

4.96 out of 5 average rating, 24 reviews

Il Piccolo Carro - Cedro Apartment

A view of the outdoor pool is framed by a white overhang, with rolling green hills in the background. Sunflowers and a basket of fresh grapes sit on a wooden table, while a colorful ball and lounge chairs are visible near the pool.

5 out of 5 average rating, 3 reviews

Domus Petrae - Oca Apartment

A serene sunset is captured over the Adriatic Sea, with the sun descending on the horizon. The pool area is visible in the foreground, reflecting the warm colors of the sky. Sun loungers and umbrellas are arranged neatly around the pool, creating a relaxing atmosphere.

5 out of 5 average rating, 6 reviews

Borgo Il Castello - Two-room apartment with garden and pool

An aerial view showcases a spacious villa surrounded by lush greenery and an olive grove. A private pool is visible, complemented by manicured hedges. The structure features a tiled roof and outdoor lounging areas, ideal for relaxation.

5 out of 5 average rating, 8 reviews

Villa La Passione - Entire King flat with pool

Other holiday rentals with a pool

An aerial view showcases the agriturismo's rustic stone buildings surrounded by greenery. A blue swimming pool is located in the garden, complemented by sun loungers. The landscape features open fields and scattered trees, creating a serene outdoor space.

5 out of 5 average rating, 7 reviews

Elisei Farmhouse Apartment with Pool, Sauna and Spa

4.97 out of 5 average rating, 29 reviews

The exterior of the house features a modern design with a spacious balcony adorned with greenery. The surrounding yard showcases well-maintained plants and flowers, with outdoor seating available. A clear blue sky enhances the inviting atmosphere of this residential property.

Holiday home

Pardo's Place Vacation Home

5 out of 5 average rating, 25 reviews

A shaded terrace features a dining table with several chairs, surrounded by potted flowers. The panoramic view includes rolling hills and a glimpse of the outdoor pool area. Bright sunlight creates a calm and inviting space for outdoor dining.

Holiday home

I Tre Laghi Countryhouse - St' Angelo First Floor

4.92 out of 5 average rating, 13 reviews

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

Loft in Villa with swimming pool between Sea and Mountains

An outdoor terrace offers a panoramic view of the surrounding landscape, with mountains in the distance and the city below. A wooden slatted roof provides shading, while a potted plant adds a touch of greenery to the outdoor seating area.

4.91 out of 5 average rating, 194 reviews

L'Attico Sul Fiume center home

5 out of 5 average rating, 7 reviews

Villa

Villa Torre

A serene outdoor area is shown, featuring a rectangular pool surrounded by lush green grass. Sun loungers and umbrellas are positioned alongside the pool, under a clear blue sky. Rolling hills and trees frame the background, creating a peaceful natural setting.

4.96 out of 5 average rating, 27 reviews

La Ponderosa Couple