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Holiday rentals with a pool in San Benedetto del Tronto

Find and book unique homes with a pool on Airbnb

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
4.92 out of 5 average rating, 13 reviews

Loft in Villa with swimming pool between Sea and Mountains

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 come together: large shared outdoor spaces and a hydromassage pool for moments of relaxation in nature. Strategic location: 25 minutes from the Adriatic beaches, 40 minutes from mountains and parks, 30 minutes from Ascoli Piceno, 45 minutes from Pescara airport and 90 minutes from Rome. Ideal for those looking for tranquility and comfort in an authentic setting.

Guest favourite
An aerial view of the villa is presented, showcasing the surrounding green landscape with trees and a well-maintained garden. The rectangular swimming pool is visible, framed by wooden decking, creating an inviting outdoor space adjacent to the pink-hued villa.
Villa
5 out of 5 average rating, 26 reviews

Elegant villa with swimming pool surrounded by greenery

Villa Regno offers a relaxing vacation in an elegant atmosphere. Surrounded by a 5000m panoramic park with olive trees, walnuts, vineyard, swimming pool and BBQ area. The spacious, cozy and bright interiors are refined in every detail: large living room, 1 equipped kitchen, 4 double bedrooms, 1 twin bedroom and 2 bathrooms, one with a hot tub. Its location near the sea and the Sibillini Mountains offers leisure, adventure and culture. We will welcome you in your language: English, Arabic, French and Spanish!

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
4.94 out of 5 average rating, 139 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.
Flat
5 out of 5 average rating, 43 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.

Top guest favourite
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.
Flat
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.

Superhost
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.
Home
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.

Superhost
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.
Flat
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.

Guest favourite
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
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

Top guest favourite
A bright kitchen area features modern appliances, including a retro-style refrigerator. A wooden dining table is set for a meal, surrounded by white chairs. Natural light enters through multiple windows, complementing the warm, rustic tones of the stone flooring and beams.
Flat
5 out of 5 average rating, 42 reviews

Casale Biancopecora, Casa Cerqua

Apartment Casa Cerqua of 100 square meters finely furnished, we have recovered all the old materials of the house in the recent renovation by adapting the old farmhouse to the latest anti-seismic regulations. The decor is a right mix of modern and ancient, elegant but functional. Outside there is a large private area available for guests, with shaded dining area and private barbecue. Complete the property with a 12x4.5 pool with shaded porch available for guests to enjoy.

Guest favourite
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.
Home in Mosciano Sant'Angelo
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! 🌟

Superhost
Flat
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

Superhost
An outdoor space features a rectangular pool surrounded by wooden decking. Sun loungers are positioned nearby, with large umbrellas providing shade. The landscape includes rolling hills dotted with olive trees, vineyards, and a clear blue sky above, creating a serene atmosphere.
Flat
4.82 out of 5 average rating, 44 reviews

Apartment 2 Panoramic Terrace 2-4 pax

The farmhouse, renovated in a rustic style with exposed bricks, is set in a landscape between rows of vineyards and extensive olive groves. The apartment with a wooden roof and large terrace overlooking the Twin Mountains, the Gran Sasso and the Sibillini. You will enjoy the quiet of the countryside in a true cross-section of agricultural life. We are inside a winery, and it is possible, upon request, to buy wine or book a themed tasting.

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 £30 per night before taxes and fees

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    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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