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Holiday rentals with a pool in San Benedetto del Tronto

Find and book unique homes with a pool on Airbnb

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 $136 NZD 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

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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Top Guest favourite
The image captures rolling hills adorned with lush greenery and vineyards, extending towards the horizon. A quaint stone structure is visible in the foreground, complemented by wooden fencing and a clear blue sky. The serene landscape reflects the natural beauty of the Marche region.
Apartment in Sant'Elpidio Morico
4.98 out of 5 average rating, 42 reviews

Casale Biancopecora, Casa Sanforte

We are located in the south of Marche near Fermo and Ascoli Piceno, among the olive trees and the organic vineyard of Casale Biancopecora di Massimo and Michela, a structure entirely recovered with principles of organic construction and seismic resistance, the views as far as the eye can see in the wonderful countryside of central Italy and the Sibillini Mountains. Only 27 km from the sea of Porto San Giorgio. The apartments have been renovated using the original old materials of the house with all the modern comforts.

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Guest favourite
Apartment in Case Alte
5 out of 5 average rating, 11 reviews

ROMANTIC 7 BEDS APARTMENT WITH POOL

If you're looking for a holiday surrounded by nature, relaxation, great food, and the joy of slow living – this is the place for you! Just minutes from the sea and nestled in the greenery of a scenic hillside, our independent apartment offers fresh air, peace, comfort, and breathtaking views. The atmosphere is welcoming and well cared for – perfect for those who truly want to unwind. Outside, a beautiful saltwater pool, heated in spring and autumn – ideal for a refreshing swim in every season.

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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
4.93 out of 5 average rating, 148 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.

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Superhost
Apartment in Castel di Lama
5 out of 5 average rating, 3 reviews

Borgo Seghetti Panichi, Apartment 'Sibilla'

A spacious first floor self-catering apartment in the old farmhouse of the Borgo Storico Seghetti Panichi, our family home with a historic villa and chapel, surrounded by a celebrated romantic 1870s garden. Guests can enjoy the garden, pool, citrus terraces, olive grove, kitchen garden, wildflower meadow and shaded seating areas. The view sweeps from the sea to the high Apennines. Sandy Adriatic beaches and fine seafood are 20 mins away; the renaissance jewel of Ascoli Piceno is even closer.

LocationEV chargingIndoor spaces

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 in Ascoli Piceno
4.75 out of 5 average rating, 216 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.

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Guest favourite
Apartment in Tortoreto
5 out of 5 average rating, 8 reviews

Two-room apartment in a residence with a swimming pool and a sea view

Immagina di svegliarti con la quiete della collina, di fare colazione con calma e vista mare per poi scegliere se raggiungere la spiaggia o concederti un tuffo in piscina. Questo bilocale a Tortoreto è pensato per chi vuole rallentare, respirare aria buona e vivere qualche giorno di vero relax tra spiagge, borgo storico e panorama. L’appartamento si trova in un contesto tranquillo, ideale per staccare dalla routine e godersi Tortoreto tra mare, piscina e passeggiate nel borgo storico.

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Top Guest favourite
A charming patio area is seen in front of a rustic stone house, featuring green grass and several outdoor seating options. A large umbrella provides shade over a couple of chairs. Scenic views of the surrounding hills are visible in the background.
Apartment in Pineto
4.99 out of 5 average rating, 80 reviews

House in the countryside near the sea with swimming pool. Le Rose

La Chiocciola Resort - Le Rose 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 foldaway bed. Spacious bathroom with shower. Large garden with pergola and barbecue, swimming pool, hydro pool (spring-summer). Laundry room with washing machine, dryer, and iron. Beach umbrella, deck chair and sunbed included. CIN IT067035B9H3HB3QX3

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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 in Altidona
4.94 out of 5 average rating, 17 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

LocationFamilyCleanliness

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.
Apartment in Montalto delle Marche
5 out of 5 average rating, 69 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.

LocationFamilyLong stay

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
4.69 out of 5 average rating, 16 reviews

Designer Apartment with a sea view

We would like to offer you a beautiful 3-room apartment between vineyards and olive groves 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 local restaurants, shopping centers and attractions. Due to the proximity to the quiet Adriatic Sea, spontaneous beach days are easier than ever. Fantastic hiking and skiing areas can be reached in 30 minutes.

FamilyLocationHospitality

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.
Guesthouse in Montepagano
5 out of 5 average rating, 10 reviews

Casa Mimi in the Hills - Casa Max

The scent of the pine trees and the view of the blue, wide sea put you in the well-deserved "vacation 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 long walks in the hills (nature reserve) and olive groves of the picturesque village of Montepagano. Feel free to take the two house dogs, Aurelia and Ferdinand, with you as an accompaniment.

LocationQuietNearby

Superhost
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.
Home in Controguerra
4.79 out of 5 average rating, 56 reviews

Apartment 1 Panoramic Terrace 2-3 Pax

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

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Popular amenities for San Benedetto del Tronto rentals with a pool

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