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Holiday rentals with a pool in Ascoli Piceno

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Ascoli Piceno

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

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Guest favourite
Flat 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.

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
4.74 out of 5 average rating, 219 reviews

La Casetta - Intera casa a 5 minuti dal centro.

La Tua Oasi di Relax Nelle Marche La CASETTA è un’accogliente dimora situata in aperta campagna, a pochi minuti dalla storica città di Ascoli Piceno. Circondata da un paesaggio agricolo rigoglioso e incontaminato, offre agli ospiti un’esperienza di soggiorno che combina il comfort moderno con l’atmosfera autentica della campagna marchigiana. Grazie alla sua posizione strategica, è il punto di partenza ideale per esplorare il centro storico, le montagne e il mare, tutto in pochi minuti di auto.

Superhost
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.
Home in Colli del Tronto
4.86 out of 5 average rating, 35 reviews

Angolo di paradiso - Alpaca village natura e relax

Casa colonica tipica marchigiana disposta su due piani con favolosa pergola che da sul giardino. La casa si trova a 1 km dal centro del paese. Immersa nella campagna marchigiana, la casa è situata a pochi metri dal fiume Tronto e confinante con la pista ciclabile che collega S.Benedetto.Non avendo case nelle strette vicinanze, la casa permette di godere pienamente del proprio soggiorno in assoluta libertà(anche con musica fino a tarda notte). Disponibile l’uso di un barbecue e forno a legna.

Superhost
Flat in Castel di Lama
5 out of 5 average rating, 4 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.

Guest favourite
A private above-ground pool is situated on a spacious deck with blue railings, overlooking the sea. An area for children's play can be seen nearby, with a sandy surface. The surrounding landscape features hills and greenery against a clear sky.
Home in Cupra Marittima
5 out of 5 average rating, 13 reviews

Villino Le Terrazze della Dea

Villino con piscina fuori terra situato sulla prima collina a ridosso del mare , l'immobile partendo dal mare si raggiunge percorrendo una strada in salita di 600 mt. La casa di 144 mq è composta da soggiorno con angolo cottura in questo ambiente è stato collocato un divano letto ed un letto a castello, nella zona notte ci sono 3 camere da letto (matrimoniale, media con letto matrimoniale e singola con letto a castello + lettino aggiuntivo), bagno con vasca e bagno di servizio con doccia.

Guest favourite
The image captures a serene sunset over a private pool, with lush green grass surrounding the area. Sunlight casts a warm glow on the villa's exterior, highlighting large windows that reflect the fading daylight. Trees and hills are visible in the background, enhancing the peaceful setting.
Villa in Servigliano
4.97 out of 5 average rating, 34 reviews

Villa with exclusive private, heated pool

Villa del Sole is a beautiful retreat nestled amidst the typical verdant hills of the Marche region. It's located just 35 minutes away from the stunning beaches of Porto San Giorgio. This newly built accommodation offers all the comforts that you could ask for. The villa is fully enclosed with wired fencing and surrounded by a gorgeous garden, making it pet-friendly. Guests can enjoy the heated pool, which is exclusively for them and enhanced with a winter cover from October through March.

Guest favourite
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.
Home in Penna San Giovanni
5 out of 5 average rating, 7 reviews

GrazieSole Agriturismo casa intera in esclusiva

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.

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 in Monsampietro Morico
5 out of 5 average rating, 44 reviews

Casale Biancopecora, Casa Cerqua

Appartamento Casa Cerqua di 100 mq finemente arredato, abbiamo recuperato tutto i vecchi materiali della casa nella recente ristrutturazione adeguando il vecchio casale alle più recenti norme anti sismiche. L'arredamento è un giusto mix tra moderno e antico, elegante ma funzionale. All'esterno un'ampia zona privata a disposizione degli ospiti, con zona pranzo ombreggiata e barbecue privato. Completa la proprietà una piscina 12x4,5 con portico ombreggiato a disposizione degli ospiti.

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, 71 reviews

Casa con piscina, 1° piano, Villa Cerqueto

Situato al 1 piano e Ideale per 6/7 persone. Dotato di tutti i comfort per poter trascorrere una vacanza in tranquillità a contatto con la natura e con le bellezze del paesaggio tra borghi tipici,mare Adriatico e monti Sibillini.L'appartamento è dotato di 2 ampie camere con aria condizionata,1 bagno e 1 cucina con terrazzo dove poter mangiare. Il giardino e la piscina, condiviso con gli altri ospiti, godono di una posizione privilegiata da cui si gode di un bellissimo panorama.

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 in Controguerra
4.82 out of 5 average rating, 45 reviews

Appartamento 2 Terrazza Panoramica 2-4 pax

Casale, ristrutturato in stile rustico con mattoni a vista, è inserito in un paesaggio tra filari di vigneti ed estese coltivazioni di olivi. L'appartamento con tetto in legno e grande terrazzo con vista sulle Montagne Gemelle, sul Gran Sasso e sui Sibillini. Godrete della quiete della campagna in uno spaccato vero di vita agricola. Siamo all'interno di una azienda vitivinicola, è possibile , su richiesta, acquistare vino o prenotare una degustazione a tema.

Guest favourite
A gravel driveway leads to a charming two-story villa surrounded by lush greenery. The building features a mixture of stone and brick walls, framed by large windows with red shutters. Sunlight filters through the trees, creating a serene atmosphere.
Home in Serra
4.94 out of 5 average rating, 35 reviews

villa Strada

NEW FOR '26: Private rooftop Jacuzzi for up to 4 people. Opportunity to enjoy horse-drawn carriage rides along the scenic white roads of Montefortino. Nestled in the heart of the Sibillini Mountains, Villa Strada boasts breathtaking views of Mount Vettore and Mount Sibilla. This elegant 1990s villa combines timeless charm with modern comfort, featuring welcoming and harmonious spaces immersed in nature.

Guest favourite
A pristine swimming pool is surrounded by lush greenery, offering views of gentle hills in the background. Sun loungers are positioned nearby, inviting relaxation. The pool's clear water reflects the bright blue sky, creating a serene outdoor setting.
Villa in Ripe di Civitella
4.93 out of 5 average rating, 43 reviews

Il Casale dei noccioli

This splendid residence is located just 6 km away from Civitella del Tronto, one of the most beautiful villages in Italy. You will spend unforgettable moments walking in the large garden equipped with a magnificent barbecue or swimming in the splendid pool.

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