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Holiday rentals with a pool in Monte San Martino

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Monte San Martino

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

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Superhost
Villa
4.82 out of 5 average rating, 11 reviews

Villa Ermelinda · Ville Carborello Weddings

Villa Ermelinda is a private 16th-century villa set among the rolling hills of Le Marche, ideal for intimate weddings, destination weddings and exclusive stays. It offers exclusive use, a panoramic pool, gardens, a big terrace and beautiful spaces for symbolic ceremonies, poolside aperitifs and dinners under the stars. Hosting up to 18 guests, it also works perfectly with nearby Villa Nasca & Villa Adele, just a few minutes away, for larger wedding groups and unforgettable wedding weekends.

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
4.95 out of 5 average rating, 39 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.

Guest favourite
A serene pool area is featured, with crystal-clear water reflecting the surrounding greenery. The rustic stone buildings in the background are framed by lush trees, while comfortable seating arrangements invite relaxation under the sun.
Casa particular
4.88 out of 5 average rating, 25 reviews

M'illumino d'immenso

Goditi una vacanza diversa e. rigenera corpo e mente. Portati dei libri da leggere sotto i gelsi . Percorri cammini in mezzo alla natura respirando aria sana e percorrendo kilometri di campagna con coltivazioni bio mentre osservi il paesaggio dove la natura ha saputo creare dei quadri. Rilassati con tutta la famiglia vivendo giornate con altro spirito ed altra attenzione a chi ti è vicino, in un alloggio dove la serenità l'atmosfera e la natura rendono tutto meravigliosamente unico.

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
4.97 out of 5 average rating, 31 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
5 out of 5 average rating, 6 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
The living area features a blend of comfortable seating with a brown leather sofa and wooden dining furniture. A round table with green chairs is positioned near large glass doors, allowing natural light to enter the space. Bookshelves line one wall, adding a functional touch.
Home
4.97 out of 5 average rating, 74 reviews

Il Casale di Laura

Il casale in mattoni antichi sorge in prossimità del centro storico. Si sviluppa su due piani. Il primo piano composto da ampio salone, cucina e un bagno e il secondo piano composto da 3 stanze da letto arredate e confortevoli , 2 bagni, il tutto ad uso esclusivo degli ospiti. Vi è il giardino e un uliveto di 70 ulivi. Il casale si trova inoltre a 10 km dal mare. È presente una bella piscina per rilassarsi 😍 Questo e’ l’annuncio ufficiale in cui chiedere info. Struttura Dog-friendly 😉😉

Top guest favourite
A wooden pool is set within a landscaped area, featuring clear water and steps for entry. Relaxing lounge chairs are positioned nearby on the sun-drenched outdoor space, with greenery framing the scene. An umbrella offers shade, enhancing the tranquil outdoor environment.
Home
5 out of 5 average rating, 52 reviews

Casale con giardino e piscina uso esclusivo wifi

Casale Nonno Dario è la tipica casa di campagna marchigiana immersa tra le colline del Balcone delle Marche e posizione strategica per godere delle bellezze limitrofe dal mare ai monti Si trova nella frazione di Castelletta e comprende una zona giorno con salone, cucina e camino. Bagno con doccia. Zona notte con 3 stanze matrimoniali e possibilità di aggiungere una culla e un lettino. Ampio giardino esterno con piscina, ombrellone, barbecue Parcheggio gratuito all'interno della proprietà.

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
5 out of 5 average rating, 69 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.

Top guest favourite
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.
Flat
5 out of 5 average rating, 9 reviews

Agriturismo Elisei appartamento piscina sauna spa

Sei alla ricerca di un luogo tranquillo, rilassante, immerso nella natura e lontano dal caos? Vuoi scoprire il fascino del Parco Nazionale dei Monti Sibillini e suoi borghi? Scegli l’Agriturismo Elisei, piccolo e per poche persone, permette ad ognuno degli ospiti di avere tanto spazio all’aperto. L’Agriturismo dispone di un ampio giardino con piscina, oltre ad un area benessere con sauna e spa. CIN: IT043021B5CETGSYCI

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
5 out of 5 average rating, 41 reviews

Casale Biancopecora, Casa Ghianda

Casa indipendente in Country House, Casa Ghianda, 60 mq finemente arredato. Abbiamo recuperato tutto i vecchi materiali della casa nella recente ristrutturazione. Una delle camere affaccia su un piccolo terrazzo. All'esterno un'ampia zona privata a disposizione degli ospiti, pergola ombreggiata e barbecue privato. Completa la proprietà una piscina 12x4,5 con portico ombreggiato a disposizione degli ospiti.

Top 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
4.94 out of 5 average rating, 34 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.

Superhost
A modern swimming pool is illuminated with soft turquoise lighting, creating a serene atmosphere at night. The pool is bordered by a stone wall and features a sleek deck lined with subtle outdoor lighting, enhancing the landscape of surrounding greenery.
Flat
4.85 out of 5 average rating, 39 reviews

[Luxury & Relaxation] Private Pool with View

Property managed by Host Hero Marche Welcome to this modern newly built apartment, an oasis of comfort and relaxation with breathtaking views of the sea and hills; perfect for both couples and families, offering a combination of contemporary elegance and natural beauty. Private Stunning Swimming Pool. WiFi, Smart Tv and Air Conditioning present. Bed linen provided. Private parking available.

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