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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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Top guest favourite
The Villa is set among olive trees, featuring a tranquil saltwater pool surrounded by lounge chairs. A stone terrace offers shaded seating, and the rustic building showcases large windows and natural materials. The expansive grounds create an inviting space for relaxation and leisure.
Home in Spello
5 out of 5 average rating, 15 reviews

Villa degli Olivi

Nestled among the ancient olive trees, Villa degli Olivi offers a haven of serenity and sophistication and is a short stroll into the cobblestoned paths of Spello along a flat, tree lined lane. This recently renovated Villa offers modern luxury while maintaining its Italian roots. Offering 4 bedrooms, 3 full baths and the possibility for 2 additional guests with a sleeper sofa. A cozy studio apartment with full kitchen, bathroom, laundry and sleeper sofa is also available for an additional cost.

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.

Top 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
4.91 out of 5 average rating, 22 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
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

Elegante villa con piscina immersa nel verde

Villa Regno offre una vacanza di relax in un'atmosfera elegante. Immersa in un parco panoramico di 5000m con ulivi, noci, vigna, piscina e area BBQ. Gli interni spaziosi, accoglienti e luminosi sono ricercati in ogni dettaglio: ampio salone, 1 cucina attrezzata, 4 camere matrimoniali, 1 doppia e 2 bagni, uno con vasca idromassaggio. La sua posizione vicino al mare e ai Monti Sibillini offre svago, avventura e cultura. Vi accoglieremo nella vostra lingua: inglese, arabo, francese e spagnolo!

Superhost
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, 4 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
5 out of 5 average rating, 42 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
Home
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.

Guest favourite
A private pool area is highlighted, featuring a clear turquoise pool surrounded by sun loungers and an umbrella for shade. A wooden structure offers seating and grilling options, with lush green hills visible in the background under a bright blue sky.
Holiday home
4.96 out of 5 average rating, 24 reviews

"La Quercia di Mamie" House and Private Pool

🏡 Independent house with private pool for exclusive use among woods and hills, 8 km from Spoleto (630m asl), in the village of Borgiano. Ideal for families or couples seeking silence and relaxation near the Ex-ferrovia Spoleto-Norcia trail. The house and the pool are entirely at your disposal and not shared with anyone. Note on the property: the estate is surrounded by nature and the house is not fenced; the only fully fenced area is the pool zone.

Top guest favourite
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
5 out of 5 average rating, 15 reviews

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.

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, 7 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 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
5 out of 5 average rating, 28 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 private villa is set amidst lush greenery, showcasing a panoramic saltwater pool nestled in the garden. Surrounding olive trees and vibrant shrubs enhance the serene landscape, while the charming stone farmhouse stands invitingly behind, offering a harmonious blend of nature and architecture.
Villa
5 out of 5 average rating, 5 reviews

Casa Antonio - Private Pool, Air conditioning

Casa Antonio is a private villa with pool in Le Marche region, in the small borgo of Mogliano. Surrounded by green hilly scenery, with a fine view over the Sibillini mountains, it is the perfect combination of peace and simplicity, the ideal place to savour the traditional flavours of Le Marche countryside, far from the frenetic rhythms of the city.

Popular amenities for Monte San Martino rentals with a pool

Quick stats about holiday rentals with a pool in Monte San Martino

  • Total holiday rentals

    Explore 30 holiday rentals in Monte San Martino

  • Nightly prices starting at

    Monte San Martino holiday rentals start at £75 per night before taxes and fees

  • Verified guest reviews

    Over 90 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Monte San Martino holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Monte San Martino rentals

  • 4.8 Average rating

    Monte San Martino stays are highly rated by guests – averaging 4.8 out of 5!

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