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Holiday rentals with a pool in Italy

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Italy

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

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Guest favourite
A spacious terrace features a jacuzzi surrounded by wooden decking and lounge chairs. A dining table with six chairs is positioned nearby. The skyline of Milan is visible in the background, bathed in warm sunset light.
Apartment in Milan
4.97 out of 5 average rating, 262 reviews

Skylinemilan com

Experience the Milanese spirit in an amazing penthouse with contemporary lines and fine materials, equipped with A/C, STEAM ROOM and huge terrace overlooking the Milan skyline 360 view. The penthouse has a living room, a kitchen, 2 double suites each with en suite bathroom and kingsize beds as well as 2 foldaway single beds in living room and a 3th bathroom. In the terrace there is jacuzzi tub, available from 4/1 to 10/31, on request (at least 24h before check in) with extra cost, paying garage

Top Guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 204 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Top Guest favourite
A serene outdoor area features a round hot tub with green water, surrounded by natural stone and lush greenery. Ancient stone buildings are visible in the background, highlighting the historical architecture of the site. A gentle pathway leads through the tranquil setting.
Cave in Longare
4.95 out of 5 average rating, 106 reviews

Living in an ancient rock house 1 - Cave

You can live in an ancient cave house built by stone quarrymen and renovated respecting the historical features but with all modern comforts. The environment you will find will be unique, enveloping, so you can immerse yourself in an oasis of serenity and tranquility. You can also take advantage (included in the price) of the Wellness Area equipped with a Turkish bath, sauna, emotional shower and hydromassage tub with waterfall and be pampered by our massages. Breakfast is included.

Guest favourite
Farm stay in Lerma
4.93 out of 5 average rating, 114 reviews

Cascina Burroni Ortensia Romantic

In the beating heart of Monferrato, where the hills are tinged with gold and green under the sun, a timeless home awaits you. Our house, an old peasant residence built in the 1600s entirely in stone and guarded by our family for generations, it is a place where history meets the most auterte beauty of nature. Spectacular sunsets, refreshing silences, and a pool that invites you to let go. It's not just a vacation, it's a pure wellness experience to experience.

Top Guest favourite
The farmhouse entrance is framed by two potted plants and orange pumpkins. A stone facade features a wooden door with gray shutters, complemented by a tiled roof. Natural surroundings are visible in the background, emphasizing the peaceful rural setting.
Home in Prato
4.98 out of 5 average rating, 140 reviews

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

Top Guest favourite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 446 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Top Guest favourite
A rooftop terrace offers a serene evening view of the sea, framed by planters with cacti. A rustic barrel and a round table with soft lighting create a peaceful setting. The space features comfortable seating, inviting relaxation while enjoying the coastal landscape.
Cottage in Provincia di Lecce
5 out of 5 average rating, 107 reviews

Suite Casa De Vita - (amazing view on the coast)

Splendida casa vacanza immersa nel verde del Salento, a soli 50 mt. dal mare e con accesso diretto per trascorrere la tua vacanza nel pieno relax nella natura salentina. La struttura è ubicata in una zona riservata, utile per chi amano fuggire dal caos cittadino e dallo stress quotidiano. La casa vacanza, arredata con lo stile salentino, si affaccia sulla bellissima scogliera di Torre Nasparo, sul versante Adriatico della Puglia.

Top Guest favourite
The image depicts a serene pool area surrounded by lush Mediterranean greenery. A bright orange umbrella provides shade, while a well-maintained stone pathway leads to the entrance of a charming stone farmhouse in the background.
Home in Loc. Casalini - Comune Panicale
4.99 out of 5 average rating, 100 reviews

Cottage surrounded by nature

"IL PODERACCIO" is a typical stone farmhouse located on the hills surrounding Lake Trasimeno, immersed in beautiful Mediterranean vegetation. The building is spread across two floors. The pool and garden frame the whole. The swimming pool is open from May 1st to October 15th. Please note that following the COVID 19 emergency, all the directives required by the legislation have been adopted for cleaning and sanitizing the house.

Guest favourite
A traditional stone casale is set among lush greenery, featuring wooden shutters on the upper windows. Olive and fruit trees frame the home, enhancing its natural setting. A well-maintained lawn extends around the property, inviting relaxation in this peaceful environment.
Cabin in Cetona
4.95 out of 5 average rating, 146 reviews

Poggio dell'orso.Traditional Casale. Amazing views

Fantastic, recently restored, 150 years old Casale in Tuscany with amazing views. Two bed rooms, a spacious living room with a double sofa bed, a 85" smart TV, a corner with a desk and a fully equipped kitchen. Outside a stone table, a huge garden, a gazebo, a state of art warmed Jacuzzi (optional if available) a fantastic 6 x 12 infinity pool . All the property is fenced. Pet friendly.

Guest favourite
The villa is enveloped in greenery, with large windows illuminating the interior from within. A patio area features a round table with chairs, a hammock, and a fire pit, set against a backdrop of towering trees and a serene garden.
Villa in Soriano nel Cimino
4.98 out of 5 average rating, 108 reviews

Simona’s house in the woods - Villa Boutique

Villa boutique immersa nel bosco all’interno del Parco dei Cimini alle pendici del Monte Cimino (800 m. s.l.m) L'immobile è grande circa 450mq ed è circondato da circa 1,5 ettari di giardino/pineta. La villa è dotata di una sauna e un hot tube a legna privata nel bosco. Una casa progettata da uno dei migliori architetti del centro Italia ed è sapientemente arredata.

Guest favourite
An exterior view of a trullo showcases a whitewashed structure with a conical stone roof. Two wooden seating loungers are positioned nearby, surrounded by greenery and blooming white flowers. A stone pathway leads to the entrance, enhancing the tranquil outdoor space.
Trullo in Alberobello
4.94 out of 5 average rating, 109 reviews

Charming Trulli with Pool immersed in the Forest

Trulli del Bosco are a magical retreat in the rolling countryside of Alberobello, where stone paths weave among ancient trulli, olive trees, and wide open skies. A place to feel at peace, to reconnect with nature, to walk, to listen, and simply be. Here, every moment invites you to breathe deeply and embrace the beauty of simplicity.

Guest favourite
The medieval abbey and tower are surrounded by lush greenery, set against a clear blue sky. The sturdy stone structure displays distinct architectural features, with circular and rectangular forms. Rolling fields extend around the property, creating a serene and expansive landscape.
Castle in Tuscania
4.99 out of 5 average rating, 553 reviews

San Giusto Abbey { medieval Tower }

Let us tempt you with a truly unique experience: sleeping among the four thick stone walls of a medieval tower! The breathtaking view, the charming and comfortable interiors, sleeping high above, overlooking the world, make staying in the tower absolutely unforgettable.

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