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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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Top guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Apartment
5 out of 5 average rating, 305 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top guest favourite
Home
5 out of 5 average rating, 115 reviews

Luxury Home with Jacuzzi & Private Sauna + Alpine View

✨ Luxury residence with private SPA in the historic centre of Bienno – one of the most beautiful villages in Italy The Quercia del Borgo is a finely restored 18th-century historic residence, perfect for anyone. An exclusive oasis of ancient charm and comfort. 🧖‍♀️ Private spa with heated Jacuzzi and Finnish sauna 🛏️ King-size suite with 75'' Smart TV 🌄 Panoramic terraces overlooking the Alps 🍷 Artisanal cuisine with wine cellar Fast 📶 Wi-Fi. Silence and well-being in the heart of the Camonica Valley.

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.
Flat
4.97 out of 5 average rating, 263 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.
Guest house
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.

Guest favourite
Farm stay
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 authentic beauty of nature. Spectacular sunsets, regenerating silences and a swimming pool that invites you to let go. It's not just a vacation but an experience of pure well-being to be lived.

Top guest favourite
The contemporary villa features sleek architecture with wooden accents, overlooking an infinity pool that blends into the horizon. A spacious terrace extends from the villa, offering an outdoor dining area with a table and chairs, all framed by the stunning natural landscape.
Villa
4.98 out of 5 average rating, 176 reviews

Dream view, infinity pool, privacy & nature. Villa

One-of-a-kind contemporary villa featured on Condé Nast Traveler. Infinity pool with breathtaking view. Property located in a rather isolated spot on the hills, immersed in the wild, away from the crowds. Exclusivity/privacy. Pool heating available in September, October, March, April, May, June; it can bring the water temperature up to a maximum of 26 / 27 Celsius degrees and depending on the weather conditions the water temperatures may vary between 23 - 27 Celsius

Top guest favourite
The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle
4.99 out of 5 average rating, 210 reviews

Il Castello di Ferrano - Castle in Tuscany

Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

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
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
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 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
4.98 out of 5 average rating, 110 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
Farm stay
4.88 out of 5 average rating, 309 reviews

Romantic apartment in the Tuscan village

The house is located in an ancient medieval village that has been completely renovated while maintaining the charm of its history. In the village you will find two swimming pools, a restaurant, many gardens and much more... It is in a strategic position to be able to reach the main attractions such as the Chianti Region, Florence, Arezzo and Siena!

Top guest favourite
An ancient grotto features a heated jacuzzi, illuminated by the soft glow of candle lanterns. The smooth stone surrounding the jacuzzi creates a serene atmosphere, while the clear water reflects the warm light, inviting relaxation.
Home
4.91 out of 5 average rating, 173 reviews

Alesia Luxury Cave

House of the end of the 1800s, finely restored recently, with an ancient cave currently used as a hot tub, with heated water for exclusive use! King suite 50 meters from the central square of Ostuni where you can experience unforgettable moments of relaxation.

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