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Vacation 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 favorite
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.
Condo in Noce
5 out of 5 average rating, 304 reviews

Podere Vergianoni immerso nelChianti con piscina

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 favorite
Home in Bienno
5 out of 5 average rating, 110 reviews

Luxury Home Panoramica con Jacuzzi & Sauna Privata

✨ Vivi un’esperienza di lusso autentico nel cuore di Bienno, uno dei Borghi più Belli d’Italia ❤️ La Quercia del Borgo è una dimora storica del ’700 restaurata con amore e rispetto, dove charme, silenzio e benessere si fondono in un soggiorno intimo, esclusivo e raffinato 🧖‍♀️ SPA privata con Jacuzzi riscaldata e sauna finlandese 🛏️ Suite con letto king size e Smart TV 75’’ 🌄 Terrazze panoramiche con vista sulle Alpi 🍷 Cucina artigianale con cantinetta vini e living elegante 📶 Wi-Fi veloce

Top guest favorite
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 favorite
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 Rupestrian 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.

Top guest favorite
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 in Brenzone sul Garda
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 favorite
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 in Ferrano
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 favorite
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 favorite
A serene exterior view reveals a white structure nestled among olive trees and lush greenery. The building is framed by natural rock formations, contributing to the authentic rural charm of the surroundings.
Trullo in Ostuni
4.95 out of 5 average rating, 193 reviews

Lacinera apartment in Trullo "La Vite"

This unique space, carved inside traditional trulli, has its own charm and lets you experience the true spirit of the Itria Valley. You enter through an old strawberry‑grape pergola. The kitchen and bathroom are set in the alcoves, while the dining and sleeping areas are located in a saracen trullo and a tall‑cone trullo. The private patio and nearby infinity‑edge pool offer views of the valley and the skyline of Ceglie Messapica.

Guest favorite
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, 148 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.

Top guest favorite
A spacious living area features a modern design, with a prominent stone fireplace and minimalist furniture. Large glass doors open to a serene outdoor view, while natural light brightens the room, highlighting the soft tones of the walls and furnishings.
Tower in Fiesole
4.95 out of 5 average rating, 206 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Top guest favorite
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, 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 favorite
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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