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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
The image depicts a private swimming pool surrounded by natural greenery. The pool, with clear turquoise water, is bordered by a stone patio and a black metal fence. Lush trees and flowering plants enrich the serene landscape, creating a peaceful outdoor setting.
Villa in Cinaglio
4.9 out of 5 average rating, 115 reviews

La Casa nel Bosco, a secluded villa in Monferrato, ASTI

✅️ IDEAL FOR PARTIES AND RELAXING HOLIDAYS ❄️Air Conditioning. Isolated villa in the woods, among vineyards, forests and the hills of Monferrato. The entire property is for EXCLUSIVE use, including the PRIVATE POOL. Immersed in the silence of nature and total privacy. Large gardens with barbecue. Finely furnished with a large kitchen, large living room, 3 comfortable bedrooms, 2 bathrooms, one with a bathtub and one with a shower, a porch with professional foosball and ping pong, garage, and orchard. Free Wi-Fi, CHILDREN'S DISCOUNTS

Top guest favourite
A cozy living area features a historic stone fireplace, radiating warmth. Comfortable seating arrangements include two armchairs and a central coffee table. Large windows offer a view of the surrounding countryside, allowing natural light to fill the space. Textured ceiling beams add character to the room.
Serviced apartment in Proceno
4.98 out of 5 average rating, 53 reviews

Proceno Castle, Loggia Apartment

Apartment of 65 square meters for 2 people, inside the medieval courtyard of the Castle of Proceno, with private entrance, large living room with working historic fireplace and kitchenette, 1 double bedroom placed on a mezzanine from which you dominate the living room, bathroom with shower box, veranda with porch in stone and wood, in typical medieval style, which through the stone stairs leads to the internal courtyard of the Castle, from which guests have access to the village and the rest of the accommodations of the courtyard.

Guest favourite
A gravel path meanders through lush greenery, leading towards the distinct trullo structure. The conical roofs are visible above the surrounding trees, framed by stone walls and rustic landscaping, presenting the serene and private atmosphere of the property.
Trullo in Santa Lucia
4.92 out of 5 average rating, 12 reviews

Trullo Nascosto, The perfect Romantic Hideaway

This ancient hidden Gem took five years to complete and has been lovingly restored with a Wabi Sabi style. It boasts a very distinct, very singular aesthetic, with pool and jacuzzi. Surrounded by vast stretches of farmland, Olive groves and a smallforest, it is one of the most private Hidden secrets in Puglia, literally within a minute's drive to many of Puglia's popular tourist destinations, including, Alberobello, Monopoli, Fasano, Polignano al Mare, locorotondo and many other nearby villages.

Top guest favourite
The stone farmhouse features vibrant red shutters and a terracotta roof. A spacious patio area contains a wooden dining set, surrounded by lush green grass and tall cypress trees. The exterior is complemented by well-maintained stone pathways, inviting guests to explore the outdoor space.
Villa in San Leolino
4.99 out of 5 average rating, 119 reviews

Poggio del Fattore-Villa with pool, hilltop, Chianti

Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.

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 in Macciano
4.97 out of 5 average rating, 207 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 stone staircase leads to a second-floor entrance, surrounded by lush greenery and flowering plants. The building is partially illuminated, highlighting the texture of the stone. A small terrace with seating is visible at the top of the stairs.
Farm stay in Montalcino
4.98 out of 5 average rating, 40 reviews

"Lunetta" Private Apartment on Larger Property

Le Coppiole is an exciting new addition to our properties at the Ville Ferrano. This "agriturismo" is associated with our olive oil and wine activities. The property is situated in the midst of the most tranquil and breathtaking Tuscan countryside. We offer three homes for rent, either individually or together for a large group. The infinite edge pool is located to take advantage of the stunning views and sunsets. The Lunetta apartment is located on the second floor of the Lunette building.

Top guest favourite
A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.
Villa in Montecatini Val di Cecina
4.99 out of 5 average rating, 129 reviews

Belforti Tower

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Top guest favourite
An outdoor area features an infinity pool surrounded by a stone terrace. A few lounge chairs and shaded tables are positioned nearby. The main house, with wooden paneling and large glass doors, provides a modern look against the backdrop of greenery and a cloudy sky.
Holiday home in Peglio
5 out of 5 average rating, 101 reviews

You Too

The most common compliment heard among our summer guests is, "This is paradise!". So inviting on a hot summer day, the infinity pool is just outside the door and the pleasant sound of water spilling over the edge is soothing and restful. The quiet, luxuriously green countryside is perfect for short walks to the nearby picturesque villages of Livo and Naro and long walks climbing the beautiful mountainous area we live in.

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, 112 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.

Top guest favourite
An outdoor dining area features a spacious wooden table surrounded by dark wooden benches. The space is partially shaded by a terracotta-tiled roof, and greenery can be seen in the background, creating a natural setting for meals or gatherings.
Cottage in Provincia di Lucca
4.92 out of 5 average rating, 112 reviews

Tuscan Cottage with Pool Pet Friendly

Typical Tuscan farmhouse, created as a refuge for pilgrims of the Via Francigena in the distant 1032 AD. Cozy and warm, ideal for 4 people but also suitable for 6, it welcomes your four-legged friends! Located in a strategic area, a stone's throw from the SP1, a road that connects Camaiore to Lucca. Very easy to reach, from here you can visit all of Tuscany!

Top guest favourite
An outdoor terrace overlooks the sparkling sea, featuring a small pool and an umbrella for shade. A dining table with chairs is set nearby, complemented by potted plants. The view captures distant coastal formations, enhancing the serene outdoor ambiance.
Home in Praiano
4.99 out of 5 average rating, 218 reviews

Casa Maria Giovanna, facing the sea

Casa Maria Giovanna, located in the heart of Praiano, between Positano and Amalfi, is a charming family home built in the early 1800's and recently restored with its vaulted ceilings and typical local architecture. Its large patio offers an above-ground pool and breathtaking views over the sea.

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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