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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
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, 200 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
The image shows a historic villa with a stone façade and a prominent tower. The property is surrounded by a well-kept lawn, with a clear pathway leading to the entrance. Lush greenery and decorative planters enhance the inviting appearance of the building.
Villa in Colombella
5 out of 5 average rating, 104 reviews

Torre Villa Belvedere Luxury & Relax with pool

"TORRE VILLA BELVEDERE" Meraviglioso appartamento di 260 metri quadrati , in Villa del XII sec., appena ristrutturato .La piscina privata ( lunga 15 metri e larga 5 metri ) ,biliardo, biliardino, freccette,ampio giardino , portico 80 mq, barbecue,palestra e area relax all'interno della Torre. Situato in posizione strategica ,12 Km da Perugia, 4km dalla superstrada,può ospitare comodamente fino a 8 ospiti (6 adulti e 2 bambini) . ( 3 camere matrimoniali con bagno privato, Tv, cassaforte )

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, 105 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.

Top guest favorite
The outdoor pool area is illuminated by soft lighting, creating a serene atmosphere at dusk. Lounge chairs are positioned nearby, surrounded by lush greenery and a wooden deck. The tranquil setting invites relaxation and enjoyment of the natural surroundings.
Cottage in Vestreno
5 out of 5 average rating, 216 reviews

IL BORGO - Como Lake

The VILLAGE consists of three ancient and luxurious houses, dating back to the 1600s. They are all independent houses. One is the home of the only couple of guests, one is the home of the owners and the last is the holistic massage studio. The garden, swimming pool, hot tub, infrared sauna and woods are for the exclusive use of the two guests only. All surrounded by nature. Luca and Marina live in the VILLAGE, but do not use the amenities. The property is not suitable for children.

Top guest favorite
A sunlit pool area features a spacious salt-water pool with a surrounding deck. Several lounge chairs are arranged with umbrellas, providing shaded seating. A rustic stone building serves as a backdrop, displaying traditional Italian architectural elements and large windows that invite natural light.
Villa in Orentano
4.98 out of 5 average rating, 113 reviews

Villa Gourmet Food, Pizza, Chef, Pool and Nature

Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services

Top guest favorite
A rustic stone cottage is positioned on a gentle slope, surrounded by colorful flowering bushes. A path made of flat stones leads to the entrance, which is framed by lush greenery. The sky is partly cloudy, providing a serene and natural atmosphere.
Home in Belforte
4.96 out of 5 average rating, 115 reviews

Belfortilandia, the small rustic villa

In an oasis of peace and tranquility, surrounded by unspoiled nature, we rent a small rustic mountain villa that is part of an ancient fief of the castle of Belforte (in Borgo Val di Taro), completely renovated while maintaining an ancient state of preservation. It enjoys a beautiful panoramic view of the Taro valley up to the Ligurian mountains. It is surrounded by chestnut woods and centuries-old oaks, just a 10-minute drive from Borgo Val di Taro, the main village.

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

The Castle of 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, 433 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.

Guest favorite
An ancient stone residence is enveloped in lush greenery and blooming vines, creating a serene outdoor setting. Vibrant white flowers in the foreground contrast with the earthy tones of the home, while the surrounding landscape is dotted with trees and rolling hills.
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 farmhouse 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 favorite
A stone exterior is showcased, with a staircase leading up to the entrance. A shaded area features outdoor seating, including a table and chairs. Potted plants line the pathway, and greenery provides a serene backdrop, enhancing the outdoor living space.
Home in Prato
4.99 out of 5 average rating, 130 reviews

Tofanello Turquoise Luxury 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 orange apartment. Orange: https://www.airbnb.com/rooms/plus/9429730

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
4.96 out of 5 average rating, 139 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
Farm stay in Pisa
4.99 out of 5 average rating, 313 reviews

Tenuta Chiudendone in Tuscany

Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

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