
Holiday rentals with a pool in Italy
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Top-rated rentals with a pool in Italy
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Torre Villa Belvedere Luxury & Relax with pool
"TORRE VILLA BELVEDERE" A wonderful 260 square metre apartment in a villa with a 12th-century tower. It features a private swimming pool (15 metres long and 5 metres wide), billiards, darts, a large garden, an 80 square metre porch, a barbecue, a gym and a relaxation area inside the tower. Convenient private parking within the property. Located in a strategic position, 12 km from Perugia and 4 km from the motorway, it can comfortably accommodate up to 8 guests. It has 3 double bedrooms with private bathrooms, TV and a safe.
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Private Jacuzzi and sauna in a historic residence with a view of the Alps
✨ Jacuzzi, Finnish sauna and views of the Alps: in Bienno, La Quercia del Borgo is an 18th-century residence where history and private wellness come together. The 24-hour Private SPA is all yours, intimate and scenic, overlooking rooftops and mountains. 🛏️ King suite with private bathroom and 75" smart TV 75”📺Smart TV Memory bed 🛋️ sofa 🍷 Artisanal cuisine, wine cellar and welcome kit 🌄 Rooftop Fast 📶 Wi-Fi ❤️ Designed for couples, anniversaries, proposals and honeymoons: privacy, warm light and genuine care.
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Tuscan charm of villa - countryside - Villa Senaia
In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas
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Exclusive 10 Acre Estate w/ Pool & Olive Grove!
Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker
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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.
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The house among olive trees
A cottage made up of stone and timber built on two storeys, with a large living room, glass window, a couch for two people and a bathroom with sauna; on the second storey there is a double bedroom. Outdoors, there is a large garden with a porch equipped with BBQ and a wooden table. The site is located on the pleasant hills between Bellegra and Olevano Romano. We have currently added two beds, set up in a wonderful Indian teepe available for two extra guests in addition to the four ones.
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Rural Tuscany | Family farmstay with restaurant
Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
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Charming old farmhouse in Monferrato with a swimming pool
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.
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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.
FamilyValueLong stay

Trulli Salamida, relax in Alberobello
In a bucolic atmosphere, framed by centuries-old olive trees, are the Trulli Salamida. Experience staying in the typical home of Alberobello, renovated respecting the historic architecture, with exposed stone rooms and equipped with every comfort for a unique and unforgettable vacation. You will be welcomed by the Salamida family, who have always been the guardians of the olive trees and producers of the inimitable Extra Virgin Olive Oil.
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Simona’s house in the woods - Villa Boutique
Boutique villa nestled in the woods inside the Cimini Park on the slopes of Mount Cimino (800 m above sea level) The property is about 450 sqm and is surrounded by about 1.5 hectares of garden/pine forest. The villa is equipped with a sauna and a private wood-burning hot tub in the woods. A house designed by one of the best architects in central Italy and is expertly furnished.
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Popular amenities for Italy rentals with a pool
House rentals with a pool

Romantic escape for ❤️❤️lovers.......
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Frontemare house with exclusive sea access
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VillaGió swimming pool Nordic bath sauna exclusive use
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Alesia Luxury Cave
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Belfortilandia, the small rustic villa
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Cercis - La Palmierina
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La Vigna Vacation Home with Pool
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CASA GALLO ROSSO Hills & Panorama
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Condo rentals with a pool

The Painter's House
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Apartment 10 minutes Vatican + pool&parking
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Resort Style Apartment with Lake Views
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"Biancospino" Bed & Wine Farmhouse
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La Casetta
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carpe diem
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House between Firenze, Arezzo, chianti e Siena
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The Island of Ago
LocationFamilyCleanliness
Home rentals with a private pool

Wp Relais Borgo Vignalunga
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Trullo Apulia: swimming pool, jacuzzi & steam room
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Stone House with Exclusive Pool Codilungo in Chianti
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Sicily Authentic Vibration Eighteenth-Century Farm with Panoramic Sea Views
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TREEhouse / casaBARTHEL
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Private swimming pool and sauna surrounded by nature and Lake Como
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Historic Villa and Trullo With a Private Pool
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Sprawling Coastal Views From a Villa with a Pool
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