Holiday rentals with a pool in Italy

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.

Location · Family · Hospitality

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.

Location · Family · Indoor spaces

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

Value · Family · Pets

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

Family · Location · Amenities

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.

Value · Family · Backyard

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.

Family · Value · Parking

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

Location · Family · EV charging

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.

Value · Family · Walkability

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Location · Family · Hospitality

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.

Family · Location · Kitchen

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.

Location · Family · Checkout

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.

Value · Family · Barbecue