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With a private swimming pool, sun-drenched terraces and a private spa that includes a sauna, Turkish bath and massage table, it’s impossible not to relax here. Set just five kilometres from the centre of historic Cortona, this charming villa is an ideal retreat for a family or group of friends. With daily breakfast included, you can start the day in a leisurely fashion on the terrace, just the spot for sunny alfresco dining. And if having breakfast prepared has given you the taste for taking it easy, you’ll find a selection of eateries nearby for authentic Tuscan food. 

Tuscany Soul

Chic, contemporary and packed full of all the necessary ingredients for a relaxing stay, this villa is an ideal base for a small family or group of friends on an Italian getaway. The cherry on the cake for us is the outdoor space. Sun-kissed terraces allow you to gaze out at the sparkling lake views, or you can cool off in the Perugian sun with a swim in the private pool. Lake Trasimeno is a mere stone’s throw away, perfect for when you fancy a day on the water or a simple refreshing stroll around the shore. 

Sunshine Rhapsody

Nestled among rolling hills in a peaceful corner of Tuscany, you’ll feel right at home in this charming villa. Our favourite feature is the garden, where there’s a scenic swimming pool and picturesque patio, complete with a hammock for leisurely lounging. There’s a barbecue and space for al fresco meals too, all overlooking the loveliness of the local landscape. Inside, the rooms are cosy and characterful, including one that sleeps four and is ideal for young families. And when it’s time to head out and explore, you’ll be spoilt for choice. Will it be dinner and drinks in nearby Cetona, or a day trip to the UNESCO-listed Val d’Orcia? Whatever your plans, this is a perfect pad for seeing more of Tuscany.

Warm Sunlight

Located in the Tuscan countryside, this home in Torrita di Siena offers endless peace, quiet and picturesque scenery. With views stretching to Lake Trasimeno, it's a spot for those keen to reconnect with nature while discovering the attractions of Tuscany. There's a shared swimming pool on-site, and you'll have your own private garden space here. The alfresco dining area is perfect for sitting with a glass of local wine and an Italian aperitivo. Meanwhile, the open-plan living area makes for a sociable living space to kick back after a long day of exploring.

Casa di Siena

Dating back to the 14th century, this farmhouse has an adjoining church which was once the parish of the estate, so it’s steeped in history. Inside, there are plenty of areas to relax and the elegant decor compliments the character features. Another total highlight is the beautiful vistas of the valley from the garden, terraces and the private heated swimming pool and Jacuzzi. You may feel like staying put in this magical home, but if you want to explore, then Perugia, with its medieval Priori Palace and Gothic cathedral is within driving distance.

Emerald Hideaway

With its sunny swimming pool, gorgeous views, and country charm, we think you’ll love life in this Umbrian villa. There are shady terraces to relax with a book or enjoy a leisurely lunch, cosy and characterful rooms, and a farmhouse kitchen for turning regional fare into an Italian feast. The main house has four double bedrooms, and if eight or more of you are staying, you’ll also have access to a separate converted barn and cottage where there are two extra bedrooms. As for amenities, nearby Città della Pieve has restaurants and bars for entertaining evenings, and you’ll also be in one of the best spots for sampling local wines at one of the area’s prestigious wineries.

A Painted Place

This Tuscan farmhouse dates back to the 16th century. It’s been restored to maintain its historic charm, with a Leopoldine tower and the original stone and terracotta. The villa and annex – you won’t all be sleeping under the same roof here – sit within 2.6 hectares of parkland in the Tuscan countryside. Admire views of the town of Sinalunga from beside the swimming pool and in the oak-, olive-, and vine-filled garden. There’s an alfresco dining area in the shade of a pergola, with a barbecue and wood-fired stove to cook on. You can easily visit Montepulciano, Siena, and Florence from this rural Tuscan base. 

Embers & Sunlight

Strolling through the two acres of land surrounding this complex of three 18th-century villas, it’s easy to see why this place has hosted many a rustic Italian wedding. A private chapel, terraces and patios galore for pre-reception drinks, and a vaulted dining hall as long as a tunnel that can be draped with fairy lights to host a lavish affair. Even if no one’s tying the knot, a large group can spread out by the poolside, in a medley of grand and modern lounges, or simply wander between the fruit trees and forestry of the grounds. Location-wise, you’re in the heart of Italy’s Le Marche region, famed for medieval hilltop towns and stretch of sandy beaches along the Adriatic. 

Rossini's Opera

You can watch the stunning sunsets from this stone farmhouse in the Umbrian hills. Take in the views of the surrounding valleys from the private pool, garden and balcony – wonderful memories with family and friends are sure to be created here. The accommodation, set over three floors, is split between the main house and an annexe which has two more bedrooms and and a kitchen area. Another highlight is the location – it’s only 12 kilometres from the historical centre of Todi, with its medieval buildings, piazzas, palaces and Roman relics.

An Umbrian Rhapsody

Amidst rolling hills and sweeping vineyards, this stone villa promises a serene Umbrian getaway. With a seasonal swimming pool, outdoor fire pit and dappled terrace perfect for alfresco dining, you won't be short on spots to soak up the swoon-worthy scenery. Inside, the design is charming and cosy, bursting with traditional character. Some may consider it a little dated, but we think that's part of the appeal. Two guests will share a sofa bed on the mezzanine, though – since privacy is limited, we think it's best for kids. Location-wise, you're just a short drive from the small medieval town of Gualdo Cattaneo, while Todi, Perugia and Assisi are all excellent options for day trips.

Hills of Tranquillity

Nestled on an estate in the Umbrian countryside, yet within easy reach of historic Perugia, this home has tranquillity running through its core. Made up of the main villa and a separate guest house, both sleeping four, it’s an ideal base for those who like to holiday together yet still enjoy some private time. As for the outdoor space, for us, it has the wow factor. We love the open-air cottage, while the private pool, sun-kissed terraces and panoramic views are sure to be a hit with all. 

A Peaceful Paradise

Book lovers will feel right at home here, with a huge selection of books to snuggle up on the sofa with. We recommend bringing your children here as there is also a ton of charming children's books to entertain your little ones. There's plenty of floor space for the children to play with toys that are provided by the host, as well as a cosy mezzanine bedroom space for a quick nap on the futon. The wooden beams add a rustic vibe, combined with the minimalistic yet colourful designs throughout the home.

Head out to explore more of Assisi and tuck into some authentic Italian meals – maybe with a lush glass of red if that tickles your fancy. Get your feet moving at the Via di Francesco hiking area – we absolutely love the view that you get from this spot. 

Return home to relax on the terrace to watch the sunset behind the flurry of trees, with a novel on your lap. Avid readers will thrive at this home, and may even find some hidden gems on the bookshelf. 


Library in the Trees

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