Ascoli Piceno

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Sit out on the balcony of this home and enjoy the view over the Umbrian Valley. The lush, green countryside is echoed in the home’s 3.5-hectare garden, where you’ll find an olive grove with 700 trees, alongside manicured lawns and terracotta terraces nearer the home. Breathe in the scent of oleander flowers and fig, plum and fruit trees as you make your way to the pergola framed by trailing plants – the perfect spot for an alfresco lunch cooked on the traditional wood oven. You’re likely to spend much of your time laying back on the sunbeds or swimming in the pool, but in the evenings, the glass gazebo is the perfect spot to enjoy a glass of local wine. Inside, as well as the main kitchen and grand living space, you’ll find a separate kitchen, sitting room and two bedrooms on the lower floor, making this a great space for two families or groups of friends.The historic town of Foligno is just 5km away, with Perugia a 40-minute drive and Siena only a little further in the distance.

Abriana

Fancy a sleepy stay in Italy's greenest region? Look no further than this pet-friendly home on the outskirts of little Crispiero. This villa revolves around outdoor living, offering a lovely garden with an alfresco dining area and countryside views. While the seasonal pool is a highlight for summer holidays, the working fireplace is a cosy indoor bonus for the colder months. A forty-five-minute drive from the seaside, it's best suited to nature lovers seeking a way to escape tourist destinations. Factor in the option for add-on services like private chefs, cooking classes, and Italian excursions and it's no wonder it caught our eye.

Chasing the Summer

Set in a bright garden, bordered by vineyards and fruit trees, this elegant country house is the perfect base for a holiday in Italy's Marche region. Built towards the end of 1800 but boasting all modern comforts, it has a relaxed, homely interior with exposed brick walls, large windows and a beautiful open kitchen. The real star here though is the view. Sit in the shade of the ancient oak tree or on the loggia's comfy sofas and look out at the hilltops and verdant valleys that stretch out before you. The pool is pretty special too, with a teak deck and wide roman steps that are perfect for keeping cool while sunbathing. The hot tub, meanwhile, is the perfect place to retreat with a glass of wine while you watch the sunset over the hills. If you fancy a day by the sea, the Adriatic coast is less than twenty minutes away by car and you’re also five minutes from the beautiful medieval town of Offida – a great place to stock up on goodies for your alfresco barbecue feasts. 

Brown Sugar

Dating back to the 11th-century, this watchtower is just as striking as its surroundings. Overlooking the Sibillini Mountains, you can admire the sweeping views while soaking in the hot tub or swimming in the pool. There is also an amphitheatre, beautiful gardens and a terrace with a barbecue – perfect for alfresco dining. Inside, the rooms unfold across two apartments and offer a unique sense of character. It’s worth noting there are a number of steps here so this may not be the best option for young children, but it’s the perfect setting for an adults-only escape. From here, you can follow hiking trails straight from the door, take the short drive to Amandola or adventure further afield towards the Adriatic coast. 

Mountain Watchtower

Surrounded by cypresses and olive trees, this hilltop villa is the perfect place to soak up the Italian sunshine. Featuring elegant interiors inspired by classical style and a tranquil Mediterranean garden, we reckon you'll never want to leave. Each room features antique furniture and paintings, and we can just imagine sinking back into the leather sofa in the living room. In the garden, take a dip in the swimming pool, sunbathe on a lounger, or just settle back with a cool drink on the terrace – it's hard not to be enraptured by the views of the coastline. Prepare an Italian feast in the kitchen, which has a dishwasher, fridge, and oven, or enjoy a barbecue in the garden, then admire the sunset with a glass of wine in hand. This charming villa lies just a short drive from the beach in San Benedetto del Tronto, where you might savour seafood in a restaurant or take walks along the palm-lined promenade.

Phoenix Rising

Located just a stone's throw away from Serrapetrona, renowned for its Vernaccia red wine, this country home offers scenic views over the surrounding natural landscape. And with a private swimming pool, extensive gardens and patio terrace to call your own here, you'll find plenty of places to soak it all up. Inside, the home epitomises the quintessential Italian countryside, so while the interiors feel a little dated in parts, the home is filled with charm. Beyond the house, you'll need a car to explore the local area, or we suggest renting bicycles during the warmer months.  


Lemon Bouquet

There’s something truly unique about this home, lost in the midst of Umbria’s stunning countryside – first of all, it’s more than a home. The main building is a historic tower, which gives you the sense of staying in your own fairytale castle. With three additional buildings as part of the property, everyone in your party is sure to find their own private slice of tranquil paradise. 

Set in the middle of a lush, twelve-acre parkland and boasting sweeping views over the surrounding hills, this is one dream country escape – add to it the glistening swimming pool and the rooftop terrace with its unparalleled vistas and we think you’ll fall under the spell of this home just as we have. 

Inside, you’ll find all the rooms emanating exactly the kind of warmth and cosiness you’d expect from a rural Italian abode – from the warm fireplace in the main tower to all the snug bedrooms and charming nooks, there’s more than ample space for everyone to have a relaxing holiday. 
Organise delicious communal meals, with a choice of outdoor and indoor dining areas, and gather for evenings of drinks in the garden, just as the sun begins to set over the hills. 

When you’re ready to explore, you’ll find plenty of interesting sights to visit, including the nearby town of Spoleto, full of history and culture. 

My Enchanted Tower 

As is typical with homes in Marche, this stunning villa is the perfect blend of old-fashioned charm and modern convenience. Inside, you’ll find terracotta floors and exposed beamed ceilings alongside luxurious vintage furniture and curated art. When in the Italian countryside though, outside is always better. Spend a morning by the private pool before heading to the nearby multi-purpose games area where you can play tennis, volleyball or 5-a-side football. When you’ve worked up an appetite, sit under the jasmine and vine-covered pergola and have some lunch. Later, take a walk through the gardens and help yourself from the fruit trees. End the evening with a cocktail as stars fill the sky. Fashion lovers, take note, you’ll be in a shopping haven here – right near the factory outlets of several manufacturers who make shoes for some of the industry's biggest names.

Fashion Country

Located in the Le Marche countryside, this traditional stone house provides a good base to explore the Italian countryside from. With every bedroom being an en-suite, it’s great for sharing with your loved ones, while still maintaining your privacy. Though the house feels a little dated in parts, there’s plenty here to keep you entertained. Outside, the home boast a large garden, a couple of terraces to enjoy alfresco meals on, as well as a private swimming pool with sun loungers. You’ll find the nearest shops and restaurants in the town of Montelparo and several sandy beaches are also within easy reach. 

Flowers & Pastels

For a unique retreat in one of Italy's under-the-radar gems, look no further than this luxurious 8-acre estate surrounded by ancient vineyards, plus your own olive grove. From your privileged position, you'll enjoy a front-row seat to awe-inspiring panoramas over the rolling hills of Le Marche and the stunning Adriatic coast. 

They say never judge a book by its cover, but the interior is elegantly designed, just as we expected. A sociable open layout, calming cream tones, and eye-catching artwork characterise the ground floor. Climb the stairs to find three beautifully appointed bedrooms, each with its own en-suite bathroom and views over the olive grove, the glistening sea or the immaculately manicured gardens. Meanwhile, guests looking for a little more privacy can base themselves in the separate annexe.

Step outside through vast arched bifold doors and seek out a secluded corner, or stroll 100m down to the stunning pool area. In addition to the loungers and a shaded seating area, there's an ultra-modern poolhouse with everything you need, including a kitchenette, a bar, two bathrooms, and a gym/yoga studio.

Green-fingered guests can enjoy a stroll through the grounds in search of home-grown fruit and vegetables near the tennis courts, while anyone with some energy to burn can hone their game out on the court or take things small-scale with games of table tennis and table football. If you need a break from the sun and socialising, head back to the house, settle into a hammock, drift off as you sway gently in the breeze, or stretch out in one of the shaded seating areas.


Villa Ascolane

La Casa nei Vigneti is a charming 18th-century farmhouse that has been renovated to its original architectural features with anti-seismic adaptation. The property consists of two structures, the main house and an annex, accommodating up to ten people. The house is set in an estate of about 50 hectares planted with vineyards and olive groves, located between the massifs of the Maiella and Gran Sasso and the Adriatic coast of the famous Trabocchi. The villa features a large open-plan area with vaulted ceilings, a cozy living area with fireplace, billiard room with sitting area, dining room connected to the kitchen with pantry, communicating with the pergola with wood oven. The property also includes a beautiful swimming pool in a panoramic position and a well-kept garden surrounding the house. Guests can enjoy outdoor lunches and dinners under the white wisteria-covered pergola or relax under the majestic oak while contemplating the beautiful hilly landscape. Pets are allowed at € 50 per animal per week.

In The Abruzzo Bloom

This peaceful villa boasts a sprawling garden with plenty of outside living areas nestled in the Umbrian countryside. Take in views of the mountains while relaxing on sun loungers around the private pool. It's a perfect fit for those after a rural retreat. There's also a table tennis table, barbecue, and sauna (fees apply), making it well-suited for larger groups looking to relax at home. Meanwhile, we recommend having a car due to the remote location. From here, you can reach plenty of golf courses and charming villages by bicycle. Your host even provides four bikes for your own adventures and excursions.

The Lady's Retreat

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