Montelupone

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Library of Books

Sound System

Entertainment

Hair Dryer

Toiletries

Bathroom

Dishwasher

Pod Coffee Machine

Freezer

Kitchen

Stove

Kitchen Utensils

Toaster

Fridge

High Chair

Coffee Maker

Cooking Essentials

Kettle

Kitchen & Dining

Black-Out Blinds

Iron

Washing Machine

Dryer

Cot / Crib

Hangers

Cleaning Products

Drying Rack

Extra Pillows and Blankets

Bedroom & Laundry

Swimming Pool

Wellness & Fitness

Wi-fi

Laptop Friendly Workspace

Internet & Office

Fireplace

Air Conditioning

Central Heating

Heating & Cooling

Lift Access

Free Parking On Premises

Free Parking On Street

Private Entrance

Self Check-in / Check-out

Parking & Access

Barbeque

Balcony / Patio

Garden

Access to Beach

Outdoor Kitchen

Outdoor Seating

Outdoor Shower

Sun Loungers / Beach Chairs

Outdoor

Welcome Hamper

Nice to haves

Pets Allowed

Pets

Safe

Fire Extinguisher

First Aid Kit

Other

Found in the heart of Montelupone, surrounded by ancient walls, this sprawling villa is only a stone's throw from the restaurants and shops of this quiet yet historic neighbourhood. Though the style isn’t as cohesive, and two bedrooms may feel cramped by sleeping two extra guests on a sofa bed each, the elevator makes it accessible to a multi-generational family. Throw in a private wine cellar and open-air terrace on the top floor, and the historic house is a serious contender for a laid-back Italian break. When the house begins to feel too small, the garden stretches to one side, where you can let the kids roam free in and around the pool. 

The Sky Terrace

Satellite / Cable TV

Ping Pong Table

Bathtub

Ironing Board

Private Pool

Tennis Court

Parking Available

Patio / Terrace

Child Friendly

Dating back to the 18th century, this historic villa is perched in the hills of Le Marche. Surrounded by sweeping Italian countryside and sitting within 3 hectares of private land, this home is ideal for those wanting a real escape. There’s a swimming pool and tennis court outside, as well as a covered barbecue area. Inside, you can look forward to beautiful, grand spaces, with comfortable bedrooms and lots of room to gather together. There’s even a consecrated chapel on the grounds, making this villa an excellent choice for events. 

The Italian Villa

Board Games

Microwave

Oven

Private Parking

Balcony

Mosquito Net

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

Amazon Prime

Netflix

Foosball / Table Football

Projector

Sonos

Streaming Services

Bathrobes

Heated Towel Rail

Luxury Toiletries

Rain Shower

Blender

Cafetiere

Espresso Machine

Ice Machine

Mini Bar

Wine Cellar

Wine Cooler

Private Washing Machine

Private Dryer

Laundry Supplies

Luxury Bedding

Vacuum Cleaner

Outdoor Pool

Access to Gym / Spa

Exercise Equipment

Hot Tub

Jacuzzi

Sauna

Sauna / Steam Room

Steam Room

Desk

Electricity Adaptors

Temperature Control

Underfloor Heating

Buzzer / Wireless Intercom

EV Charger

Video Intercom

Beach / Pool Towels

Beach Essentials

Courtyard

Fenced Garden

Fenced Pool

Fenced Property

Garden Games

Herb Garden

Outdoor Audio

Outdoor Fireplace / Firepit

Pool House

Rooftop Terrace

Sun Umbrellas

Carbon Monoxide Detector

Safety Gates

Security Cameras

Smoke Detector

With majestic views across the Adriatic Sea, this spectacular villa opens its doors to a transformative retreat in the heart of Le Marche. 

Immersed in a sanctuary of olive groves and ancient vineyards, every detail of this setting has been considered to fill your stay with luxurious comfort and ease. From the expansive layout and elegant styling to the mindful services, this is the kind of space that takes you on a journey to ultimate relaxation. 

With open-plan living and secluded spaces, alongside six king-size en-suite bedrooms, there’s everything you could need to unwind and share quality time together. And to ensure you experience the height of bliss, the indoor spa features a jacuzzi, sauna and steam room, while the fitness centre is adorned with spectacular views. You’ll also find the yoga studio is perfectly poised to welcome or close the day with a sun salutation, followed by a refreshing dip in the infinity pool. 

For the authentic taste of Italian living, the outdoor and indoor eating spaces make it easy to savour the sweetness of the moment – your host can arrange for a local chef to prepare you a delicious meal or why not try a cooking class. Whatever the mood of the moment, this home seamlessly adapts to suit your every need.

When you feel inspired to explore beyond this idyllic sanctuary, you’ll find it’s just a fifteen-minute drive to the shimmering coastline and beaches. 

The Alchemist 

DVD Library

DVD Player

Home Cinema Setup

Baby Changing Mat

Workplace

Gated Community

Multiple Sets of Keys

Meeting / Conference Rooms

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

Smart TV

Resort Access

Right in the heart of the Le Marche region, this villa has overlooked vineyards, farmland and rolling hills for over 250 years. While its exterior has retained its rustic charm, inside you’ll find a minimalist interior that makes it a perfect spot for mental decluttering. Being spread over two apartments, with one bedroom in the lower apartment and the rest upstairs, here one couple can enjoy privacy before joining the rest of the group for aperitifs and homemade pizza by the pool.

For those looking for local flavour, you’re just a five-minute drive from the nearest villages, which provide an opportunity to sip on an espresso before grabbing ice cream at a gelateria or a traditional Le Marche dish. Just a little further out will bring you to the beautiful beaches of Civitanova Marche, where you can take a refreshing dip in the Adriatic Sea.

The Poet's Retreat

If you're looking to explore the stunning Italian countryside, then there's no better base to return to than this beautiful villa. This home sits in the idyllic region of Le Marche, just a short drive away from the beaches of the east coast. It's tucked away in the peaceful acres of a grand estate, and provides breathtaking views of the rolling hills and lush woodland surrounding you as well as the ocean in the distance.

Those who love the luxurious lifestyle will feel right at home, as this dwelling has its own private pool with a hot tub feature for swimming and soaking, as well as a tennis court and gym to get the blood pumping. You'll also have access to a shared yoga space where you can do your practice in serene surroundings. The gardens are particularly lovely – there's a covered terrace where you can lounge when the heat turns up, as well as plenty of sunloungers so you can top up your tan. There's even an outdoor kitchen here with a barbecue and pizza oven, so you can live life alfresco.

Inside, the home is elegant and harmonious, with a neutral colour scheme that runs throughout. We love the country-style kitchen where you can cook up Italian pasta feasts for friends and family, and the dining area provides a lovely place to tuck in all together. There's also a tranquil lounge space where you can come in for a midday nap on hot days.

Juliet's Grove

XBox

Games Console

Rustic and romantic, this home in the heart of the Marche countryside is a true escape from the hustle and bustle. Traditional stone walls, beamed ceilings and tile flooring add plenty of warmth and character, while the modern kitchen and white furniture bring this home to the twenty-first century. But the real draw here is the sunny garden. Alongside the pool, there's a charming portico that serves as a second living space. While away your days swimming, sunbathing on the chairs and lounging on the L-shaped sofa. When you want a break from the sun, close the curtains and transform the patio into a shady haven. The wood-burning barbecue grill doubles as a fire pit on chilly evenings – after a delicious meal enjoyed at the outdoor table, watch the sunset over the hills with a glass of wine. This region is rich in history, brimming with charming villages and hamlets. Visit the restaurants and shops in nearby Monte Urano or drive fifteen minutes to the seaside.

As The Day Is Long

A seven-minute drive from two of the Adriatic coast’s glorious beaches, this Italian country villa sits in a blissfully quiet location. You’re overlooking rolling vineyards here, verdant green in summer and burnt orange and sunshine yellow in autumn. The perfect shores of Marcelli Beach and Numama Beach are each a seven-minute drive away, where loungers line the sand and the sea is crystal clear.

Back at the villa, you’ve got a shared swimming pool should you fancy a cooling dip in summer. Open up the double doors in the living room to the private brick patio, or the shaded veranda on the other side of the house. Inside, you’ve got the staples of Italian rusticana keeping things on theme; wooden ceilings and thick exposed stone walls. The kitchen is decidedly sleek and modern, and there are pops of character courtesy of gilded mirrors and Chinese dressers. 

Vine Leaves on the Horizon

Piano

Single-Level Home

Throws

Umbrellas

Sustainability’s the name of the game here at this country villa in the heart of Le Marche, a stylish, split-level property which was recently renovated with zero environmental impact. Step inside and feel instantly at home thanks to the rustic, wooden furniture and tile floors that look like they’ve been plucked straight from the pages of an Italian fairy-tale. Then, when you think it can’t get any better than the open-plan living area, head upstairs to the well-appointed mezzanine and while away the afternoon in your private reading nook. It doesn’t get much better than that. 

Of course, it wouldn’t be an Italian getaway without a spot of sunbathing and this home has got plenty of outdoor space for fulfilling that very purpose. Slip into your swimming costume and go for a dip in the private pool, fire up the grill and dine alfresco on your favourite Italian dishes, or simply sit back and relax, letting the glorious ocean vistas wash over you as you sip a glass of the region’s best wine. Saluti.  

Fermo Believer 

Indoor Pool

Free Parking

Occupying a secluded hilltop location in the Le Marche hills, this spectacular 18th-century villa offers you and your party an unmatched opportunity to relax and unwind, far removed from the hustle and bustle of everyday life. 

With five rooms split across two separate apartments (one on the ground floor, and one on the first), the home offers the ideal getaway for a couple of families to holiday together while maintaining a degree of privacy. In addition, it would also work for a multi-generational group looking for a place where gran and grandad can seek out a secluded spot when the kids get a bit boisterous.

Life in Le Marche is best enjoyed outdoors, and this home packs in plenty of alfresco amenities. With its pool surrounded by sun loungers, an outdoor kitchen (complete with a pizza oven) and a dining area that sits beneath the cloudless skies, you're able to make the most of the rare countryside air, even if you've been tasked with making lunch that day.

Feeling energetic? Head inland to the mountains for a day of hiking through unspoiled landscapes, or racing down hills on bikes. Fancy a lazy day? Drive twenty minutes to the Adriatic coast to enjoy a dip in the ocean. Want to live like a local? Discover the medieval hill town of Macerata, 18km away.

Castor & Pollux

On Italy’s verdant Adriatic coast, this villa is set in the quiet countryside, a short drive from crystalline beaches. There are a handful of beaches to choose from; it’s a seven-minute drive to the long stretch of sand at Marcelli, or perhaps the craggy coves of Numana are more your style, also a seven-minute drive.

The villa itself sits in a small, private complex, with the use of a shared swimming pool for hot days and a private patio and shaded veranda. Inside, you’ve got the classic wooden ceilings of Italian farmhouses and a brick-style floor reminiscent of rustic country villas. A cosy wood-burner awaits in the living room for cooler evenings and bedrooms come with pretty countryside views out the window. 

Five Leaves Left

This beautiful home can be found on the Italian coast in a municipality of Ancona known as Sirolo. Whilst small – there are under four-thousand inhabitants – it has been continually praised, and it’s not surprising to see why once you visit. Paying homage to its rich history, it features a restored mediaeval town centre dotted with attractive restaurants and bars that you’ll probably end up frequenting. Once you’ve had lunch with a negroni cocktail, walk to any one of the many beaches to dip your toes into the Adriatic sea. 

Grab tiramisu on your way back home and settle around the dining table to devour it together – don’t forget to make a round of espresso to enjoy afterwards. When you’re done gushing about just how good that was, why not clear the table for a round or two of poker – loser gets the pizza for dinner. As the day winds down, settle into the couch with a good book and simply appreciate the natural warmth of the wooden rafters and exposed brick.

In the Rafters

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

With white marble, dark stained woods, and rough-hewn stone, this villa feels like an extension of the Italian hillside rather than anything made by man. Overlooking the countryside of the quiet province of Pesaro and Urbino, this home is made for relaxation; float in the crystal waters of the pool, swing in the huge hammock on the deck while the kids entertain themselves in the little playhouse, and admire the panoramic views of the poplars, cypresses and oaks that surround the home. If you can rouse yourself to explore further, you’ll discover a whole host of delights within five minutes of your home. The country’s truffle capital, Acqualagna, is just a few minutes drive away, so you can dine on the delicacy at every meal, and a short stroll will bring you to your very own private beach on the shores of the Candigliano River – perfect for picnics, fishing expeditions, and swimming beneath the high Italian sun. 

Tartufo Bianco

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

Nestled in the rolling hills of Marche, this home is the definition of rural charm. The 200-year-old farmhouse is now a charming, four-bedroom villa showcasing both modern amenities and traditional style. Admire the exposed wooden beams and fireplace in the living space, and take in the views from the master bedroom's private balcony – whoever takes this room is very lucky indeed. The garden is an attraction in its own right, with flourishing flowers and shaded dining areas where you can enjoy breakfast in the morning. Relax by the pool with a book and soak up the views, returning to the house only to rustle up lunch in the kitchen to enjout in the conservatory, one of our favourite spots. If it's even possible, the gardens perhaps look more charming after the sun goes down, when the pool lights up and lamps cast the trees in a warm glow. Gather out here for a barbecue, and afterwards curl up in the historic living room for a nightcap. While this home's charm comes from its rural location, you're just a twenty-minute drive from Pesaro, a coastal city where you can visit palaces and take to the many cycling trails. 

The Rest Is History

Ski-in and Ski-out

We can’t imagine a holiday more serene than a stay in a seaside villa. Gifted with rooftop views of a scenic landscape, a pool right by the water (you can see the masts of bright white yachts while swimming laps) and a furnished terrace where you can eat your favourite meals and unwind with a drink or two, it’s all about the outdoor living here. After tucking into dinner under the pergola, you’ll be eager to head up to the roof for a soothing soak in the Jacuzzi. There are lounges all over the house so you can snuggle up on the sofa and watch a classic on Netflix, sit outside in the breeze as you sip some red wine and escape to a cosy living room for some alone time with a good read. When you’re looking for some family fun in the sand, Portoverde Beach is just a fifteen-minute walk from home. 

Iris by the Sea

Juicer

Desk / Workplace

Once the residence of a local noble lineage, this renovated country home provides a tranquil base for families and large groups. You'll find it nestled in verdant hillslopes, boasting five acres of lush landscaped gardens and panoramic views of the medieval town of Valfabbrica. Here, the famous Sentiero di San Francesco hiking trail is practically on your doorstep, while the beautiful towns of Perugia and Assisi are less than a thirty-minute drive away.

At first glance, this home charms with its rustic stone facade. Inside, it's all exposed beam ceilings, terracotta tiled floors and traditional furnishings. We especially love the country kitchen, fully equipped for home cooking and seamlessly connected to the lounge and dining room through wide, sweeping archways. After a restful slumber in the spacious sleeping quarters, fire up the Moka pot and enjoy espressos on the patio. 

Outside, expansive gardens offer ample space for relaxing in the sun. Spend your days catnapping on a sun lounger or tucking into a picnic amidst the foliage. On balmy evenings, gather for alfresco feasts on the wood-fired oven and masonry barbecue before curling up in the cosy lounge by the warm glow of the fireplace.

Divine Reverie

Games Room

Pool / Snooker Table

Bicycles

Hidden in the lush greenery of the Colfiorito plateau, this elegant villa lies in a small village between the Italian regions of Umbria and Marche. Fill that need for luxury and solitude, and surround yourself with the breathtaking vistas of the Italian countryside. Enjoy your own infinity pool, with plenty of space on the terrace and across the vast gardens for alfresco dining, and an outdoor shower for rinsing off after a plunge in the pool. With bedrooms sorted into five suites with their own bathrooms and living rooms – two with a double and single bedroom, and three with double bedrooms – everyone will have more than enough room to stretch their legs. There is even a cinema room with a projector and a basement playroom for children. Go for a game of ping pong under the lush canopies of the trees, or let the kids play in the gardens while you catch some rays on the row of sun loungers. The historic Art Nouveau style sets this villa apart, and its roots in the local area are apparent from the village chapel attached to the back of the home.

When it comes to exploring the local area, you're in for a treat – you'll already be immersed in the surrounding village, and you'll be just a short drive from the main shopping centre where you'll find some fantastic local restaurants and bars, as well as a supermarket for all the essentials you might need during your stay. A little further afield you'll be able to get on the highway and take a day trip to some of the culture-rich cities of the regions of Umbria and Marche.

Sun-Kissed Green Heart

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 in Sirolo, an area known as the ‘pearl of the Adriatic’, this home is perfect for your next family holiday or getaway with your friends. Spend many hours soaking up the sunshine on the rooftop terrace as you recline on a sunbed and enjoy a great holiday read.

This home is in a medieval town in the Marche region, situated in the Conero Regional Park, home to some of the most beautiful beaches in the whole region, so why not spend time on the beach – which is reachable in just twenty minutes on foot? Then, in the evening, we would love to dine alfresco on authentic pizza and pasta – accompanied by a bottle of local Italian wine – under the shade of the trees. 

Sirolo Pearl

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