Ascoli Piceno

We selected the [listingCount] homes worth renting in this location

Book a stay in one of the best homes in [destination]

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

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

Set in the countryside, just outside the charming village of Carassai, this peach-coloured casa offers an idyllic retreat with jaw-dropping valley views towards the Adriatic in one direction and the Sibillini Mountains in the other.

Its interior strikes just the right balance between rustic charm and modern convenience. Think exposed beam ceilings, terracotta floors and antique furniture sitting alongside stainless steel appliances and comfortable sofas that are a pleasure to sink into. Upstairs, you'll find three relaxing bedrooms, though the main room is the star of the show, with direct access to a private balcony that takes the vistas to a whole new level. 

Time here is all about emptying your schedule and the sweet joy of doing as little as possible by the pool. However, should you find yourself wanting to explore further afield, the golden beaches of the Adriatic coast are well worth your time. Sirolo, San Benedetto Del Tronto, and Grottammare are particular standouts – as are the beautiful historic hilltop towns of Fermo and Offida and the Romanesque churches of Ascoli Piceno.

Peach Palace

Stays in this part of Italy come in all shapes and sizes but if you're looking for the grandeur of an imposing historic home then this stunning place on a cliff top certainly fits the bill. Lovingly converted from an old monastery into apartments, it's the perfect combination of character features and modern styling. Set on the first floor, you'll have two bright and airy levels with high ceilings, curved windows and plenty of natural wood. Joined by a contemporary staircase and featuring a mezzanine area that's used as a TV snug, it's a spacious home for up to six.

There's an open layout to the living space, where a sleek new kitchen and an antique dining table are the stars of the show, plus a bedroom and bathroom on the lower level and a huge master suite above. We love the ancient vaulted ceiling in this room in particular.

And for the full experience, take a stroll around the building's shared gardens, dotted with trees and grapevines. Overlooking the sea, you'll no doubt find yourselves out here morning and night. Just a walk or a short drive from the centre of Sirolo, and with a selection of beaches on your doorstep, it's a perfect base for adventures in Marche.


Sanctified

Set in the Marche region, between the Adriatic Sea and the Sibillini mountains, this pet-friendly villa overlooks the Aso valley and sprawling olive groves. The best spot to soak up the views is outside at the infinity swimming pool or the pergola dining area. We think this home works particularly well for those with children, as two bedrooms have a mezzanine – not to mention there's plenty of room outdoors for little ones to let off steam. The hydromassage bathtub offers a sweet spot to enjoy a glass of local Italian wine indoors. It's worth noting that when booked at full capacity, two children will sleep on single sofa beds.

Villa Olivi

This home is just majestic as its stunning countryside surroundings. It's ideally located in a peaceful spot, nestled among the rolling hills of Umbria, just a short drive from the fascinating medieval town of Bevagna. Surrounding the villa sits groves of olive trees and lush green vineyards, with Mount Subasio creating a heavenly backdrop to the idyllic countryside views. These are best enjoyed with a cocktail in hand while relaxing by the infinity pool, or while dining at sunset on the covered terrace. The interiors are just as elegant, with traditional touches together with modern luxuries, such as the private massage room.

The Olive Courtyard

Even though this charming villa sits out in the Umbrian countryside, you can see the medieval fortress of Asissi from the terrace. The winding streets packed with cafés, restaurants and ancient sights are just a five-minute drive away, yet your secluded abode is surrounded by fields and hills for peace and quiet. Plus, there's a traditional osteria serving Umbrian cuisine on the edge of the forest, just 1km from the villa – four bicycles are provided to get around. 

Within the grounds, you’ve got a sparkling swimming pool on the hillside, overlooking the valley below. While away the days floating on the lilo and drying off on the comfy, beanbag-style loungers. To the side of the house, you’ll find a wooden pergola with greenery creeping up the woodwork where alfresco dining comes courtesy of a wood-fired oven. 

Alternatively, you could opt to cook meals in the sleek, modern kitchen inside and dine in the open-plan living area, surrounded by modern artworks. Bold, textured paintings sit on gallery-white walls and striking sculptures populate the corners of rooms. Perhaps the greatest image, though, is the view of hilltop Asissi from the sliding glass doors in the plush living room. 

Saint Francis

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

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

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 

This ancient home in the countryside is teeming with character and steeped in history. Once used for hunting and leisure in the 1800s, you can sit out on the private balcony with your morning coffee or head down the steps and to the private pool for a swim under the hot sun. The consecrated church on the ground floor and traditional kitchen make this home stand out from the crowd. Whether you're inside finishing up some remote work or reading a book by the fireplace, or dining alfresco by the pool, there is more than enough to fill your days with here.

Surrounding this home you'll find a number of villages and towns littering the rural landscape. History lovers can visit the fortress of Rocca Del Borgia, or drive into the town of Camerino where you'll find essentials, dining opportunities and a friendly local atmosphere.

Chronicles of Summer

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. 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. 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 suites with some boasting their own bathrooms and living rooms, 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 spa room is accessible for a fee, too. 

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

United Kingdom luxury cottages

England luxury cottages

Wales luxury cottages

Scotland luxury cottages

Edinburgh airbnb alternatives

York airbnb alternatives

Cornwall luxury cottages

Cumbria luxury cottages

Devon luxury cottages

Dorset luxury cottages

Kent luxury cottages

Norfolk luxury cottages

Northumberland luxury cottages

Pembrokeshire luxury cottages

Somerset luxury cottages

Suffolk luxury cottages

The Cotswolds luxury cottages

Yorkshire cottages

United Kingdom

London airbnb alternatives

London luxury aparthotels

London luxury serviced apartments

London luxury short stay rentals

London luxury vacation rentals

London

Paris airbnb alternatives

Paris luxury aparthotels

Paris luxury short stay rentals

Paris luxury vacation rentals

Paris

Los Angeles airbnb alternatives

Los Angeles luxury vacation rentals

New York airbnb alternatives

New York luxury short stay rentals

New York luxury vacation rentals

Joshua Tree airbnb alternatives

Palm Springs airbnb alternatives

Palm Springs luxury vacation rentals

San Diego airbnb alternatives

United States

Italy luxury villas

Rome airbnb alternatives

Rome luxury vacation rentals

Milan airbnb alternatives

Florence airbnb alternatives

Venice airbnb alternatives

Apulia Luxury Villas

Sicily luxury villas

Tuscany luxury villas

Lake Como

Sorrento airbnb alternatives

Amalfi Coast airbnb alternatives

Italy

Spain luxury villas

Barcelona airbnb alternatives

Barcelona luxury aparthotels

Barcelona luxury vacation rentals

Madrid airbnb alternatives

San Sebastian airbnb alternatives

Canary Islands luxury villas

Costa del Sol luxury villas

Ibiza luxury villas

Malaga airbnb alternatives

Mallorca luxury villas

Marbella luxury villas

Spain

Portugal luxury villas

Lisbon airbnb alternatives

Porto airbnb alternatives

Algarve luxury villas

Madeira luxury villas

Portugal

Greece luxury villas

Athens airbnb alternatives

Crete luxury villas

Corfu airbnb alternatives

Mikonos airbnb alternatives

Rhodes luxury villas

Santorini airbnb alternatives

Greece

Berlin airbnb alternatives

Cape Town

Copenhagen airbnb alternatives

Dubai airbnb alternatives

Tel Aviv airbnb alternatives

Barbados luxury villas

Cyprus luxury villas

French Riviera luxury villas

Other

Top Destinations

Destinations

Ascoli Piceno Accommodation

Ascoli Piceno Accommodation for Groups

Ascoli Piceno Airbnb Alternatives

Ascoli Piceno Boutique Hotel Alternatives

Ascoli Piceno Holiday Rentals

Ascoli Piceno Hotel Alternatives

Ascoli Piceno Long Stay Rentals

Ascoli Piceno Monthly Rentals

Ascoli Piceno Self-Catering Apartments

Ascoli Piceno Short Stay Rentals

Ascoli Piceno Vacation Rentals

Types

Book a stay in one of the best homes in Ascoli Piceno

We selected the 106 homes worth renting in this location

Who's coming along?

Home spotlights in Ascoli Piceno

We selected the top 3% holiday homes in Ascoli Piceno

Most popular homes in Ascoli Piceno

Check upcoming rates & availability for Ascoli Piceno

Frequently asked questions