Book Luxury Holiday Rentals in Ascoli Piceno

Award-winning homes from £98

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Home spotlights in Ascoli Piceno

Brown Sugar

Brown Sugar

  • 8 guests

  • 3 bedrooms

Offida, Ascoli Piceno

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.

Adriatic Oleander

Adriatic Oleander

  • 8 guests

  • 3 bedrooms

Silvi, Teramo

From the peaks of Majella and Gran Sasso to the dazzling Adriatic Sea, the panoramas from this hilltop hideaway stretch far and wide. The location is spot-on for coastal adventures – you're just 3 kilometres from Silvi Marina's beach and 20 kilometres from Pescara.

All in Good Time

All in Good Time

  • 9 guests

  • 4 bedrooms

Montefortino, Fermo

Situated in the Sibillini Mountains National Park, this old watchtower offers stunning views of the surrounding valley. Now home to two apartments, it’s perfect for those looking to holiday together yet still enjoy some privacy.

Five Leaves Left

Five Leaves Left

  • 5 guests

  • 2 bedrooms

Montefreddo, Sirolo

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.


We selected the top 3% holiday homes in Ascoli Piceno Holiday Rentals

Explore the 110 most perfect homes in our collection

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Most popular homes in Ascoli Piceno

Phoenix Rising

Phoenix Rising

  • 6 guests

  • 3 bedrooms

Conca degli Ulivi, Acquaviva Picena

Memories from Marche

Memories from Marche

  • 5 guests

  • 2 bedrooms

Staffolo, Ancona

Casa Cittadella

Casa Cittadella

  • 16 guests

  • 7 bedrooms

Castelraimondo, Macerata

Casa Dhanu

Casa Dhanu

  • 12 guests

  • 6 bedrooms

Acquaviva Picena, Ascoli Piceno

Lemon Bouquet

Lemon Bouquet

  • 12 guests

  • 6 bedrooms

Serrapetrona, Marche

Sun-Kissed Green Heart

Sun-Kissed Green Heart

  • 18 guests

  • 9 bedrooms

Corgneto, Serravalle di Chienti

Abriana

Abriana

  • 8 guests

  • 4 bedrooms

Foligno, Perugia

The Poet's Retreat

The Poet's Retreat

  • 12 guests

  • 6 bedrooms

Monte San Giusto, Macerata

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Ascoli Piceno. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Ascoli Piceno has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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