Luxury Long Stay Rentals in Ascoli Piceno

We selected the 108 homes worth renting in this location

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Home spotlights in Ascoli Piceno

Vine Leaves on the Horizon

Vine Leaves on the Horizon

  • 5 guests

  • 2 bedrooms

Montefreddo, Sirolo

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.

Rural Regale

Rural Regale

  • 11 guests

  • 5 bedrooms

Giulianova, Teramo

Fringed with countryside, this terracotta-coloured home is a quiet country retreat fit for a large group seeking calm and country air. With its velvety lawn surrounded by olive, cypress, lemon and orange trees, a sparkling pool and a generous terrace for sun lounging and shady lunches, spending time outdoors will be high on your agenda.

Swaying Breeze

Swaying Breeze

  • 18 guests

  • 8 bedrooms

Cupra Marittima, Ascoli Piceno

Soak up breathtaking views over the countryside and across the Adriatic Sea from this scenic villa set in the village of Le Marche. Dressed in soothing white designs, modern furnishings and a minimal approach to the interiors, relaxing here is a breeze.

Peach Palace

Peach Palace

  • 8 guests

  • 3 bedrooms

Carassai, Ascoli Piceno

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.


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

Explore the 108 most perfect homes in our collection

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Most popular homes in Ascoli Piceno

Sanctified

Sanctified

  • 6 guests

  • 2 bedrooms

Sirolo, Ancona

Chronicles of Summer

Chronicles of Summer

  • 13 guests

  • 7 bedrooms

Camerino, Macerata

Phoenix Rising

Phoenix Rising

  • 6 guests

  • 3 bedrooms

Conca degli Ulivi, Acquaviva Picena

Casa di Capitano

Casa di Capitano

  • 6 guests

  • 3 bedrooms

Collecorvino, Pescara

Adriatic Oleander

Adriatic Oleander

  • 8 guests

  • 3 bedrooms

Silvi, Teramo

Deepest Desire

Deepest Desire

  • 14 guests

  • 4 bedrooms

Bevagna, Perugia

Fashion Country

Fashion Country

  • 13 guests

  • 6 bedrooms

Corridonia, Macerata

Hillside Stone

Hillside Stone

  • 8 guests

  • 3 bedrooms

Silvignano, Spoleto

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Check upcoming rates & availability for Ascoli Piceno Long Stay Rentals


Frequently asked questions

Explore our collection of luxury Extended Stay Rentals available for you to rent in Ascoli Piceno. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Ascoli Piceno collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.

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