
Villa holiday rentals in Ascoli Piceno
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Top-rated villa rentals in Ascoli Piceno
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Villino Molino111
Nestled in the Macerata hills, a short walk from the Sibillini Mountains, at the Molino111 B&B time slows down and every detail smells like home. The cozy rooms, furnished with simplicity and warmth, offer the right comfort for couples, families, and friends looking for authenticity. Large spaces surrounded by greenery: a shared panoramic swimming pool and an area equipped with barbecues and hobs, ideal for dinners under the stars. Nature will be the backdrop to rediscover the pleasure of small things.

[Sibillini view] Villa Amici
The house with a view of the Sibillini mountains is on 2 floors and consists of: Ground floor: -1 veranda with sofa beds, armchairs and view of the mountains -1 spacious entrance to the living room with 2 sofa beds -1 fully equipped kitchen -1 service bathroom with usable washing machine On the 1nd floor: -1 double bedroom -1 room with two bunk beds -1 complete bathroom with large shower box All surrounded by greenery and peace in the countryside in the Sibillini Mountains National Park

Villa with exclusive private, heated pool
Villa del Sole is a beautiful retreat nestled amidst the typical verdant hills of the Marche region. It's located just 35 minutes away from the stunning beaches of Porto San Giorgio. This newly built accommodation offers all the comforts that you could ask for. The villa is fully enclosed with wired fencing and surrounded by a gorgeous garden, making it pet-friendly. Guests can enjoy the heated pool, which is exclusively for them and enhanced with a winter cover from October through March.

NEW! Charming farmhouse retreat with private pool
Casa Pippiete is a beautifully restored, contemporary farmhouse. With unspoiled, breathtaking views of the Sibillini Mountains, Casa Pippiete is a peaceful retreat just 10 minutes from the towns of Comunanza and Amandola in the central Italian Apennines. The stylish house offers 3 spacious double bedrooms, 3 bathrooms, living room, dining room and fully equipped kitchen. Outside, enjoy the views from the large infinity pool or covered terrace. A perfect escape for families and friends.

Frescoes and Centuries-Old Park– Villa Mastrangelo
Well-known residence in our area You can easily find us online as a local tourist landmark. 1️⃣ Self check-in available at any time 2️⃣ Discounts for longer stays (contact me for details) 🏰 Entire villa of over 600 m² 🌿 Centuries-old park of 2000 m² – pet friendly 🚗 Private parking, both open and covered – free of charge 📶 Air conditioning, fast Wi-Fi and Smart TV ☕ In the kitchen: coffee, tea, oil, vinegar, sugar, salt, etc. 🧺 Bed linen, towels and soap included

Villa Meraviglia, heated pool, 16 km from the sea
Situata nel cuore delle colline marchigiane, Villa Meraviglia è stata recentemente ristrutturata con rifiniture di pregio. L’abitazione si trova a Carassai, paese della provincia di Ascoli Piceno, edificato sul crinale tra il fiume Aso ed il torrente Menocchia che gode di una magnifica vista sulle valli fino ai Monti Sibillini. È dotata di giardino con area giochi, fitness, piscina e composta da ampio salone,cucina, 2 bagni,3 camere e ampio terrazzo con splendida vista.

Villa Arzilla, fantastic view of the Sibillini Mountains
Delightful typical detached stone house, on two floors, surrounded by greenery with a beautiful view of the Sibillini Park. Ideal for a relaxing vacation, where your four-legged friends are welcome. No smoking. Three bedrooms, sleeps 6 plus 2 cots, two bathrooms, kitchen, living room. Porch and large fenced garden. Fireplace, barbecue, dishwasher, washing machine, microwave. Villa Arzilla is halfway between two beautiful medieval villages, Sarnano and Amandola.

VILLA SERRA - Sibillini Retreat
COMPLETELY RENOVATED - NEW OPENING 2026 Villa Serra Sibillini Retreat is a detached property with a large garden overlooking the Sibilla and Vettore mountains. The property has three double bedrooms with high-quality king-size Reactive mattresses, one of which has twin beds that can be separated upon request. It now offers spa services, a Finnish sauna overlooking the Sibilla, and a heated whirlpool tub, included with your reservation year-round.

Villa Viola – Your serene countryside escape
Breathe. Listen. Unfold. In the heart of the Marche countryside, nestled among gentle hills of Sibillini Mountains and old villages, Villa Viola feels like a place from another time. As you step onto the property, the pace of everyday life fades away, and you find yourself immersed in an atmosphere of calm and stillness. Escaping into silence is the experience Villa Viola offers—where nature becomes your rhythm, your peace

Lemonvilla - Panoramic position - Pool - 240sqm
Surrounded by vineyards, olive groves and fields, this villa, built in the typical style of the country, is situated in an absolutely quiet location with a wonderful unobstructed view of seven medieval villages, which are illuminated at night. Only a few kilometres away is the village of Castigniano, which has a very attractive old town with small cafés and good shopping facilities.

Villa with Pool - Relaxation and Nature in the Marche region
Villa Silente welcomes you to an environment that preserves the charm of tradition, an unspoiled place that preserves the roots of a past rich in history. The structure was designed according to the principles of Bio-Architecture, using natural and sustainable materials, which integrate harmoniously with the surrounding environment.

The Casale dei Noccioli
This splendid residence is located just 6 km away from Civitella del Tronto, one of the most beautiful villages in Italy. You will spend unforgettable moments walking in the large garden equipped with a magnificent barbecue or swimming in the splendid pool.
Popular amenities for villa rentals in Ascoli Piceno
Private villa rentals

Pet-Friendly Villa with Garden

Wheat - Casa Bella Vista

Villa Pi.Lú.

Old House panorama dal mare ai monti Sibillini

Luxury Stay with Garden

Stunning town villa + pretty garden

villa surrounded by greenery

Casalino Galassi 4&2 by Marche Holiday Villas
Luxury villa rentals

Italian Idyll, stunning views, pool, play-den.

Family villa,pool,hilltop, sea Wi-fi Air-co EV cha

Magnifique Villa with Pool

Iole's house

Belvilla by OYO Fattoria 19 - Pet friendly

Villa Broadlea - Panoramic Private Villa With Pool

Dimora Campo delle Mura – Charming House

Villa Torre
Villa rentals with a pool

Modernized rustic villa with enchanting views

Le Margherite Country House - Entire Farmhouse

Casa Alessia - Country villa with swimming pool

Villa Farrelli, Amandola

Colle della Sibilla - with Huntry house

Panoramic villa with pool and gym

Villa, Spectacular Private View and Pool, Fermo

Tenuta Borgio (Ascoli Piceno)
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- Riviera del Conero
- Terminillo
- Rocca Calascio
- Frasassi Caves
- Gran Sasso d'Italia
- Sibillini Mountains National Park
- Pescara Centrale
- Monte Terminilletto
- Shrine of the Holy House
- Monte Terminillo
- Spiaggia Urbani
- Sibillini Mountains
- Mount Subasio
- Sirolo
- Birthplace of Gabriele D'Annunzio Museum
- Torre Di Cerrano
- Spoleto Cathedral
- Stiffe Caves
- Centro Commerciale Megalò
- Porto Turistico Marina Di Pescara
- Sirente Velino Regional Park
- Spiaggia della Torre
- Fonti Del Clitunno
- Mezzavalle
- Things to do Ascoli Piceno
- Things to do Marche
- Nature and outdoors Marche
- Food and drink Marche
- Entertainment Marche
- Art and culture Marche
- Things to do Italy
- Food and drink Italy
- Wellness Italy
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- Nature and outdoors Italy
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