
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.
LocationFamilyHospitality

[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
ValueFamilyComfort

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.
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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.
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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
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Residence Villa Elaisa
New:On July 31, 2026, the facility was honored to receive the "Abruzzo Wellness Region" certification (Arpa -R005/2026/18171/2026). THE HOUSE: it is open space consisting of a ground floor and an upper floor connected by an internal staircase. 1 double bed and 1 double sofa bed (upstairs) 1 double sofa bed (on the ground floor) 2 bathrooms with shower (one on each floor) 1 kitchen and a table (ground floor) 1 kitchen and 1 table (on the veranda) 1 panoramic tree terrace
LocationFamilyNearby

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.
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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.
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Domodimonti Winery House
"Nestled on a hilltop, surrounded by peace and beauty, bear witness to the magic of the sun glowing amber as it sets over the estate." Welcome to a secluded Italian paradise in the heart of Le Marche region. If you crave solitude and a genuine escape from the ordinary, this is the haven that will provide an extraordinary backdrop for contemplation, with breathtaking views in all directions.
LocationNearbyComfort

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.
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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.
LocationConditionGetting around

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.
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Popular amenities for villa rentals in Ascoli Piceno
Private villa rentals

Pet-Friendly Villa with Garden

Wheat - Casa Bella Vista

Old House panorama dal mare ai monti Sibillini
ViewQuietHospitality

Luxury Stay with Garden

VILLA SERRA - Sibillini Retreat
LocationAccessCleanliness

Stunning town villa + pretty garden
LocationFamilyCleanliness

villa surrounded by greenery
LocationValueGrill

Sea-View Villa w/ garden, just steps from the Vill
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Luxury villa rentals

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

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

Magnifique Villa with Pool

Belvilla by OYO Fattoria 19 - Pet friendly

Villa Broadlea - Panoramic Private Villa With Pool

Scenic Hideaway with Pool

Dimora Campo delle Mura – Charming House

Villa Fazi - Historical Villa With Pool & A/C
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Villa rentals with a pool

Iole's house
LocationHospitalityCleanliness

Villa Pi.Lú.
LocationFamilyBreakfast

Le Margherite Country House - Entire Farmhouse
LocationFamilyQuiet

Casa Alessia - Country villa with swimming pool
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Villa Farrelli, Amandola
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Colle della Sibilla - Country House
LocationValueNearby

Panoramic villa with pool and gym
ValueLocationCondition

Villa, Spectacular Private View and Pool, Fermo
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Destinations to explore
- Farm stay rentals Ascoli Piceno
- Hotel rooms Ascoli Piceno
- Beachfront rentals Ascoli Piceno
- Rentals with pools Ascoli Piceno
- Bed and breakfasts Ascoli Piceno
- Pet-friendly rentals Ascoli Piceno
- Rentals with a hot tub Ascoli Piceno
- Waterfront rentals Ascoli Piceno
- Tent rentals Ascoli Piceno
- Family-friendly rentals Ascoli Piceno
- Rentals with breakfast Ascoli Piceno
- Holiday home rentals Ascoli Piceno
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- Rentals with beach access Ascoli Piceno
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- Flat rentals Ascoli Piceno
- House rentals Ascoli Piceno
- Villa rentals Marche
- Villa rentals Italy
- Riviera del Conero
- Terminillo
- Rocca Calascio
- Gran Sasso d'Italia
- Frasassi Caves
- Monte Terminilletto
- Monte Terminillo
- Pescara Centrale
- Sibillini Mountains National Park
- Spiaggia Urbani
- Shrine of the Holy House
- Sibillini Mountains
- Sirolo
- Mount Subasio
- Spiaggia della Torre
- Torre Di Cerrano
- Centro Commerciale Megalò
- Stiffe Caves
- Spoleto Cathedral
- Sirente Velino Regional Park
- Fonti Del Clitunno
- Lame Rosse
- Ponte del Mare
- Eremo delle Carceri





