
Villa vacation rentals in Ascoli Piceno
Find and book unique villas on Airbnb
Top-rated villa rentals in Ascoli Piceno
Guests agree: these villas are highly rated for location, cleanliness, and more.

Italian Idyll, stunning views, pool, play-den.
Farmhouse in magical landscapes of central Italy. Fabulous mountain views, private pool, huge children's play-den with toys & games. Baby-friendly sandpit, swings. Great family property. Terraces, sweeping gardens. Close to medieval village and lake in the valley with boating and pizzeria. Lots to do in the area including Roman ruins and fantastic walking locally and in the mountains. Delicious food, truffles, wild boar, excellent local wines. Bookings by the week high season, Saturday start

[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.

Poolside Villa & Spa Retreat* * * *
Welcome to Villa Natali, an extraordinary luxury home that welcomes you with its breathtaking beauty and offers you maximum comfort in an exclusive atmosphere. The villa is a true oasis of peace and quiet, equipped with a private pool that invites you to cool off on summer days, and a refreshing spa that is a corner of pure pleasure. The charm of the surrounding vineyards will transport you to a timeless place, where you can taste fine wines and have an authentic experience.

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 Massignano - villa with pool sleeps 6
Villa Massignano is a paradise of peace and quiet in the heart of the Italian region Marche. The villa is located at 1 km of the town center of Gualdo, 10 km from San Ginesio. and 12 km from Sarnano. The villa has a private pool with panoramic view, furnished outer spaces for outdoor dining in the sun as well as in the shade and plenty of private parking space. The villa sleeps six in three bedrooms and has two complete bathrooms.

Frescoes and Centuries-Old Park– Villa Mastrangelo
A well-known residence in our area: You can easily find us online as a local tourist landmark. Self check-in at any time Discounts for longer stays (contact me) 🏰 Exclusive apartment of over 150 m² 🌿 Private 200 m² garden with century-old plants – PET FRIENDLY 🚗 Private parking (open and closed) FREE 📶 FAST Wi-Fi and Smart TV ☕ Kitchen: coffee, tea, oil, vinegar, sugar, salt, etc. 🧺 Bed linen, towels, soap

Casalino Galassi 4&2 by Marche Holiday Villas
Casalino Galassi is a small stone jewel, recently renovated and nestled in the green Sibillini Mountains. The heated pool allows for swimming even in cooler weather. A lovely stream borders the property, providing a pleasant place to cool off and relax in the summer months. <br><br>The entrance leads into the warm-toned living room/kitchen, with glass doors overlooking the garden and heated pool.

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.

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.

La Buona Maniera 10, Emma Villas.
La Buona Maniera in Monteprandone offers the perfect balance between tradition and modernity, set among the rolling hills of Marche. The restoration, thoughtfully executed, has brought out the beauty of original materials through features like porcelain stoneware and traditional wooden beams, creating an authentic and elegant atmosphere.
Popular amenities for Ascoli Piceno villa rentals
Private villa rentals

Relax e Smart working da sogno WI-FI e AC

villa located in the medieval center- sea view

Villa Arzilla, fantastic view of the Sibillini Mountains

Frescoes and Centuries-Old Park– Villa Mastrangelo

Old House, a view from the sea to the Sibillini Mountains

Villa Pini Colonnella

Villa Tiburro nested in a Truffle Farm

Luxury Stay with Garden
Luxury villa rentals

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

Wheat - Casa Bella Vista

Belvilla by OYO Fattoria 19 - Pet friendly

Villa Dei Limoni

Panoramic villa with pool and gym

Villa Fazi - Historical Villa With Pool & A/C

Villa La Fonte 14

Villa Viola – Your serene countryside escape
Villa rentals with a pool

Villa Pi.Lú.

Casa Alessia - Country villa with swimming pool

Le Margherite Country House - Entire Farmhouse

Colle della Sibilla - co nn. Huntry house

Dimora Campo delle Mura – Charming House

Villa, Spectacular Private View and Pool, Fermo

Panoramic country villa with pool

Villa "La Principessa" with pool
Destinations to explore
- Rentals with a fire pit Ascoli Piceno
- Farmstay rentals Ascoli Piceno
- Fitness-friendly rentals Ascoli Piceno
- Condo rentals Ascoli Piceno
- Rentals with a balcony Ascoli Piceno
- Apartment rentals Ascoli Piceno
- Vacation home rentals Ascoli Piceno
- Rentals with a washer and dryer Ascoli Piceno
- Pet-friendly rentals Ascoli Piceno
- Rentals with a hot tub Ascoli Piceno
- Waterfront rentals Ascoli Piceno
- Beachfront rentals Ascoli Piceno
- Rentals with pools Ascoli Piceno
- Family-friendly rentals Ascoli Piceno
- Rentals with beach access Ascoli Piceno
- Smoking-friendly rentals Ascoli Piceno
- Bed and breakfasts Ascoli Piceno
- Rentals with a fireplace Ascoli Piceno
- Rentals with outdoor seating Ascoli Piceno
- Rentals with breakfast Ascoli Piceno
- Rentals with an EV charger Ascoli Piceno
- Tent rentals Ascoli Piceno
- House rentals Ascoli Piceno
- Rentals with a patio Ascoli Piceno
- Villa rentals Marche
- Villa rentals Italy
- Terminillo
- Frasassi Caves
- Rocca Calascio
- Two Sisters
- Spiaggia di San Michele
- Spiaggia Urbani
- Spiaggia Marina Palmense
- Campo Felice S.p.A.
- Cantina Colle Ciocco
- Mount Subasio
- Shrine of the Holy House
- Conero Golf Club
- Pescara Centrale
- Monte Prata Ski Area
- Campo Stella – Leonessa Ski Resort
- Monti Sibillini national park
- Stazione Sciistica di Ovindoli