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Villa holiday 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.

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Top guest favourite
A private panoramic pool is set on a wooden deck, surrounded by lush green grass and olive trees. Sun loungers are arranged neatly nearby, providing ample space for relaxation. The villa is visible in the background, framed by tall cypress trees against a clear blue sky.
Villa in Castorano
5.0 out of 5 average rating, 13 reviews

Villa Fonte a Colle Relax esclusivo nelle Marche

Splendida villa con giardino recintato, piscina, idromassaggio riscaldato, barbecue, veranda con sdraio e ombrelloni, portico e ampi spazi verdi. ​Dispone di 4 camere climatizzate (una al piano terra), 3 bagni e Wi-Fi. ​Al piano terra c'è un salone con camino, cucina, sala da pranzo e una camera con bagno condiviso. Al piano superiore una suite con bagno privato, due camere con bagno condiviso e una zona relax con minibiliardo, giochi e libri. ​Un'oasi ideale tra comfort, divertimento e relax.

FamilyLocationBack garden

Villa in Gualdo
5.0 out of 5 average rating, 3 reviews

Luxury Villa 8p | Scenic views | Heated Pool | A/C

An exclusive private villa in Le Marche near Gualdo, designed for refined living and total privacy. Accommodating up to 8 guests. It offers 4 elegant bedrooms with airco, 180×200 cm double bed and 4 bathrooms. The interior is a seamless blend of timeless Italian character and contemporary comfort. Unwind by the heated pool with sweeping views of the Monti Sibillini or enjoy long, relaxed dinners in the outdoor kitchen. A serene retreat for those seeking beauty, tranquility and understated luxury

ComfortSleep qualityDecor

Top guest favourite
The image captures a serene sunset over a private pool, with lush green grass surrounding the area. Sunlight casts a warm glow on the villa's exterior, highlighting large windows that reflect the fading daylight. Trees and hills are visible in the background, enhancing the peaceful setting.
Villa in Servigliano
4.97 out of 5 average rating, 34 reviews

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.

FamilyLocationQuiet

Guest favourite
An aerial view captures a villa surrounded by the natural landscape of the Sibillini Mountains. The structure is nestled among trees, with the peaks of the mountains visible in the background against a clear blue sky.
Villa in Montefortino
4.89 out of 5 average rating, 38 reviews

[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

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Guest favourite
Two red woven chairs are positioned beside a small black table, overlooking an expansive view of rolling hills and mountains. A large blue infinity pool is visible in the background, complemented by vibrant flowers in the foreground under a clear, sunny sky.
Villa in Montefortino
5.0 out of 5 average rating, 12 reviews

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.

FamilyLocationCleanliness

Top guest favourite
Villa in Colli del Tronto
5.0 out of 5 average rating, 15 reviews

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

LocationFamilyAmenities

Guest favourite
Villa in Civitella del Tronto
4.9 out of 5 average rating, 29 reviews

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

FamilyLocationBack garden

Villa in Montefortino (FM)
4.6 out of 5 average rating, 5 reviews

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.

LocationViewGetting around

Guest favourite
A refreshing swimming pool is surrounded by sun loungers and a shaded area. A small blue table with chairs is positioned nearby, offering a place to relax. Lush greenery frames the view of rolling hills under a clear blue sky.
Villa in Castignano
4.96 out of 5 average rating, 25 reviews

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.

FamilyLocationComfort

Superhost
A serene outdoor space featuring a swimming pool with a shallow area and a connected jacuzzi. Sun loungers are placed around the pool, complemented by large umbrellas for shade. The backdrop includes rolling hills covered in greenery, providing a tranquil natural setting.
Villa in Montalto delle Marche

Villa con Piscina - Relax e Natura nelle Marche

Villa Silente vi accoglie in un ambiente che conserva intatto il fascino della tradizione, un luogo incontaminato che custodisce le radici di un passato ricco di storia. La struttura è stata progettata secondo i principi della Bio-Architettura, utilizzando materiali naturali e sostenibili, che si integrano armoniosamente con l'ambiente circostante.

LocationQuietPool

Guest favourite
Villa in Cupra Marittima
4.9 out of 5 average rating, 10 reviews

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

5 bedrooms, 4 bathrooms, 2 kitchen,2 living room (total 270 m2), on a hill amidst olive and fruit grove and vineyard. 3km from beach by car, 100 km from mountains. . Furnished in style. Pool, veranda, porch. Free Wi-fi, Air condizioned. E.V charging station

FamilyLocationAir conditioning

Top guest favourite
A pristine swimming pool is surrounded by lush greenery, offering views of gentle hills in the background. Sun loungers are positioned nearby, inviting relaxation. The pool's clear water reflects the bright blue sky, creating a serene outdoor setting.
Villa in Ripe
4.93 out of 5 average rating, 44 reviews

Il 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.

LocationFamilyQuiet

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