
Holiday rentals with a pool in Ascoli Piceno
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Top-rated rentals with a pool in Ascoli Piceno
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Casale Biancopecora, Casa Sanforte
We are located in the south of the Marche near Fermo and Ascoli Piceno, between the olive trees and the organic vineyard of Casale Biancopecora di Massimo and Michela, a structure entirely recovered with principles of bio construction and anti-seismic, the views as far as the eye can see in the wonderful countryside of central Italy and the Sibillini Mountains. Just 27 km from the sea of Porto San Giorgio. The apartments have been renovated using the old original materials of the house with all the current comforts.

La Casetta - Entire house 5 minutes from the center.
Your Oasis of Relaxation in the Marche Region The CASETTA is a cozy home located in the open countryside, just minutes from the historic city of Ascoli Piceno. Surrounded by a lush and unspoiled agricultural landscape, it offers guests a stay experience that combines modern comfort with the authentic atmosphere of the Marche countryside. Thanks to its strategic location, it is the ideal starting point to explore the historic center, the mountains and the sea, all within a few minutes' drive.

WONDERFUL VILLA WITH HEATED POOL IN SPRING/AUTUMN
Welcome to Anthos, our charming resort nestled in the beautiful region of Abruzzo. The property features two elegant villas that share a central swimming pool, surrounded by lush gardens full of flowers and greenery. Set in a peaceful and relaxing area, Anthos offers the perfect balance between nature and convenience – just a short drive from both the sea and the mountains. It is located within my large olive grove, in a region renowned for its world-class wines and extra virgin olive oils.

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.

GrazieSole Agriturismo exclusive whole house
The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

Corner of paradise - Alpaca village nature and relaxation
Typical Marche farmhouse on two floors with a fabulous pergola overlooking the garden. The house is 1 km from the center of the village. Immersed in the Marche countryside, the house is located a few meters from the Tronto river and bordering the bike path that connects S. Benedetto. Not having houses in the immediate vicinity, the house allows you to fully enjoy your stay in absolute freedom (even with music until late at night). A barbecue and wood-burning oven are available.

House with pool, 1st floor, Villa Cerqueto
Located on the 2nd floor and ideal for 6/7 people. Equipped with all the comforts to enjoy a peaceful vacation in contact with nature and the beauty of the landscape among typical villages, the Adriatic Sea and the Sibillini Mountains. The apartment has 2 large air-conditioned bedrooms, 1 bathroom and 1 kitchen with a terrace where you can eat. The garden and swimming pool, shared with other guests, enjoy a privileged position from which you can enjoy a beautiful view.

La Betulla - Majesty View LUX
Escape to an exclusive 4-bedroom luxury villa set within 25,000 sqm of breathtaking landscapes in the heart of Italy. Perfect for those seeking relaxation, adventure, and gourmet experiences. ✨ Why You’ll Love It: 🌿 Truffle Forest & Farm Lab 🏊♂️ Expansive Pool & Outdoor Lounge - Unwind in pure luxury 🛏️ Elegant & Spacious Interiors 🌍 Prime Location – Close to the Adriatic Coast & top cultural destinations Book now for a one-of-a-kind Italian escape! 🌟

Apartment 1 Panoramic Terrace 2-3 Pax
The farmhouse, renovated in rustic style with exposed bricks is set in a landscape between rows of vineyards and extensive olive groves. The apartment with wooden roof and a large terrace overlooking the Montagne Gemelle, the Gran Sasso, and the Monti Sibillini. You will enjoy the quiet of the countryside in a true slice of agricultural life. We are inside a winery, it is possible, on request, to buy wine or book a themed tasting.

villa Strada
NEW FOR '26: Private rooftop Jacuzzi for up to 4 people. Opportunity to enjoy horse-drawn carriage rides along the scenic white roads of Montefortino. Nestled in the heart of the Sibillini Mountains, Villa Strada boasts breathtaking views of Mount Vettore and Mount Sibilla. This elegant 1990s villa combines timeless charm with modern comfort, featuring welcoming and harmonious spaces immersed in nature.

Villa Adele
Welcome to Villa Adele, a residence immersed in the quiet and greenery of the Abruzzo hills, located on a private street in the characteristic village of Ripattoni, a hamlet of the municipality of Bellante (Teramo). An ideal solution for those looking for relaxation, space and comfort in an authentic and regenerating environment.

Ginestra - Relax in the vineyards of Abruzzo
In a completely renovated 19th-century farmhouse, surrounded by olive groves and vineyards, 15 minutes from the SEA, we offer an independent apartment, pool area (open only in summer), a barbecue, Turkish bath, Thai massage (subject to availability), and a soccer field.
Popular amenities for Ascoli Piceno rentals with a pool
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- Riviera del Conero
- Terminillo
- Frasassi Caves
- Rocca Calascio
- Gran Sasso d'Italia
- Monte Terminilletto
- Pescara Centrale
- Sibillini Mountains National Park
- Monte Terminillo
- Shrine of the Holy House
- Sibillini Mountains
- Mount Subasio
- Spiaggia Urbani
- Sirolo
- Birthplace of Gabriele D'Annunzio Museum
- Torre Di Cerrano
- Spoleto Cathedral
- Spiaggia di San Michele
- Sirente Velino Regional Park
- Centro Commerciale Megalò
- Stiffe Caves
- Porto Turistico Marina Di Pescara
- Fonti Del Clitunno
- Spiaggia della Torre
- Things to do Ascoli Piceno
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- Nature and outdoors Marche
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- Entertainment Marche
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