
Holiday houses in Santa Maria
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Top-rated holiday rentals in Santa Maria
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Apartment: Casa di Anna 2
Stay in a charming, family-friendly setting just a stone's throw from the spa. The apartment, with new and modern furnishings, offers a large and super-equipped kitchen for every need. It has a double bedroom, a living room with a single sofa bed, a kitchenette, and a bathroom. Free parking is available in front of the building. The perfect base for total well-being! Distances from the main places of interest: Ascoli Piceno 18 km San Benedetto del Tronto 52 km Offida 44 km Monti Sibillini Park 15 km
4.9 out of 5 average rating, 21 reviews
CASA DI BETTA, Apt. 2, Ascoli, Norcia, Sibillini Mountains
Welcome to Casa di Betta in the heart of the Lost Apennines, a residence surrounded by unspoiled nature in the hills of Falciano, just minutes from Acquasanta Terme and Ascoli Piceno. A magical place where time slows down, the air smells of woods and the view opens onto breathtaking landscapes. Surrounded by acres of private meadows, the house overlooks a unique vantage point, perfect for relaxing holidays with family or groups of friends, away from the chaos and in close contact with nature.
4.81 out of 5 average rating, 16 reviews
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.
4.74 out of 5 average rating, 219 reviews
House in the Center with free private parking
Relax in this peaceful and centrally-located place. Bright apartment located on the second floor of a small condominium with an elevator. Full historic center of Ascoli Piceno, adjacent to Piazza della Viola and less than 300 meters from the main Piazza del Popolo and Piazza Arringo. It consists of an entrance on a large living room, equipped kitchen, double bedroom, bedroom with two beds, one of which is missing and a large bathroom. Air conditioning. Complete the property private parking
4.94 out of 5 average rating, 47 reviews
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.
5.0 out of 5 average rating, 8 reviews
Casale del Menotre | Countryside Umbrian Retreat
Just minutes from Assisi, between Rasiglia, Spello, and the Menotre Waterfalls, the tourist rental welcomes you. After a day discovering Umbria, just relax in the hydromassage, hammock, deckchairs and BBQ area immersed in nature and the silence of the Umbrian landscape. The house has Wi-Fi, Smart TV with access to personal Netflix, air conditioning and 3 bedrooms, one of which has a private bathroom. Non-entrepreneurial tourist rental without additional services.
5.0 out of 5 average rating, 7 reviews
Cocoon of Gran Sasso
"O blessed solitude, or only bliss" Immersed in the tranquility of nature and a few meters from the Annorsi Fountain and its precious spring water, the "Gran Sasso Refuge" was a stable for sheep. After years of abandonment, converted to residential and accommodation use, it found a second life thanks to a wise renovation that, while respecting the context, made use of the latest technologies such as the floor heating system or the ventilated roof structure
4.98 out of 5 average rating, 228 reviews
Country Escape - Pool & Hot Tub
Escape to our charming retreat in the heart of Abruzzo, ideal for couples seeking romance or a small family getaway. Perfectly positioned between the sea and the mountains, our home offers stunning natural surrounds. Enjoy exclusive outdoor amenities: a refreshing pool, relaxing hot tub, cozy firepit, and al fresco dining area. Engage with nature and meet our friendly farm animals—goats, chickens, ducks, cats, and our lovable dog.
5.0 out of 5 average rating, 19 reviews
bed & breakfast of your dreams
Kick back and relax in this calm, stylish space. Location in the green of the Sibillini mountains, 10 km from Ascoli Piceno. Here you can find the "dream B&B" that will make your stay an unforgettable experience. You will have an entire property at your disposal, equipped with all the comforts that will accompany your stay. Inside the property, you can be pampered by a beautiful mini whirlpool where you can spend relaxing moments.
5.0 out of 5 average rating, 22 reviews
Traditional 3-bedroom cottage with large garden
Forget your worries in this spacious and serene space. Absolutely tranquil, but less than a five minute drive from the bustling village of Sant’Angelo, which has three restaurants, three bars, and a theatre, as well as all local services. Relax and enjoy the views in the garden, or drive half an hour to the beach or a lake in the mountains, or explore the many beautiful hilltop towns in the area. Something for all tastes!
4.98 out of 5 average rating, 42 reviews
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.
4.94 out of 5 average rating, 35 reviews
"Da Temperi" mini apartment
In the heart of the Monti della Laga hides the small village of Quintodecimo where you can dive into a unique atmosphere of fresh green fauna and old stone houses. Perfect for people who like to do outdoor activities like trekking and climbing and are looking for a rural nature experience in the Sibillini mountains.
4.87 out of 5 average rating, 52 reviewsPopular amenities for Santa Maria holiday rentals
Other great holiday rentals in Santa Maria

Re House Suite & Deluxe Apartament
4.96 out of 5 average rating, 70 reviews
Art Studio
4.94 out of 5 average rating, 16 reviews
Villa Sibilla
4.99 out of 5 average rating, 82 reviews
L'Attico Sul Fiume center home
4.91 out of 5 average rating, 199 reviews
Casa di Anna Apartment
5.0 out of 5 average rating, 9 reviews
MarcheAmore - La Roccaccia, La Sibilla Apartment
5.0 out of 5 average rating, 7 reviews
VILLA SERRA - Sibillini Retreat
4.6 out of 5 average rating, 5 reviews
NEW! Charming farmhouse retreat with private pool
5.0 out of 5 average rating, 12 reviewsDestinations to explore
- Terminillo
- Lago del Turano
- Rocca Calascio
- Gran Sasso d'Italia
- Monte Terminillo
- Monte Terminilletto
- Basilica of St Francis
- Frasassi Caves
- Pescara Centrale
- Sibillini Mountains National Park
- Sibillini Mountains
- Shrine of the Holy House
- Mount Subasio
- Birthplace of Gabriele D'Annunzio Museum
- Fonti Del Clitunno
- Centro Commerciale Megalò
- Sirente Velino Regional Park
- Stiffe Caves
- Rocca Maggiore
- Torre Di Cerrano
- Spoleto Cathedral
- Lame Rosse
- Cattedrale di San Rufino
- Eremo delle Carceri





