
Vacation rentals in Santa Maria
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Top-rated vacation rentals in Santa Maria
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Casa di Anna 2 Apartment
Stay in a charming, family-friendly setting just a stone's throw from the spa. The apartment, with new, modern furnishings, features a large, superbly equipped kitchen for all your needs. It features a double bedroom, a living room with a single sofa bed, a kitchenette, and a bathroom. Free parking is available downstairs from the house. 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

Villa Ermelinda · Ville Carborello Weddings
Villa Ermelinda is a private 16th-century villa set among the rolling hills of Le Marche, ideal for intimate weddings, destination weddings and exclusive stays. It offers exclusive use, a panoramic pool, gardens, a big terrace and beautiful spaces for symbolic ceremonies, poolside aperitifs and dinners under the stars. Hosting up to 18 guests, it also works perfectly with nearby Villa Nasca & Villa Adele, just a few minutes away, for larger wedding groups and unforgettable wedding weekends.

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.

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.

Cocoon of Gran Sasso
"O blissful solitudo, or alone bliss" Immersed in the tranquility of nature and a few meters from the Annorsi Fountain and its precious spring water, the "Rifugio del Gran Sasso" was a barn for sheep. After years of abandonment, converted for residential and receptive use, he found a second life thanks to a skilful renovation that, despite respecting the context, has used the latest technologies such as the floor-to-ceiling thermal system or the ventilated structure of the roof

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

A stone's throw from the square
Enjoy a stylish vacation at this property in the heart of the historic center. It is a newly built apartment with all the amenities available, with a large terrace where you can relax and enjoy a snack prepared in the fully equipped kitchen. The property includes a beautiful double bedroom with a TV and a living room with a comfortable sofa bed and a reading area. In the surrounding area, you will find all the amenities and the most beautiful monuments of the city.

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.

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 in the Sibillini Mountains, Pool & Privacy
Private pool villa in Sant’Angelo in Pontano, among the rolling hills of Marche at the foot of the Sibillini Mountains. Sleeps up to 8 with 4 double bedrooms, all with en-suite bathrooms (3 upstairs + 1 in a separate annex), Wi-Fi and air conditioning. Large shaded porch for outdoor dining, lounge corners, and an outdoor BBQ/oven area. Great base for the Sibillini Park and Lake Fiastra.

"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.

Scappo in Umbria: Villa Elena Refined Retreat
Set among the soft green hills just outside Terni, Villa Elena is a restored five-bedroom country home that blends natural materials, quiet elegance, and contemporary comfort. The house is spread across three levels, each space designed with attention to light, texture, and the surrounding landscape.
Popular amenities for Santa Maria vacation rentals
Other great vacation rentals in Santa Maria

Villa Ambra

Casa del Melograno in Pianciano

L'Attico Sul Fiume center home

Casa di Anna Apartment

Luxury Villa with spectacular views

VILLA SERRA - Sibillini Retreat

MarcheAmore - La Roccaccia, La Sibilla Apartment

NEW! Charming farmhouse retreat with private pool
Destinations 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
- Rocca Maggiore
- Stiffe Caves
- Torre Di Cerrano
- Sirente Velino Regional Park
- Centro Commerciale Megalò
- Fonti Del Clitunno
- Spoleto Cathedral
- Lame Rosse
- Eremo delle Carceri
- Ponte del Mare





