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Holiday houses in Santa Maria

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Top-rated holiday rentals in Santa Maria

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Apartment in Acquasanta Terme

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

HospitalityCleanlinessComfort

4.9 out of 5 average rating, 21 reviews
Guest favourite
Apartment in Acquasanta Terme, Ascoli Piceno

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
Superhost
An aerial view showcases a private poolside area surrounded by lush greenery and a well-maintained patio. The inviting pool displays crystal-clear water, with a small seating area near the edge. A charming house with a wooden exterior is visible, enhancing the tranquil ambiance.
Home in Ascoli Piceno

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
Top Guest favourite
A spacious living area is highlighted by a wall-mounted TV and a wooden console. A dining table is surrounded by chairs, and natural light enters through a large window with light curtains. Greenery adds a refreshing touch to the space.
Condo in Ascoli Piceno

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
Guest favourite
A serene swimming pool is situated on a deck, featuring clear turquoise water under a bright sky. An umbrella provides shade beside chaise lounges. Scenic hills and mountains stretch into the distance, creating a picturesque backdrop of nature.
Home in Penna San Giovanni

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
Guest favourite
Home in Belfiore

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.

Long stayIndoor spacesCleanliness

5.0 out of 5 average rating, 8 reviews
Top Guest favourite
A modern structure is positioned harmoniously within a natural landscape. The exterior showcases a combination of stone and smooth surfaces, complemented by expansive windows that allow for views of the surrounding greenery and mountains.
Home in Fonte Cerreto

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
Top Guest favourite
A welcoming stone retreat is set against a lush green hillside. A modern chair is positioned by a clear swimming pool, reflecting the vibrant outdoor scenery under partly cloudy skies.
Farm stay in Cellino Attanasio

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
Top Guest favourite
An outdoor area features a rectangular swimming pool surrounded by sun loungers and umbrellas. The pool's clear water reflects sunlight, while colorful pool floats are visible. In a separate indoor space, a hot tub is shown set against patterned tiles, providing a relaxing atmosphere.
Home in Roccafluvione

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
Top Guest favourite
A charming, two-story farmhouse features terracotta walls and a sloped roof, surrounded by lush greenery. Potted plants frame the entrance, with a wooden table and chairs positioned outside under a shaded umbrella, offering inviting outdoor seating and scenic countryside views.
Villa in Sant'Angelo in Pontano

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
Guest favourite
A gravel driveway leads to a charming two-story villa surrounded by lush greenery. The building features a mixture of stone and brick walls, framed by large windows with red shutters. Sunlight filters through the trees, creating a serene atmosphere.
Home in Serra

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
Guest favourite
A scenic view of the village of Quintodecimo is captured, showcasing stone houses nestled within lush greenery. Towering trees and a distant mountain enhance the rural atmosphere, while a soft cloud cover allows light to filter through, creating a serene and inviting environment.
Condo in Quintodecimo

"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.

Hospitality

4.87 out of 5 average rating, 52 reviews

Popular amenities for Santa Maria holiday rentals