Vacation rentals in Monte San Martino

Villino Molino111

Nestled in the Macerata hills, a short walk from the Sibillini Mountains, at the Molino111 B&B time slows down and every detail smells like home. The cozy rooms, furnished with simplicity and warmth, offer the right comfort for couples, families, and friends looking for authenticity. Large spaces surrounded by greenery: a shared panoramic swimming pool and an area equipped with barbecues and hobs, ideal for dinners under the stars. Nature will be the backdrop to rediscover the pleasure of small things.

Family · Location · Comfort

Views from the roof of Le Marche

Welcome to real Italy. This is a unique home, named locally as Casa Matita (The Pencil House). It has an awesome view awaiting you from the loggia (roofed terrace). Relax, read, drink prosecco or dine while watching amazing sunsets in the peaceful medieval village of Santa Vittoria. At the top of the hill-top village, the house enjoys a 180-degree panorama of the sea and the mountains (both 45 mins). Recently restored, with three double bedrooms, parking 50m and shops/bakery/taverna 200m.

Location · Family · Outdoor spaces

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.

Family · Location · Getting around

Top guest favorite

Guest favorite

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.

Family · Location · TV

Experience Authentic Italian Village Life

Located in the heart of Le Marche, ranked 2nd in Lonely Planet’s 2020 list of “Top 20 Regions in the World to Visit.” This spacious apartment and garden offer the perfect base to relax or explore. Within 40 mins’ drive of mountains, lakes, and the sea, with many ancient hilltop towns nearby. Just 5 mins from Mogliano, where you’ll find everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking, and riding trails are all within easy reach.

Family · Location · Decor

Room in nature with lake view - 3

Separate apartments overlooking Lake San Ruffino and a beautiful view of the Sibillini Mountains. The view of the lake is accompanied by the sound of the animals that inhabit it and the surrounding nature. The place is an oasis of peace: it's suitable for those who love nature and want tranquility. There are several species of birds and it's the ideal place for those who love to photograph. The accommodation does not have a kitchen but there is a small refrigerator.

Family · Location · Walkability

Quiet country house with pool

Casa Roman Chan is an old farmhouse of more than 100 years old. We just bought it from the previous owners, and we want to make it our little paradise. Those looking for peace, nature and beautiful views are in the right place here. The house is situated in the palm of a hill, overlooking a beautiful valley. San Venanzo is located near the Monti Sibellini National Park, but Amandola and Sarnano are also not far away. Be sure to check out our social media!

Family · Location · Decor

Villa Viola – Your serene countryside escape

Breathe. Listen. Unfold. In the heart of the Marche countryside, nestled among gentle hills of Sibillini Mountains and old villages, Villa Viola feels like a place from another time. As you step onto the property, the pace of everyday life fades away, and you find yourself immersed in an atmosphere of calm and stillness. Escaping into silence is the experience Villa Viola offers—where nature becomes your rhythm, your peace

Family · Location · Cleanliness

Top guest favorite

Guest favorite

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!

Location · Family · Cleanliness

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.

Location · Value · Hospitality

Top guest favorite

Guest favorite

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.

Family · Location · Getting around

Country House with Pool and Garden

Country house with swimming pool and garden - The farmhouse with swimming pool is located in the countryside with well-kept and completely renovated furnishings, for a relaxing vacation 5 km from the Fiastra Abbey Nature Reserve, 30 km from the entrance to the Monti Sibillini Park, 30 km from the Adriatic Sea and 60 km from the Conero Riviera.

Family · Location · Parks