
Vacation rentals in Montesicuro
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Top-rated vacation rentals in Montesicuro
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The Window on the Port Apartment
Delightful apartment in a historic building, with wonderful sea views. Quiet as it is located in a pedestrian area. Air-conditioned. Paid parking is a short walk from the accommodation. Parking with discounted rates for long stays 600 meters away. Bus stop 500 meters away. Strategic location: within walking distance of all the city's medieval monuments, the Teatro delle Muse and the Port. For two people, up to 3 thanks to the sofa bed in the upstairs living room. CIN (National Identification Code): IT042002C2A7LDF33G
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The River House: Relaxation in the Nature of the Marche region
Wake up to the sound of the river. The River House is a recently renovated farmhouse immersed in the Marche countryside, where time slows down and silence is the true luxury. A large open space with a fully equipped kitchen and living area accommodates up to 8 people. The three double bedrooms guarantee privacy and comfort, with air conditioning and a Smart TV in each room. The two spacious bathrooms complete the picture. Outside, there is a barbecue, a garden, just nature, the open air, and the river.
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Farmhouse in Nature
Country house that offers moments of tranquility in a serene atmosphere, we produce DOC wine and EVO Oil. The Marche region is full of wonders given by Mother Nature, the sea, the mountains, the valleys dotted with rivers, the gorges and the natural passes of the Apennines, or built by the wisdom of renowned artists. But the works created by the simple hand of the farmer certainly do not disfigure in the panorama that opens before your eyes. "...may your walk be light, traveler, and your heart light."
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Farmhouse with garden and pool for exclusive use of wifi
Casale Nonno Dario is a typical Marche countryside home nestled in the hills of the Balcone delle Marche and a strategic position to enjoy the surrounding beauty from the sea to the mountains It is located in the hamlet of Castelletta and includes a living area with a lounge, kitchen and fireplace. Bathroom with shower. Sleeping area with 3 double bedrooms and the possibility of adding a crib and a cot. Large outdoor garden with swimming pool, umbrella, barbecue Free parking on the property.
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Terrazza Numana - 50 meters from the sea
"Terrazza Numana" is located 50 meters from the sea, which can be easily reached on foot via a pedestrian walkway. The large terrace overlooking the sea and the marina will give you unforgettable sunrises. You can relax while admiring the view, have lunch and dinner outdoors, or enjoy a shower under the starry sky. The waterfront will offer you culinary delights, while the evocative "Costarella" staircase will take you to the heart of Numana, the queen of Conero.
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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.
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The Aurora Residence inside the Castle of Gradara
Intimate and charming 90-meter house inside the romantic Castle of Paolo and Francesca, in the hinterland of the Marche and Romagna Riviera. The privileged location: inside the walls of the Castle and in the heart of the charming medieval village, among shops, bars, taverns, restaurants and the convenience of being 10 minutes from the sea. The comfort of a real home inside the castle of the legendary love story. Parking is also available and pet-friendly!
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Room: in Villa Quercetti
Your perfect retreat in the Marche hills. A cozy and bright room in a wonderful villa. Located outside a small village near Ancona, not far from the sea, it is an oasis of relaxation and tranquility, excellent as a starting point to discover the best opportunities that the Marche region offers: Urbino, Recanati, Loreto, Frasassi Caves, in addition to the many attractions of the Adriatic Riviera, from Senigallia to Portonovo, Numana and Sirolo.
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Chalet Monte Alago – The only cabin in the park
The only mountain lodge immersed directly in the meadows of Monte Alago, between Umbria and Marche. Full house for up to 6 people, ideal for those looking for nature, silence, privacy, and natural fresh air. Surrounded only by meadows, woods and trails: perfect for relaxation, hiking, walks, barbecues and days outdoors. A short walk from the Pian delle Stelle and Cinicchia restaurants. By night, a starry sky with no lights around.
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Villa Adele - Historic Villa with pool & sea view
Villa Adele is a family estate that has been passed down for four generations, nestled in a centuries-old, 4-hectare park with unobstructed views of the Adriatic Sea. The entire property is for the exclusive use of guests—no outsiders, just your group. A historic and authentic atmosphere, spaces designed for spending time together without sacrificing privacy, and the most beautiful parts of the Marche region all within easy reach.
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The Guest House of the Tavignano Estate
The Tavignano estate is located in the heart of the Marche region, within the famous DOC of Verdicchio dei Castelli di Jesi, between the valleys of the river Esino and the Musone on one side, and between the Apennines and the sea on the other side. From the highest promontory of the Estate dominates the manor house, which houses the barrique, the family house, and an elegant Guest House.
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Casa Raggia
Welcome to your oasis of tranquility! This beautiful modern wooden semi-detached house, surrounded by the countryside, is the ideal retreat for those who want to relax in nature without sacrificing comfort and design. Made with natural and eco-friendly materials, the house is furnished with taste and attention to detail, offering a welcoming, bright, and contemporary environment.
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Popular amenities for Montesicuro vacation rentals
Other great vacation rentals in Montesicuro

Casetta RosaClara
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A Nest on the Sea
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Exclusive apartment by the sea, AC, Wi-Fi, parking
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Downtown Dolcevita
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Mini spa pool on a terrace overlooking the sea in Numana
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Luxury Villa {private SPA, Jacuzzi, Infinity Pool}
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Casale Sotto le Stelle
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Lolìa Farmhouse - olive grove and hot tub
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Destinations to explore
- Riviera del Conero
- Misano World Circuit
- Frasassi Caves
- Sibillini Mountains National Park
- Spiaggia Urbani
- Shrine of the Holy House
- Furlo Gorge Nature Reserve
- Parco Naturale del Monte San Bartolo
- Sirolo
- Tennis Riviera Del Conero
- Gola del Furlo
- Rocca Roveresca
- Castello di Gradara
- Spiaggia della Torre
- Lame Rosse
- Parco Naturale Regionale Della Gola Della Rossa E Di Frasassi
- Sferisterio di Macerata
- Mezzavalle
- Riserva Naturale Regionale Sentina
- Spiaggia di San Michele
- Cathedral of San Ciriaco
- Paper and Watermark Museum Fabriano
- Palazzo Buonaccorsi
- Arch of Augustus





