
Holiday houses in San Leo
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Top-rated holiday rentals in San Leo
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A house with every comfort surrounded by greenery
Ideal house for those looking for intimacy and relaxation. Only one!Well-kept environment equipped with every comfort. It accommodates two people and a child up to 3 years old. An English bathtub in the double bedroom. Perfect home for bikers with a bicycle garage. Outside, a large fully fenced garden and an exclusive patio where breakfast is served. Barbecue available. Adjacent to the Marecchia River bike path, which can be reached from the garden. Ideal accommodation for exploring the Marecchia Valley.
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Le Nuvole - The Panoramic Terrace Overlooking Romagna
Surrounded by the greenery of the private forest and 200 meters from the historic center of Verucchio, Le Nuvole offers a bright apartment with panoramic views of the Romagna Coast from the 23 sqm balcony. Comfortable and with home automation system. 20 minutes from Rimini, you can relax and enjoy the sea. 10 minutes from San Marino, San Leo, and the amusement parks, it is ideal for families. Great for cyclists and cultural holidays. Large garden available. Municipal outdoor pool within a 5-minute walk.
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House "Independent" close to the Historic Center
This independent house, located a few steps from the walls surrounding the historic center of the Republic of San Marino, is the top place for those seeking relax, privacy and a breathtaking view of the surrounding mountains. The house, modern and with attention to detail, is perfect for families, couples or small groups who want to live an unforgettable experience. Large and well-organized spaces are designed for your every comfort. Free parking a few steps from the front door. Pets are welcome
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LUXURY VILLA BELVEDERE - Sea View with Pool & Spa
Providing a truly authentic italian experience, the spacious and gorgeously decorated Villa Belvedere is magnificently set in a unique corner of the ancient village of Bertinoro, with breathtaking views of the peaceful and pictoresque Romagna hills, sea and coastline. Infinity pool heated upon request, hot tub, sauna, steambath, professional gym; cinema room, billiard, bar corner with wine cellar, fully furnished and carefully designed and maintaned garden with barbecue and outdoor games.
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Piazza Grande Boutique Apartment
Overlooking the most beautiful square in the historic center of Arezzo, where the re-enactment of the Giostra del Saracino takes place, the Piazza Grande Boutique Apartment is located on the second floor of a medieval building, overlooking the beautiful palaces and the Vasari Loggias and is a unique location of its kind. The decor, the work of Countess Cesaroni Venanzi, was created with beautiful antique furniture reinterpreted in a modern way and enriched with contemporary influences.
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Camelia Loft - Apartment in the historic center
New and beautiful apartment in the historic center of San Marino. Thanks to its location, you will be in the heart of this beautiful Republic and a stone's throw from the main attractions, museums, shops and clubs. You'll have a large living area, modern kitchen, Smart TV, beautiful double bedroom, bathroom, Wi-Fi and more! Possibility of parking at a discounted price reserved for our guests! Ideal accommodation for families or groups of friends. Perfect for vacation, leisure or work.
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Dimora Virgili - Urbino - (Full Historic Center)
Dimora Virgili is a large 80-square-meter apartment located in the heart of Urbino's historic center, in one of the city's oldest buildings. The spaces are generous and equipped with all comforts, designed for a comfortable and relaxed stay. Set in a historical context of great value, the residence combines well-kept and functional environments with a quiet and elegant atmosphere. Ideal for those who want to experience Urbino calmly, living its history without sacrificing comfort.
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Tofanello Turquoise Luxury with Outdoor Pool
Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our orange apartment. Orange: https://www.airbnb.com/rooms/plus/9429730
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Nature Retreat | Peace & Relax in the Hills
A stone house immersed in nature, in the heart of Romagna, between the Apennines and historic villages. A peaceful and quiet place for those seeking slow living, intimacy and relaxation, with a private hot tub. La Cappelletta holds generations of memories and is now a space to live slowly: sleep, cook, taste, meditate and enjoy the silence. Perfect for romantic stays, escapes from the city, retreats with friends or weekends away from the noise.
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Tuscan dream lux 2-bed, pool, private balcony
Explore Tuscany in a beautifully decorated 2-bedroom, 2 bathroom apartment with all amenities & a log fire. Welcome to your luxurious home in the heart of Tuscany, Italy, where every moment will be a new adventure. This beautifully designed and well-furnished apartment is located in a restored farmhouse, surrounded by olive groves, vineyards, and rolling hills, offering you the best of Italian living.&
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Casa Castora - entire place
Casa Castora was born from the desire to create a space of tranquility and silence for those who want to spend time away from the hustle and bustle and lights of the city. Surrounded by a dense forest of oaks and chestnuts, it is an ideal refuge for the soul and for those in search of artistic inspiration. Take a break and regenerate in this oasis of peace.
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Casa Cicetta Accommodation 1296
The studio, located on the ground floor, is equipped with a small kitchenette and a pleasant living area; all finely renovated to create a meeting point between the most modern design and the historic heart of Casa Cicetta, and thus offer a unique experience of comfort, relaxation and immersion in the ancient context of San Marino. Absolutely worth trying!
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Popular amenities for San Leo holiday rentals
Other great holiday rentals in San Leo

Ciurelli Room - Urbino - [Full Historic Center]
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[Bridgerton Atmosphere] Historic residence in the village
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Casa del Moro
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Glamping Pandaland - Sisley
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Sea view apartment in Villa with swimming pool
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Garden with a view: apartment in San Leo
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Villa Ca’ Torsano
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from the fortress to the sea, your home in San Leo
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Destinations to explore
- Pinarella Di Cervia
- Mirabilandia
- Fiera Di Rimini
- Misano World Circuit
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Senigallia Beach
- Autodromo Enzo e Dino Ferrari
- Frasassi Caves
- Palacongressi Della Riviera Di Rimini
- Italia in Miniatura
- Oltremare
- Furlo Gorge Nature Reserve
- Eremo Di Camaldoli
- Fiabilandia
- Parco Naturale del Monte San Bartolo
- Papeete Beach
- Gola del Furlo
- Rocca Roveresca
- Castello di Gradara
- Basilica di Sant'Apollinare in Classe
- Malatestiano Temple
- Mausoleo di Galla Placidia
- Battistero Neoniano (o degli Ortodossi)





