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Holiday houses in San Leo

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Top-rated holiday rentals in San Leo

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

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Top Guest favourite
A charming green cottage is nestled amidst trees, surrounded by well-maintained greenery. The building features wooden shutters and a rustic stone pathway leading to a private entry. Sunlight filters through the leaves, creating a serene atmosphere in the garden area.
Tiny home in Novafeltria
4.99 out of 5 average rating, 118 reviews

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.

Top Guest favourite
Home in San Marino
4.98 out of 5 average rating, 181 reviews

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

Top Guest favourite
Villa in Bertinoro
4.98 out of 5 average rating, 80 reviews

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.

Top Guest favourite
Apartment in Urbino
5 out of 5 average rating, 13 reviews

Dimora Virgili - Urbino - (Full Historic Centre)

Dimora Virgili is a large 80 sqm apartment located in the heart of Urbino's historic centre, inside one of the oldest buildings in the city. 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 rooms with a quiet and elegant atmosphere. Ideal for those who want to experience Urbino at a leisurely pace, soaking up its history without sacrificing comfort.

Top Guest favourite
Apartment in San Marino
5 out of 5 average rating, 72 reviews

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.

Guest favourite
A tranquil bedroom features two spacious beds and rustic stone walls, complemented by soft curtains framing the windows. Natural light flows in, illuminating a simple wooden nightstand and a round mirror that reflects the serene view of a private garden.
Condo in Santarcangelo di Romagna
4.94 out of 5 average rating, 71 reviews

La Malvina ~5* historic center~ Private garden

La Malvina is the ideal place for those who want to spend quality time and relax in Romagna. It is located in the historic center of Santarcangelo in the Contrada dei Fabbri, in an ancient building recently restored with taste and style. It is the perfect place to stay to discover the beauty and amenities of the town and to enjoy the artistic and cultural excitement of the area in every season. By car or bicycle you can easily reach many places of interest from Rimini to Valmarecchia.

Top Guest favourite
Tiny home in Bibbiena
5 out of 5 average rating, 16 reviews

Glamping Pandaland - Sisley

This cozy 18-square-meter wooden mini house offers a perfect retreat for those seeking relaxation and simplicity. Inside you will find everything you need for a comfortable stay: bed, equipped kitchenette and private bathroom. Outside, surrounded by trees, a heated hot tub, ideal for relaxing under the stars or after a day outdoors. A peaceful corner where you can rediscover silence and contact with nature, without sacrificing essential comforts.

Top Guest favourite
A spacious bedroom features a king-size bed with neutral bedding, complemented by decorative pillows. Soft lighting is provided by wall sconces, while natural stone walls add texture. A small bedside table and an armchair enhance the inviting ambiance.
Home in Sarsina
4.98 out of 5 average rating, 62 reviews

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.

Superhost
An inviting living area features a traditional stone fireplace and warm wooden beams overhead. A light-colored sofa sits adjacent to a dining table set for several guests. Natural light filters through the windows, highlighting decorative pieces on the walls and shelves.
Cottage in Novafeltria
4.67 out of 5 average rating, 18 reviews

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.

Top Guest favourite
A modern sleeping area features a spacious bed dressed in a textured blanket, complemented by neatly rolled towels. An elegant freestanding bathtub is positioned against a rustic stone wall, while a potted plant adds a touch of greenery to the setting.
Home in San Marino
4.9 out of 5 average rating, 73 reviews

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!

Guest favourite
Holiday home in Montemaggio
4.77 out of 5 average rating, 120 reviews

Casa Vitiolo - left section

Appartamento in casa colonica in pietra, in un luogo appartato nelle valli del Montefeltro, a 13 km dal centro storico della Repubblica di San Marino e a 8 km da San Leo. La casa è in aperta campagna a 4 km dai servizi più vicini. Gli interni sono stati restaurati nel 2022. Classe energetica A/3. In estate è disponibile la vasca idromassaggio in giardino.

Top Guest favourite
A shaded outdoor seating area is observed, featuring wooden benches and a table on a tiled patio. In the background, a pool area is visible, framed by greenery and steps leading up to a pleasant garden space.
Home in Sogliano Al Rubicone
4.95 out of 5 average rating, 123 reviews

Country house with private pool

The B&B is built out of a 19th century stable, with a wonderful view over the "Montefeltro". The two double room have both private bathroom, free wireless internet, dvd, music player, a fully equipped kitchen and pool. We accept animals with a little overcharge; they can enter the pool enclosure, but not the water!

Popular amenities for San Leo holiday rentals

  1. Airbnb
  2. Italy
  3. Emilia-Romagna
  4. Rimini
  5. San Leo