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A castle on a cliff with dense forest.

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    Check prices for these dates

    Check prices for these dates, 13 – 14 December 2026

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    Our top choices for San Leo holiday homes

    1. Panoramic apartment in a skyscraper with a balcony.

    A balcony with a table, a flower vase, and a bowl of fruit.

    2. Holiday Home 'Domus Giò Giò' with Sea View, Wi-Fi, and Air Conditioning

    A rustic stone house with a sloped roof, surrounded by a garden with flowering trees.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Learn more about San Leo

    Perched dramatically on a rocky outcrop, San Leo's imposing fortress offers panoramic views across the Emilia-Romagna countryside. Explore the Romanesque cathedral and pre-Romanesque parish church before stopping at local trattorias for authentic piadina flatbreads.

    See all hotels in San Leo

    A castle on a cliff with dense forest.

    Top reviews in San Leo

    Hotel Rosa

    A hotel with a sign reading "Hotel Rosa" and a view of a castle in the background.

    Hotel Cesare

    A hotel room with a bed, a wooden wardrobe, a bathroom with a sink, and a stone wall.

    Titano Suites

    A restaurant with tables set for dining, large arched windows, and a view of the countryside.

    Grand Hotel San Marino

    A buffet with various food items, including bread, pastries, and fruits, arranged on a table with a decorative backdrop.

    The Regent Boutique Hotel & SPA

    A swimming pool with lounge chairs and a shower area.

    Hotel Titano

    A restaurant with tables set for dining, overlooking a historic tower.

    Hotel Joli

    A hot tub area with a view of a sunset through a window, surrounded by indoor plants and a wooden structure.

    Rainbow Hotel Depandance Joli

    A bedroom with a bed, a window, and a ceiling light.

    La Valle Dei Caprioli - B&B

    A wooden deck leading to a row of houses with illuminated windows and a landscaped garden.

    Hotel Rossi

    A bar area with a wooden floor, a counter with a glass display, and a wall with a clock.

    Up Hotel

    A modern interior with a sofa, a table with a vase, and a lamp.

    Hotel Aria

    A pool with a view of the sea and a chair with a towel.

    Rimini Suite Hotel

    A hotel entrance with a reception desk, a receptionist, and a waiting area with a large mirror and decorative items.

    Tenuta Santi Giacomo e Filippo

    A rustic outdoor dining area with a table set for two, a waiter carrying a tray, and a scenic vineyard view in the background.

    Ambienthotels Panoramic

    A table with breakfast items including croissants, fruit, and juice, overlooking a beach with umbrellas and people.