Rent Luxury Accommodation in San Leo

We selected the 890 homes worth renting in this location

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Home spotlights in San Leo

Emilia-Romagna Romance

Emilia-Romagna Romance

  • 20 guests

  • 5 bedrooms

Roncofreddo, Forlì-Cesena

With a fantastic hilltop location close to the small medieval hamlet of Monteleone, this striking, quirky home deftly blends old with new, tradition and modernity, offering a host of handy amenities within classically elegant surroundings. Feel transported in both space and time as you meander through the pretty spaces of the interior, finding a favourite corner in which to park yourself for the afternoon with that new novel you've been carrying around, an aromatic cup of coffee, or something a little stronger (there's even a sun-filled reading room, so no excuse not to make some headway with that book of yours).

Giardino Joy

Giardino Joy

  • 6 guests

  • 3 bedrooms

Reggello, Florence

This beautiful home can be found in Reggello, close to Florence and only 4 kilometres from some of the best shopping in Tuscany. It’s a modern home-from-home, cool and comfortable, with a delightful outside space.

The Valley of Angels

The Valley of Angels

  • 14 guests

  • 7 bedrooms

Cortona, Arezzo

If you’re in search of a rustic getaway, this 18th-century home ticks all the right boxes. Surrounded by trees, the garden offers beautiful views, as well as a swimming pool (open seasonally), a barbecue and a wood-burning pizza oven.

Olive Groove Nest

Olive Groove Nest

  • 12 guests

  • 6 bedrooms

Terranuova Bracciolini, Arezzo

Surrounded by its own private gardens, this historic and beautifully renovated villa is perfect for those seeking a relaxing retreat in the Tuscan countryside, as well as groups wanting a base to explore thriving cultural and nature hubs nearby – the charming commune of Terranuova Bracciolini is a mere five minutes' walk away. Day trips to Florence, the home to many Renaissance masterpieces, is less than an hour drive away too.


We selected the top 3% holiday homes in San Leo Accommodation

Explore the 890 most perfect homes in our collection

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Most popular homes in San Leo

Pristine Oasis

Pristine Oasis

  • 1 guests

  • 3 bedrooms

Pesaro, Pesaro and Urbino

Forever Views

Forever Views

  • 10 guests

  • 5 bedrooms

Civitella in Val di Chiana, Tuscany

Tuscan Cottage

Tuscan Cottage

  • 2 guests

  • 1 bedrooms

Radda in Chianti, Tuscany

Chianti Sunrise

Chianti Sunrise

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

The Lucia

The Lucia

  • 10 guests

  • 5 bedrooms

Cortona, Arezzo

Chianti Dream

Chianti Dream

  • 4 guests

  • 2 bedrooms

San Sano, Gaiole in Chianti

Sing, Prima Donna

Sing, Prima Donna

  • 6 guests

  • 3 bedrooms

Castelfranco Piandiscò, Arezzo

Tuscan Rose

Tuscan Rose

  • 10 guests

  • 3 bedrooms

Terranuova Bracciolini, Arezzo

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Check upcoming rates & availability for San Leo Accommodation


Frequently asked questions

Take a look at our exclusive collection of luxury Accommodation in San Leo, and find your dream home. Each and every listing on our site has passed a vigorous testing process with flying colours, which is why we can be so certain that our collection is the best of the best. Only 3% of homes will ever make it onto Plum Guide, emphasising our incredibly high standards and making your job as easy as possible. Every home comes fully furnished with a perfectly-equipped kitchen, essential bathroom toiletries, and all linen included, so you will find everything you need. Get in contact with our friendly team of experts, whose sole purpose is to find you your ideal home, and book your stay in the finest San Leo Accommodation for Rent.

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