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  5. Holiday Homes

271+ San Leo Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near San Leo

Discover more than 271 holiday rentals in San Leo. Rent By Owner holiday homes has everything you need to find a place to stay near San Leo, .

Whether you are looking for luxury villas in San Leo, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartment for family holidays, or stylish accommodation for a business trip, we can help you find the perfect place. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to San Leo with a whole family or group, RBO holiday accommodations make your trip memorable. We have plenty of places to stay in San Leo for families, large parties, or private owner accommodations for long or short trips. San Leo Pet-friendly holiday rentals are available. Book your favorite vacation rentals in San Leo with Rent By Owner. RBO makes it easy to compare and book holiday rentals today.

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Frequently Asked Questions About San Leo Holiday Rentals

There are a lot of options in San Leo. If you plan on staying in the San Leo area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in San Leo:

There are many holiday rentals available in San Leo; however, here are a few of the most popular holiday homes listed in San Leo on our website:
At Rent By Owner most of our places to stay are perfect for families. Check out the complete list of holiday homes in San Leo to find one that works for you.
Yes, there are 271 self-catering family homes and holiday rentals in San Leo.
There are more than 271 luxury holiday homes in or near San Leo, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: