82+ Saint Leo Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Saint Leo

Discover more than 82 holiday rentals in Saint Leo. Rent By Owner holiday homes has everything you need to find a place to stay near Saint Leo, FL.

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

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Frequently Asked Questions About Saint Leo Holiday Rentals

There are a lot of options in Saint Leo. If you plan on staying in the Saint 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 Saint Leo:

There are many holiday rentals available in Saint Leo; however, here are a few of the most popular holiday homes listed in Saint 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 Saint Leo to find one that works for you.
Yes, there are 82 self-catering family homes and holiday rentals in Saint Leo.
There are more than 82 luxury holiday homes in or near Saint Leo, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: