1. Italy
  2. Tuscany
  3. Siena
  4. Holiday Homes

14568+ Siena Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Siena

Discover more than 14568 holiday rentals in Siena. Rent By Owner holiday homes has everything you need to find a place to stay near Siena, .

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

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Frequently Asked Questions About Siena Holiday Rentals

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

There are many holiday rentals available in Siena; however, here are a few of the most popular holiday homes listed in Siena 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 Siena to find one that works for you.
Yes, there are 14568 self-catering family homes and holiday rentals in Siena.
There are more than 14568 luxury holiday homes in or near Siena, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: