1. Puerto Rico
  2. Old San Juan
  3. Holiday Homes

571+ Old San Juan Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Old San Juan

Discover more than 571 holiday rentals in Old San Juan. Casai holiday homes have everything you need to find a place to stay near Old San Juan, .

Whether you are looking for luxury villas in Old San Juan, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations 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 Old San Juan with a whole family or group, Casai holiday accommodations will make your trip memorable. We have plenty of places to stay in Old San Juan for families, large parties, or private owner accommodations for long or short trips. Old San Juan Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Old San Juan with Casai. Casai makes it easy to compare and book holiday rentals today.

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Frequently Asked Questions About Old San Juan Holiday Rentals

There are a lot of options in Old San Juan. If you plan on staying in the Old San Juan 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 Old San Juan:

There are many holiday rentals available in Old San Juan; however, here are a few of the most popular holiday homes listed in Old San Juan on our website:
At Casai.uk most of our places to stay are perfect for families. Check out the complete list of holiday homes in Old San Juan to find one that works for you.
Yes, there are 571 self-catering family homes and holiday rentals in Old San Juan.
There are more than 571 luxury holiday homes in or near Old San Juan, according to 2025 data from Casai.uk. Consider these homes for your next holiday:
Yes, there are 571 pet friendly rentals that are available in Old San Juan.