565+ Private Villas and Holiday Rentals in Old San Juan |
  1. Puerto Rico
  2. Old San Juan

Old San Juan Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Old San Juan

Discover more than 565 vacation rentals available in Old San Juan. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Old San Juan.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Old San Juan, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Old San Juan. On average, places to stay near Old San Juan offer 598.32 ft², with nightly prices averaging US $341.

With Casai, finding and comparing holiday rentals in Old San Juan is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Old San Juan

Type Count
Holiday Apartments 388
Vacation Homes 96
Villas 8

Use these Quick Filters to Find a Holiday Rental in Old San Juan

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Old San Juan.

Other Places to Stay in Old San Juan, PR


San Juan 5,049 Properties
El Capitolio 1,356 Properties
Tercer Milenio Park 1,344 Properties
San Cristobal 1,140 Properties
Marina 1,098 Properties
La Puntilla 1,073 Properties
San Juan National Historic Site 939 Properties
Ballaja 742 Properties
San Juan Antiguo 513 Properties
San Francisco 186 Properties
Catedral 138 Properties
Mercado 43 Properties

Frequently Asked Questions About Old San Juan?

What are the top holiday rentals in Old San Juan?

With numerous options available in Old San Juan, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Old San Juan:

How many holiday rentals have private pools in Old San Juan?

Discover a selection of holiday rentals with private pools near Old San Juan with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Old San Juan are best for families?

If you're searching for a family-friendly holiday home in Old San Juan, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Old San Juan:

How many Casai.com holiday rentals are available in Old San Juan?

As of 2025, Casai boasts over 565 properties listed in the Old San Juan area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Old San Juan.

Nearby Neighborhood (8) 
Neighborhood Property Count
San Francisco Vacation Rentals in Old San Juan, PR 186
Catedral Vacation Rentals in Old San Juan, PR 138
Puerta de Tierra Vacation Rentals in Old San Juan, PR 121
Mercado Vacation Rentals in Old San Juan, PR 43
San Cristobal Vacation Rentals in Old San Juan, PR 1140
Marina Vacation Rentals in Old San Juan, PR 1098
La Puntilla Vacation Rentals in Old San Juan, PR 1073
Ballaja Vacation Rentals in Old San Juan, PR 742

People Also Ask

There are 565 Old San Juan, PR Holiday Rentals

Recently Booked Holiday Rentals in Old San Juan