1,684 San Juan Holiday Rentals

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Compare San Juan holiday rentals from 15 rental sites including Booking.com, HomeAway, TripAdvisor and more, ranging from $25 to $2195 a night.

Information about San Juan

About San Juan

The bustling capital city of Puerto Rico (Rich Port) possesses one of the biggest natural harbors in the world and is also known as the second oldest European-founded city in the Americas. Besides being the center of the country’s financial capital and being ranked number one in the Caribbean for its shipping center, San Juan is also known as la ciudad amurallada, (the walled city). It is a destination that has it all, from paradise-like beaches, forts, museums, gardens, and churches to vibrant nightlife.

Things to Do in San Juan

If you’re visiting Old San Juan, there is a free trolley service that will get you around the city. Some of the most popular things to do and see include Plaza de Colon (you’ll find a variety of Christopher Columbus statues) as well as the Plaza de San Jose. Plaza de Hostos is also a popular square and is renowned for its artisan displays as well as its authentic Puerto Rican gastronomy. Any tour of Old San Juan would not be complete without visiting El Morro and La Fortaleza forts. These giant walls and forts are the primary reason why San Juan is referred to as the walled city and is characterized by its ramparts and cannons.

The island’s top beaches include Escambron Beach which offers you crystal clear water and hundreds of palm trees. Ocean Beach Park is less crowded and offers a more laid back vive between Isla Verde and Condado. Playa Peña is a secret beach where you can get away in a more intimate environment. Isla Verde Beach is an upscale and stylish seaside, which is to Puerto Rico, what Ipanema Beach is to Rio de Janeiro. Condado is the perfect beach for water activities including paragliding. Finally, Punta Las Marias is the premier location for windsurfers in San Juan.

San Juan Day Trips

One of the benefits of being the capital city of a relatively small island is the ease in which you can visit other neighboring areas. Just a couple of miles outside of San Juan, you will find Pinones which is a relaxing site where you can kayak, paddle board, and enjoy its wildlife. Popular food kiosks surround the site and here you can taste some of Puerto Rico’s staple dishes including mofongo (mashed plantains). 30 miles outside of the city, you’ll find the beautiful beach community of Luquillo which is known for its shallow and warm water. Here you will find resorts amenities for you and your family to enjoy. El Yunque, a national rainforest with a dense green oasis offers an astonishing waterfall and an escenic panorama. Having a free admission, is a must-see on the daily trips. Playa Santa and Cana Gorda are beach communities located in the southwest region of Puerto Rico and are reknowend for their pristine beaches and are warm year round with beautiful white sand. Other popular neighboring communities include Rio Piedras, Hato Rey, Saturce, and Puerta de Tierra.

San Juan Transportation

Moving around San Juan is relatively easy, as it is a walkable city. The city also has a robust bus system (the city has designated bus streets) and protected bike lines. The city owns a slight rail line and taxi rides are inexpensive. The best area to walk around is definitely Old San Juan.

Vacation Rentals in San Juan

Looking for a vacation rental in San Juan? Tripping.com has 1784 rental homes available in San Juan. Potential renters will find 49 studios, 1206 1-bedroom, 315 2-bedroom and 214 rentals with 3 or more bedrooms ranging from $25 a night to $2195 a night. Many of these properties are instantly bookable.

The average price of a nightly rental in San Juan is $169 while the average price of a weekly rental is $1310. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a San Juan home is $2734.

Wondering if you can bring your favorite dog or cat with you? We have 167 pet friendly vacation rentals available for you. In addition to accommodating pets, San Juan rentals offer a variety of amenities. In particular, 892 rentals have internet and wifi, 1458 have TV and/or cable and 352 have a pool or hot tub.

Search properties from 15 rental sites in San Juan where the top providers in that area are Booking.com, HomeAway, and TripAdvisor. There are 644 Booking.com rentals, 609 HomeAway short term rentals and 394 TripAdvisor vacation rentals.
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