Destination guide

Discover your new groove in old San Juan

Originally founded in the 16th century, San Juan is a bustling port city that's known for its lively nightlife, world-class resorts, and a bounty of sandy beaches along the Atlantic Ocean. The storied Old San Juan district is a popular destination thanks to its charming cobbled streets, upscale shopping, and colorful buildings going back to the city's early colonial days. With a San Juan vacation rental, you'll be close to some of the city's most notable sights, like La Fortaleza, the Castillo San Cristobal, and the Museo de Arte de Puerto Rico.

Things to do

Not throwing away my shot(s) in San Juan

After a good, long sleep and plenty of coffee, you'll either be looking for some local culture or a little hair of the dog. For a little of both, head across San Juan Bay for a guided tour of the Casa Bacardi. Here, you can learn about the venerable rum distillery's colorful history, pick up mixology tips, and even throw back a quick tasting (or 2). Once you've steadied your nerves, check out the Puerto Rico Museum of Contemporary Art, where you'll find permanent collections and rotating exhibits in a Georgian-style building dating from 1916.


Like night and day—the 2 sides of San Juan

You'll quickly discover that there are 2 distinct sides to San Juan. During the day, San Juan is a sun-soaked Caribbean dream, with plenty of broad, sandy beaches offering everything from lazy sunbathing and swimming to surfing, windsurfing, and paragliding. At night, San Juan is a whole other animal—you'll find plenty of restaurants, bars, and nightclubs, as well as discos and live music venues along the trendy cobblestone streets of Old San Juan. Getting a late start isn't a bad idea, either, as many venues in town stay open until 4a.m. on the weekends.


Wet hot Puerto Rican summers in tropical San Juan

Featuring close to 3,000 hours of sunlight annually, the area around San Juan has a tropical monsoon climate, with warm-to-hot temperatures and plenty of rainfall throughout the year. Average temperatures range from the 70s to the 80s all year round, and highs can climb into the upper 90s during the wetter spring and summer months. A popular year-round destination thanks to its equally warm summer and winter temperatures, you'll find that prices for San Juan vacation rentals tend not to change much from one warm, sunny season to the next.

Natural features

Living the vida local in scenic San Juan

Set on the northern side of Puerto Rico, San Juan boasts plenty of sandy shoreline along the Atlantic Ocean. At the north end of town, the narrow Isleta de San Juan acts as a peninsula between San Juan Bay and the Atlantic, connected to mainland San Juan by a causeway and bridges. While the city is fairly urban, you can find a number of inland and waterfront parks throughout, as well as lagoons, waterfalls, and bays. A short drive from your San Juan vacation rental, the mangrove forests of Pinones State Forest provide habitat for pelicans, herons, and several other bird species.

How to get there

Traveling to and around San Juan

Fly into San Juan (SJU-Luis Munoz Marin Intl.), the closest airport, located 7.4 mi (12 km) from the city center.

You can see more of San Juan by catching a ride on the metro at Sacred Heart Station, Hato Rey Station or Roosevelt Station.

Where to stay around San Juan?

Our 2019 property listings offer a large selection of 502 vacation rentals near San Juan. From 95 Houses to 330 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near San Juan for a holiday or a weekend are on HomeAway.

What are the most popular destinations to visit in San Juan?

There are many lovely places to stay for a holiday trip or just for a weekend in San Juan. From HomeAway travelers, the most popular destinations to visit are:

  • Condado: 295 vacation rentals
  • Old San Juan: 171 vacation rentals
  • Ocean Park: 211 vacation rentals
  • Condado Beach: 987 vacation rentals
  • Santurce: 753 vacation rentals

And HomeAway offers you the chance to discover many other popular destinations in San Juan! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in San Juan?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in San Juan:

  • Santurce: 753 rentals
  • San Juan Antiguo: 748 rentals
  • Hato Rey Central: 751 rentals
  • Cupey: 760 rentals
  • Sabana Llana Sur: 767 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Can I find easy-access vacation rentals when traveling by plane to San Juan?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in San Juan are:

  • Fernando Luis Ribas Dominicci Airport (SIG): 984 vacation rentals
  • Luis Munoz Marin International Airport (SJU): 1,167 vacation rentals
  • Humacao (HUC): 608 vacation rentals

For other airports, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in San Juan?

HomeAway offers a large selection of rentals near lovely places in San Juan. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Condado Beach: 987 rentals
  • Puerto Rico Convention Center: 984 rentals
  • Port of San Juan: 968 rentals
  • Puerta de San Juan: 947 rentals
  • La Fortaleza - Palacio de Santa Catalina: 944 rentals

But there are many other points of interest around San Juan listed on HomeAway where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

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