Discover a selection of 1,000 vacation rentals in San Juan, PR that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $120 per night, and houses and condos are popular options for a stay in San Juan. Either way, you'll find a rental for everyone's needs.
Destination guide

Explore San Juan from vacation home rentals

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.


Historic sites near San Juan vacation homes

San Juan is home to many of Puerto Rico’s most fascinating historic sites. Vacation rentals are available near places like Castillo San Felipe del Morro, a monumental 16th-century Spanish fortification atop a cliffside promontory, and Castillo San Cristóbal, a heavily fortified citadel from the 18th century. You could also explore the San Juan National Historic Sites, a historic destination with colonial fortifications, powder houses, and old city walls.

Things to do

Tourist attractions near San Juan vacation homes

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.


What to do near your summer rental in 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.


Best time to travel to San Juan vacation rentals

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.


Top beaches near San Juan vacation homes

The beaches of San Juan are one of its biggest draws. Vacation homes can be found near places like Condado Beach, a tranquil beach with turquoise waters for swimming, and Playa El Escambrón, a serene beach with vibrant marine life for snorkeling and scuba diving. You'll also like Isla de Cabras, a small island with an old fort, a park with gazebos, and a lively beach for swimming and fishing.

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.

How many vacation rentals are available around San Juan, PR?

Our 2021 property listings offer a large selection of 933 vacation rentals around San Juan. From 227 house rentals to 568 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

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 Vrbo travelers, the top most popular destinations to visit are:

  • Condado: 299 vacation rentals
  • Old San Juan: 185 vacation rentals
  • Ocean Park: 239 vacation rentals
  • Condado Beach: 897 vacation rentals
  • Puerta de Tierra: 182 vacation rentals

And Vrbo 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.

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

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

  • Puerto Rico Convention Center: 1,126 rentals
  • Port of San Juan: 1,102 rentals
  • Puerta de San Juan: 1,091 rentals
  • La Fortaleza: 1,091 rentals
  • Plaza Antonia Quinones: 1,137 rentals

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

Explore destinations around San Juan

299 vacation rentals
Old San Juan
185 vacation rentals
Ocean Park
239 vacation rentals
Puerta de Tierra
182 vacation rentals
234 vacation rentals
90 vacation rentals
Punta Las Marías
151 vacation rentals
178 vacation rentals
San Mateo
215 vacation rentals
Isla Grande
102 vacation rentals
San Cristóbal
90 vacation rentals
San Francisco
90 vacation rentals
La Puntilla
89 vacation rentals
Sagrado Corazón
132 vacation rentals
89 vacation rentals
79 vacation rentals
141 vacation rentals
89 vacation rentals
Buenos Aires
20 vacation rentals
15 vacation rentals