Discover a selection of 59 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 $56 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.

How to get there

Transportation to and around San Juan

Fly into Luis Munoz Marin Intl. Airport (SJU), 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.

What are the top vacation rentals in San Juan?

From luxurious houses to simple cabins, Vrbo has properties to fit all budgets and tastes. Pack your bags and check out these top vacation rentals in San Juan:

  • "Steps Away From The Beach, This Fully Stocked House Is Perfect For Your Group": This Ocean Park escape comes with 5 bedrooms and is rated highly among guests. Amenities such as cookware, dishware and utensils and free toiletries help make your stay an enjoyable one.
  • "Luxurious 22nd Fl. Balcony Beach View Pool Free Parking And Interne Access": Book a few nights or more at this property in Condado and you'll have access to an iron and ironing board, a stovetop and more. It has 1 bedroom to accommodate your favorite people.

For even more great options, use the search bar at the top of the page to find the perfect San Juan vacation rental for you.

What are the best tiny house vacation rentals in San Juan?

Punching way above its weight when it comes to character and ingenuity, a tiny house vacation rental in San Juan puts you on the doorstep of big adventure. Power down all your gadgets and switch your focus to outdoor fun at one of these fun-sized stays:

  • Leave the world behind and disappear to "Brand New Tiny House On An Acre With Ocean View". This retreat in Lesser Antilles packs plenty of comforts into its small space, such as internet services and a fridge.
  • "Enchanting Tiny Home On Beachfront Farm" offers plenty of conveniences, including a garden and a stovetop. Located in Puerto Rico, you'll be able to live large in this small but nicely designed property.

Can I find family cabin rentals in San Juan?

If you're arranging a trip with the fam, book one of these cabin rentals in San Juan and give your loved ones an experience they'll cherish forever:

  • "A Contemporary Rustic Cabin In The Rio Abajo Rain Forest. . . Adventure Or Relax" - Escape the daily grind at this Puerto Rico retreat which features a fridge and a dining table.
  • "Private Hillside Cabin" - Amenities like a swimming pool and coffee and tea making facilities also make this a popular choice with families. Head to this Quemado property and enjoy some time in Mother Nature.

For more options, use the search bar at the top of the page and adjust the filters to find the San Juan vacation rental that's perfect for your needs.

Are there one-bedroom vacation rentals in San Juan?

From tiny homes to enormous houses and everything in between, Vrbo has properties in all sizes and shapes. If you don't need loads of room, one of our one-bedroom vacation rentals will be right up your alley:

  • Spend a few days at "Beachfront Ocean Villa In Wyndham Rio Mar" and see why this one-bedroom rental in San Juan is popular with many guests. A swimming pool and a garden are just some of the conveniences that help make this escape a standout.
  • Another comfy option is "Best Price, Best Beach, Best Building" in Cangrejo Arriba. A water park and a beach view are just some of its handy amenities.

Can I find two-bedroom vacation rentals in San Juan?

You'll find a great range of two-bedroom vacation rentals on Vrbo. If you're traveling with family or friends, one of these properties will make a fantastic base for your San Juan adventure:

  • Invite some of your besties for an unforgettable break at "Private Pool, 12 Steps To Beach". As well as two bedrooms, this Parque retreat has all you need for an enjoyable stay, including a chef and an ocean view.
  • Another enticing property is "Direct Oceanfront U - C With Ocean Views Getaway Melbourne Beach" in Parque. It features a kitchen, a beach view and a host of other great extras.

What are the best three-bedroom vacation rentals in San Juan?

It's so nice to be part of a big group of family or friends — until it comes time to scour around for a vacation rental that'll take you all in. Fortunately, Vrbo has a selection of three-bedroom options in San Juan that'll welcome your crowd:

  • Make some special memories with your favorite people at "Holiday Home, Le Pègue". Located in Okaloosa Island, this escape offers an ocean view and a kitchen.
  • "Centric Condo With Lagoon View" in Condado is another popular three-bedroom retreat. Here you can take advantage of a water view, a kitchen and more.

Are there vacation rentals with fire pits in San Juan?

If you love the pop and crackle of a campfire but want the little luxuries of home, a vacation rental with a fire pit is the perfect option. Bring a bag of marshmallows and relax in front of the fire at one of these sought-after escapes in San Juan:

  • Stay a few days or longer at "5 Start New Beautiful Aparment W" and you'll be able to enjoy a cozy fire every night. This property in The Galena Territory comes with a chef and a garden, as well as a lovely fire pit.
  • Or, cozy up at "Three Units, One Property", which also offers an outdoor fire pit. Other amenities at this popular property in Ocean Park include a fireplace and a kitchen.

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