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San Juan vacation rentals

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Popular amenities for San Juan vacation rentals

Stay near San Juan's top sights

Old San Juan460 locals recommend
Coliseo de Puerto Rico José Miguel Agrelot75 locals recommend
San Patricio Plaza56 locals recommend
Plaza Las Americas607 locals recommend
Puerto Rico Convention Center67 locals recommend
Castillo San Felipe del Morro442 locals recommend

Other great vacation rentals in San Juan

Guest favorite

Home in San Juan

4.94 out of 5 average rating, 151 reviews

#1-Full Apartment W/Balcony, Kitchen, A/C, TV,Wifi

Oct 14 – 21

G$19,459 GYD per night
Superhost

Home in Río Grande

4.87 out of 5 average rating, 165 reviews

Villa Mermaid (Beach) 3

Oct 13 – 20

G$29,681 GYD per night
Guest favorite

Home in Carolina

5.0 out of 5 average rating, 104 reviews

Adventurer’s Hideaway

Nov 26 – Dec 3

G$21,168 GYD per night
Guest favorite

Home in San Juan

4.93 out of 5 average rating, 136 reviews

Casita del Sol☀️couples’ HOUSE-rooftop, water views

Aug 28 – Sep 4

G$98,440 GYD per night
Guest favorite

Home in San Juan

4.98 out of 5 average rating, 182 reviews

Artsy House - Great location - Parking included!

Mar 7 – 14

G$47,571 GYD per night
Guest favorite

Home in Luquillo

4.91 out of 5 average rating, 261 reviews

Walk to Luquillo Beach. Spa Bath & Private Porch

Aug 12 – 19

G$24,975 GYD per night
Guest favorite

Home in Carolina

4.96 out of 5 average rating, 277 reviews

"Casa Piña Colada” Perfect for family

Sep 12 – 19

G$28,958 GYD per night
Guest favorite

Home in Ceiba

4.98 out of 5 average rating, 131 reviews

brisas de ceiba

Oct 16 – 23

G$14,687 GYD per night

San Juan beach vacation rentals

Guest favorite

Apartment in San Juan

4.97 out of 5 average rating, 153 reviews

Cozy and dreamy Old San Juan.

May 29 – Jun 5

G$25,108 GYD per night
Guest favorite

Apartment in San Juan

4.91 out of 5 average rating, 325 reviews

Direct beach access... best spot in Condado

G$18,759 GYD per night
Guest favorite

Condo in San Juan

4.96 out of 5 average rating, 156 reviews

Luxury Condo Near the Beach ! 1408

Oct 4 – 11

G$42,290 GYD per night
Guest favorite

Condo in San Juan

4.92 out of 5 average rating, 336 reviews

Exquisitely decorated loft, great for couples!

Dec 12 – 19

G$31,605 GYD per night
Guest favorite

Condo in Luquillo

4.95 out of 5 average rating, 184 reviews

Beautifull beachfront apartment on 17th floor

Oct 4 – 11

G$23,547 GYD per night
Guest favorite

Condo in San Juan

4.91 out of 5 average rating, 383 reviews

**Perfect Location**

Dec 16 – 23

G$29,445 GYD per night
Superhost

Condo in San Juan

4.82 out of 5 average rating, 130 reviews

Condado Comfort Paradise Suite Ocean Park Central

Sep 10 – 17

G$24,601 GYD per night
Guest favorite

Condo in San Juan

4.94 out of 5 average rating, 171 reviews

LAGOON & OCEAN VIEW ON THE HOTEL STRIP!

Jul 4 – 11

G$29,711 GYD per night

San Juan condo rentals

Guest favorite

Condo in Luquillo

4.91 out of 5 average rating, 179 reviews

Treat yourself to a Tropical Elegance at Luquillo!

Jan 18 – 25

G$20,182 GYD per night
Guest favorite

Condo in Carolina

4.94 out of 5 average rating, 315 reviews

★Luxurious Beachfront Apt in Isla Verde+free pkg★

Sep 10 – 17

G$34,257 GYD per night
Superhost

Condo in Carolina

4.86 out of 5 average rating, 183 reviews

BEACH and BIKE PAD/ 5 MIN TO AIRPORT/GATED PARKING

Sep 4 – 11

G$16,249 GYD per night
Guest favorite

Condo in San Juan

4.87 out of 5 average rating, 358 reviews

Ocean View Studio - Prime Condado!

Mar 11 – 18

G$31,572 GYD per night
Superhost

Condo in San Juan

4.85 out of 5 average rating, 562 reviews

Chic Apartment in Ocean Front Condado Condo

Aug 8 – 15

G$27,869 GYD per night
Guest favorite

Condo in Carolina

4.88 out of 5 average rating, 185 reviews

308 Cozy Beach Studio on Isla Verde

Nov 18 – 25

G$22,107 GYD per night
Guest favorite

Condo in San Juan

4.89 out of 5 average rating, 114 reviews

Cozy beach studio

Nov 28 – Dec 5

G$30,309 GYD per night
Guest favorite

Condo in San Juan

4.95 out of 5 average rating, 299 reviews

Ashford, San Juan -“The Place”!

Oct 6 – 13

G$30,298 GYD per night

Quick stats about vacation rentals in San Juan

  • Total rentals

    6.9K properties

  • Rentals with dedicated workspaces

    3.7K properties have a dedicated workspace

  • Rentals with a pool

    1.8K properties have a pool

  • Pet-friendly rentals

    1.9K properties allow pets

  • Family-friendly rentals

    2.6K properties are a good fit for families

  • Total number of reviews

    416K reviews

Your guide to San Juan

Welcome to San Juan

Puerto Rico’s capital, a booming port city on a bay facing the Atlantic Ocean, offers a multitude of charms to those who visit. It’s a first-class metropolis marked by exciting nightlife where inventive restaurants, street food, world-class museums, and vibrant murals hunker beside a glittering shoreline of white-sand beaches. The city’s visual presence reflects the centuries of occupation that have shaped the island’s history, and you’ll find striking examples of Spanish colonial architecture, alongside Art Deco influences and modern buildings.

The city is guarded by defensive walls and forts built by the Spanish: These imposing structures, which feature towering walls and sentry lookouts, are now filled with visitors trying to deepen their understanding of the island’s complicated past. At night the city’s welcoming plazas come alive with musicians and street vendors. This is a place very much in touch with the tropical vibe — the pina colada was invented here in the 1950s — and that beguiling atmosphere infuses this urbane city with a unique character all its own.


The best time to stay in a vacation rental in San Juan

San Juan, along with the rest of Puerto Rico, enjoys warm, tropical weather year round. The dry season, roughly December through April, brings more visitors to the area’s vacation rentals, while crowds dip during the hotter and wetter summers. Hurricane season runs from June to November. One of the island’s largest events, Fiestas de la Calle San Sebastián, a musical street party, takes over San Juan during the third weekend of January. On June 23 the city celebrates Noche de San Juan, when crowds gather on the beach at midnight and jump into the water — backwards — seven times for good luck.


Top things to do in San Juan

Museo de Arte Contemporáneo de Puerto Rico

Housed in a circa-1918 neoclassical Georgian-style building, this museum showcases Puerto Rican artworks from the mid-20th century onward, alongside exhibitions of works from the Caribbean, Latin America, and the diaspora. Its interior atrium, protected by a modern glass ceiling, is especially striking.

Castillo San Felipe del Morro

This six-level Spanish fortress, protected by 140-foot walls, whose construction began in 1539 was in use for centuries, including as a U.S. military outpost during World War II. You can climb to the top of those walls to get the same vantage point a sentry would have, taking in panoramic views of the ocean and island. At night, the fort is so dark, it’s an ideal place for stargazing.

La Placita de Santurce

Around 6 p.m. this place comes alive with musicians, revelers, and dancers. Sanjuaneros looking to shake off the work week start amassing on Thursdays, and the festive atmosphere continues through Sunday. Dine on delicious street fare from the kiosks, such as empanadillas, perfectly fried pockets of pastry stuffed with a variety of fillings.

Frequently Asked Questions

  • How is the weather in San Juan?

    San Juan experiences a tropical monsoon climate. Average high temperatures hover around 87°F (30.5°C) year-round. The driest period is from December to April, while the rainy season typically lasts from August to November.

  • What are some of the best things to do in San Juan?

    Visitors often enjoy exploring the historic architecture in Old San Juan, sunbathing at the beautiful beaches of Condado, or sampling local cuisine at the Santurce farmers market. Touring the Bacardi rum factory and taking a sunset walk at Paseo de la Princesa are also frequently recommended activities.

  • What is the best time of year to visit San Juan?

    San Juan is often visited in the winter, between December and April, when temperatures average around 85°F (29°C). During this period, guests can enjoy local events like San Sebastian Street Festival taking place in January, and the Ponce Carnival, a vibrant display of music and dance occurring in February.

  • What are the best places to stay in San Juan?

    Guests often choose to stay in areas such as Old San Juan, known for its historic charm, Condado, famous for its beaches, or Isla Verde, a lively neighborhood with plenty of restaurants and shops.

  • What are the best places to visit in San Juan?

    Guests frequently suggest visiting the historic Old San Juan, known for its colorful Spanish colonial buildings, or the 500-year-old fortress, Castillo San Felipe del Morro. Other frequently recommended places include the Museum of Art of Puerto Rico and the urban, vibrant neighborhood of Santurce.

  • What are some hiking trails in San Juan?

    Trails such as El Yunque Rainforest Trail, which lets you explore a tropical rainforest, and the Paseo Lineal Bayamon River Walk, a paved trail along the Bayamon River, are often recommended to nature enthusiasts visiting San Juan.

  • What are some family activities to do in San Juan?

    Families usually enjoy visiting the San Juan National Historic Site, exploring the Children's Museum, or relaxing at the Balneario El Escambron, a family-friendly beach. They might also like a boat tour around the San Juan Bay, or a visit to the vibrant Santurce neighborhood.

  • What are some of the best day trip ideas in San Juan?

    Visitors often enjoy a day trip to the Bioluminescent Bay in Fajardo, where the water lights up at night due to microorganisms, or El Yunque National Forest, the only tropical rainforest in the US national forest system. A journey to the Cueva Ventana, a window-shaped cave in Arecibo, is another frequently suggested day trip.

  • What types of vacation rentals are available in San Juan?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in San Juan. From over 1,250 condo rentals, over 3,560 apartment rentals to over 1,030 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in San Juan?

    Yes! Work meets play with ease at over 3,730 vacation rentals in San Juan featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore

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