San Juan vacation rentals
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Top-rated vacation rentals in San Juan
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Other great vacation rentals in San Juan
Apartment in San Juan
4.88 out of 5 average rating, 214 reviewsBeachfront Studio at Condado
Mar 26 – Apr 2
Condo in San Juan
4.95 out of 5 average rating, 301 reviewsAshford, San Juan -“The Place”!
Feb 26 – Mar 5
Condo in Luquillo
4.95 out of 5 average rating, 185 reviewsBeautifull beachfront apartment on 17th floor
Aug 27 – Sep 3
Condo in San Juan
4.96 out of 5 average rating, 157 reviewsLuxury Condo Near the Beach ! 1408
Sep 26 – Oct 3
Apartment in San Juan
4.98 out of 5 average rating, 122 reviewsStudio @ White House by the Beach.
Sep 21 – 28
Apartment in San Juan
4.92 out of 5 average rating, 166 reviewsOcean front with city view Condado del Mar
Dec 18 – 25
Condo in San Juan
4.91 out of 5 average rating, 407 reviewsBeautiful Modern Style & Location
Sep 24 – Oct 1
Condo in San Juan
4.89 out of 5 average rating, 119 reviewsCozy beach studio
Sep 2 – 9
San Juan house rentals
Home in San Juan
4.87 out of 5 average rating, 101 reviewsSpotless Private Retreat: AC, Balcony & Parking
Oct 20 – 27
Home in San Juan
4.94 out of 5 average rating, 152 reviews#1-Full Apartment W/Balcony, Kitchen, A/C, TV,Wifi
Oct 26 – Nov 2
Home in Carolina
5.0 out of 5 average rating, 106 reviewsAdventurer’s Hideaway
Mar 6 – 13
Home in San Juan
4.9 out of 5 average rating, 169 reviewsNew and central apartment Free WiFi & Netflix
Jan 11 – 18
Home in San Juan
4.93 out of 5 average rating, 136 reviewsCasita del Sol☀️couples’ HOUSE-rooftop, water views
Sep 23 – 30
Home in Carolina
4.96 out of 5 average rating, 279 reviews"Casa Piña Colada” Perfect for family
Apr 27 – May 4
Home in San Juan
4.98 out of 5 average rating, 183 reviewsArtsy House - Great location - Parking included!
Jan 20 – 27
Home in Guaynabo
4.92 out of 5 average rating, 105 reviewsViajero. #4
Mar 11 – 18
San Juan condo rentals
Condo in San Juan
4.93 out of 5 average rating, 149 reviewsSan Juan-Condado Ashford Ave. Best Studio!
Jul 18 – 25
Condo in Luquillo
4.88 out of 5 average rating, 244 reviewsBreathtaking Oceanfront and City View “Playa Luna”
Aug 6 – 13
Condo in Carolina
4.94 out of 5 average rating, 315 reviews★Luxurious Beachfront Apt in Isla Verde+free pkg★
Sep 25 – Oct 2
Condo in Carolina
4.84 out of 5 average rating, 197 reviewsIsla Verde-Alambique Beach Modern Condominium
Jan 20 – 27
Condo in San Juan
4.85 out of 5 average rating, 564 reviewsChic Apartment in Ocean Front Condado Condo
Jul 19 – 26
Condo in Carolina
4.8 out of 5 average rating, 136 reviewsBeach Therapy
Aug 29 – Sep 5
Condo in San Juan
4.81 out of 5 average rating, 251 reviews1B 1B Sea View Convention Suite
Oct 17 – 24
Condo in San Juan
4.97 out of 5 average rating, 150 reviewsThe BEACH Pad- A Beachfront, full ocean view apt.
Sep 30 – Oct 7
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 3,560 apartment rentals, over 1,250 condo 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.
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