
Vacation rentals in San Juan
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Top-rated vacation rentals in San Juan
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Popular amenities for San Juan vacation rentals
San Juan home rentals

The Garden Miramar 1 • Best Location Ever

Villa Turquesa- Private Pool

Unique luxury house-Private pool-Power generator

The Leaves Apartments #2

Casa Luna

New and central apartment Free WiFi & Netflix

Nena’s place, Carolina PR w electric generator

Fabulous Ocean Views /Private Infinity Pool /4 BR
San Juan apartment rentals

Discover San Juan's Arts District in Urban Oasis Penthouse

Beachfront Studio at Condado

Bohemian I King Bed Suite with Private heater pool

Beachfront! Best location, min from airport

Beachfront * Washer/D * Walk 2 eat * King Bed

In the Heart of Old San Juan!

Ashford Imperial Condo- Oceanview with parking

Luxury Caribbean Condo (Atlantis) - 2-BDR/2-BATH
Other great vacation rentals in San Juan

*NEW* Relax Outdoor Bathtub, Walk To Beach

Boho-Chic Loft w/ King Bed + Ocean & Harbor Views

The Atlantic View Loft

Beachfront Balcony Apt at ESJ Towers, San Juan

Deluxe Ocean View | Beach | Pool | Generator

Davide, Colinas del Yunque *Paraiso Escondido* NEW

New luxury Apartment with Ocean view

Jungle Bungalow | 1BR Suite | Private Plunge Pool
Quick stats about vacation rentals in San Juan
Total rentals
7.6K properties
Total number of reviews
502K reviews
Family-friendly rentals
3K properties are a good fit for families
Pet-friendly rentals
1.9K properties allow pets
Rentals with a pool
2.1K properties have a pool
Rentals with dedicated workspaces
4.2K properties have a dedicated workspace
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 4,100 apartment rentals to over 1,170 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 4,160 vacation rentals in San Juan featuring dedicated workspaces. Stay connected and productive in your home away from home.
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- Praia de Luquillo
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- The Saint Regis Bahia Golf Course
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