San Juan vacation rentals
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Top-rated vacation rentals in San Juan
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- Hotel room
EXCLUSIVE PRE-OPENING SPECIAL || DUNA by DW This Designer studio features a large private terrace with outdoor shower & hanging chair, a kitchenette & a designer bathroom with custom designed soaking tub & rainfall shower. The unit is also equipped with a desk, open closet, Roku TV and A/C. We offer high speed Wifi, beach chairs and self-check-in. The beach is a 4 minute walk and there are plenty of restaurants and shops, all in walking distance.
- Hotel room
EXCLUSIVE PRE-OPENING SPECIAL || DUNA by DW This Designer Suite features two large private terraces with outdoor showers, custom designed soaking tub and hammocks. This oversized unit comes with a full kitchen, comfy sleeper couch and a king size bed. The unit is also equipped with an open closet, Roku TV and A/C. We offer high speed Wifi, beach chairs and self-check-in. The beach is a 4 minute walk and there are plenty of restaurants and shops, all in walking distance.
- Entire loft
This is a studio apartment located in Condado. The apartment is completely renovated: modern with a tropical touch. The views from the balcony are spectacular. The property is one block from the beach, hotels, restaurants and pubs.
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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.
When is 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.
What are the 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.