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Vacation rentals in San Juan

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Top-rated vacation rentals in San Juan

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Guest favorite
Apartment in San Cristóbal
4.91 out of 5 average rating, 255 reviews

In the Heart of Old San Juan!

Experience the charm of Old San Juan in this colorful apartment, housed in a historic 17th-century building with characteristics that come with its age! To brighten the space, simply open the doors and windows to let the natural light flood in as the shutters do not open. Located just a block from the vibrant nightlife on “Calle San Sebastian” and a short stroll from the “Castillo El Morro”. Enjoy plazas, dining, and shopping all within walking distance in the heart of this famous walled city.

Guest favorite
A modern two-story building is set behind a low concrete wall, with palm trees and lush greenery enhancing the entrance. The façade features clean lines and light-colored walls, while shaded areas provide a welcoming atmosphere. A separate gate leads into the property.
Apartment in San Juan
4.88 out of 5 average rating, 143 reviews

ATELIER 277 San Juan, Puerto Rico.

Our place offers a true great experience. Very centric house located at the heart of the urban area of San Juan. Just 15 min from the beach with exclusive pool access to guests. We assure you a unique apartment on the 3rd floor of the Atelier which has a separate entrance, with amenities for your comfort: Queen bed, TV, wifi, and AC, fully equipped kitchen, dining table, washing machine, and bathroom. Queen sofa bed and a balcony with a lovely view. 800 sq feet safety and quietness guaranteed.

Top guest favorite
A spacious living area is arranged with a comfortable leather sofa and a coffee table. Large glass windows provide abundant natural light and showcase views of the ocean. A sleek dining bar with stools is set against a vibrant red accent wall, enhancing the modern decor.
Apartment in San Juan
4.97 out of 5 average rating, 117 reviews

Nauti Llama - Lux Condo w/Amazing View by Old SJ

Indulge in the epitome of Caribbean luxury as you immerse yourself in a slice of paradise. Our exquisitely appointed space blends modern decor with the vibrant essence of Puerto Rico. Every room boasts breathtaking ocean views, inviting the soothing sound of waves into your stay. Great for couples, families, and friends to feel at home while exploring the island. Walkable distance to beaches, Old San Juan, Condado, and eateries. Book your Caribbean escape today and create lasting memories!

Top guest favorite
A cozy sleeping area features a wooden bed frame, adorned with green pillows and a decorative blanket. Two round mirrors are mounted on either side, with plants cascading from a shelf above. Artwork with palm trees is displayed on the wall, complementing the serene setting.
Apartment in Carolina
4.95 out of 5 average rating, 374 reviews

#3 Boho Chic: Walk to Beach/Close to Airport

Power Generator/ cistern. Private apt close to beach and airport. 7 minutes walking to the beach, 10 minutes driving from airport and Old San Juan. Private entrance, private parking inside of the property. Wifi, TV, equipped kitchen, and two working desks if you need to work remotely. The apartment is located in a residential area, a very tranquil street with little traffic noise. Tennis court in front in the premises (need to check Covid19 limitations at time of check in). Pets are welcome.

Guest favorite
A wooden terrace is shown with a stool positioned near the railing. The sun rises above a distant landscape, casting warm light over lush green hills and the ocean. An infinity pool is visible nearby, blending beautifully with the scenic surroundings.
Tiny home in Fajardo
4.98 out of 5 average rating, 308 reviews

Magical! Ocean view Cabana w/ Pool Spa on mountain

This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

Superhost
A spacious bedroom features a large bed dressed in a plush grey coverlet. Glass sliding doors lead to a balcony with outdoor seating, allowing views of the cityscape. Soft lighting enhances the modern decor, while the sleek furnishings include a bedside table and decorative accents.
Condo in Santurce
4.81 out of 5 average rating, 159 reviews

*Luxury PH-Apt* Best Location and Views* Wi-Fi,W/D

This PH unit have the best views of all San Juan from his spacious balcony, its located in La Placita area we’re all the bars, restaurants and night life are just a few steps away. The beach is just 10 mins walk and from (SJU) San Juan international airport it’s about 7-10 mins drive. The unit have Wi-fi and high speed internet and 2 T.V.s Free assigned parking in the same condo with control access. The Apt. is fully remodeled and equipped with all you will need to have a pleasant stay.

Guest favorite
A spacious studio is shown, featuring a comfortable bed with crisp linens and decorative pillows. A cozy sofa is positioned beside a work desk. The kitchen area is visible in the background, equipped with modern appliances. Natural light fills the room, enhancing the inviting atmosphere.
Guesthouse in Ocean Park
4.9 out of 5 average rating, 106 reviews

Tropical Beach Studio in San Juan

Relax by the beach while staying local in San Juan. Located in a coastal community in between the airport and Old San Juan. Our studio is fully equipped with its own private kitchen, bathroom, bedroom, patio and entrance. We're located in Park Boulevard, one block away from Ultimo Trolley beach and Barbosa City Park. Walk or bike to nearby reastaurants, different beaches or even Old San Juan (3mile ride through the bike lane.) We love nature and treat our home as if it was a forest.

Top guest favorite
Two people are seen enjoying a natural swimming area beneath a waterfall, surrounded by lush greenery and rocky terrain. The cascading water creates a serene atmosphere, and sunlight filters through the foliage, reflecting off the surface of the water.
Cabin in San Juan
4.98 out of 5 average rating, 464 reviews

Cabin hidden paradise, cozy & romantic loft cabin

Experimenta unos dias de la serenidad única de la naturaleza en nuestra cabaña con vistas a las montañas y junto al río, a pasos de la impresionante cascada "El Salto en Charco Prieto". Embárcate en una emocionante aventura río arriba hacia un paraíso escondido. Disfruta de noches tranquilas con cielos estrellados, fogatas y la melodía relajante de la naturaleza. Ven, hospédate y vive momentos que te dejarán sin palabras. ¡Te invitamos a disfrutar de esta experiencia inolvidable!

Guest favorite
A spacious living area features a comfortable couch and an accent chair, complemented by a stylish coffee table. Natural light filters through large glass doors, adorned with sheer curtains. Lush greenery adds a refreshing touch to the tranquil atmosphere.
Condo in Santurce
4.91 out of 5 average rating, 112 reviews

Ashford County 1/1 Cozy Apt

Experience the epitome of luxury in San Juan's Condado. Situated on Ashford Avenue, the bustling strip offers a plethora of dining, entertainment, and nightlife options just steps away. With one of the city's finest beaches a block away, and a quick Uber ride to Old San Juan and SJU Airport, convenience and indulgence await at your doorstep. Wifi, Cable TV, free parking. Smoking or Vaping inside the apartment is not permitted. No pets. 2 guest. $25 for extra guest per night

Top guest favorite
A row of beautifully restored colonial-style buildings is lined along a quiet street. The architecture features arched entryways and intricate wrought iron balconies. Bright colors and textures of the façades create an inviting atmosphere under clear blue skies.
Apartment in San Francisco
4.94 out of 5 average rating, 148 reviews

Classic Old San Juan; Best Location

Experience Old San Juan from this beautifully restored colonial-style building. Our cozy 2-bedroom apartment offers charm, comfort, and an unbeatable location—perfect for vacationing, a romantic getaway, a business trip, or a quick escape. Enjoy a spacious living room, a fully equipped kitchen, a comfortable bathroom, and a tranquil interior patio where you can relax and unwind. Book your stay today and make your visit truly unforgettable!

Top guest favorite
A spacious pool area features a heated saltwater pool accompanied by a jacuzzi. Comfortable lounge chairs are positioned around the pool, with lush palm trees providing shade. A modern covered terrace offers seating options for relaxation next to the scenic outdoor landscape.
Villa in Carolina
5 out of 5 average rating, 153 reviews

Luxury waterfront villa with dock and heated pool

Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock to a serene lagoon. It is just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. Equipped with a generator and cistern for peace of mind. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

Guest favorite
A spacious dome structure is surrounded by lush greenery, with a geometric design featuring large glass panels for natural light. Outdoor seating areas and a gazebo are visible nearby, providing cozy spaces for relaxation and socializing.
Dome in Río Grande
4.94 out of 5 average rating, 100 reviews

Hella Dome Glamping Unique in the foothills of Yunque

You won't forget your stay in this hidden place that's close to everything, immerse yourself in this romantic and cozy place for couples. Hella Dome is a luxury adventure that is unique, and you will have an unforgettable experience connected with nature. Hella Dome's panoramic view allows you to gaze at the moon and stars while relaxing in your king-size bed, nestled with sheets and pillows.

Popular amenities for San Juan vacation rentals

When is the best time to visit San Juan?

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Frequently Asked Questions

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

    San Juan has lively neighborhoods for different interests—Old San Juan is known for historic charm, Condado for a relaxed beach atmosphere, and Santurce for arts and nightlife. Isla Verde is frequently suggested for easy beach access and a resort-like vibe.

  • What are the best things to do in San Juan with kids?

    Families often explore El Morro for its broad lawns and history, enjoy playtime at Condado Lagoon, or discover interactive exhibits at local museums. Beaches with calm water, like those near Isla Verde, are frequently suggested, and guided tours can create engaging experiences for children.

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

    Explore the colorful streets of Old San Juan, tour historic forts such as El Morro, or relax on city beaches like Escambrón. Santurce has vibrant street art, galleries, and live music for those interested in culture.

  • How is the weather in San Juan?

    San Juan has consistently warm temperatures, typically ranging from 72–89°F (22–32°C) throughout the year, with higher humidity and more rain during summer and early fall. Light clothing and protection from sun and showers are usually recommended.

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

    Old San Juan and its historic forts, such as Castillo San Felipe del Morro and Castillo de San Cristóbal, are frequently suggested. The Condado area, with its beach and dining spots, and the Museum of Art of Puerto Rico offer more ways to experience the city.

  • What are some hiking trails in San Juan?

    San Juan has natural areas like Piñones with boardwalk trails through mangroves, and Parque Luis Muñoz Rivera for shorter urban walks. For more extensive routes, El Yunque National Forest can be found just outside the city for rainforest hikes.

  • What are some family activities we can do in San Juan?

    Families can explore El Morro’s expansive greens, visit the Carolina Children’s Museum, or enjoy water activities at Condado Lagoon. City beaches provide space for swimming, sand play, and picnics.

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

    Many visitors enjoy guided excursions to El Yunque National Forest, day trips to historic towns like Loíza, or boat tours to nearby islands such as Culebra or Vieques. Bioluminescent bay tours in Fajardo are also frequently suggested for a unique family-friendly experience.

  • Are there any pet friendly accommodations available in San Juan?

    Many accommodations in San Juan welcome pets, especially in neighborhoods like Condado, Santurce, and Isla Verde. Beach areas and city parks make it easy to spend time outdoors with your dog.

  • What are some local tips for visiting San Juan?

    Embrace walking in Old San Juan’s blue cobblestone streets, stay hydrated in the humid climate, and sample fresh fruit from street vendors. Tipping is customary in restaurants, and knowing a few Spanish phrases is appreciated.

  • What is San Juan known for?

    San Juan is known for its well-preserved colonial architecture, historic forts, and lively arts and music culture. The city’s beaches, traditional food, and Caribbean heritage contribute to its distinct identity.

  • What are the best hidden gems to explore in San Juan?

    La Placita de Santurce has a lively local atmosphere and open-air eateries, while Casa Blanca stands out for its layered colonial history. Discover street art along Santurce’s alleys and enjoy tucked-away cafes that invite quieter exploration.

  • What are the best foods to try in San Juan?

    San Juan is known for dishes such as mofongo, arroz con gandules, and lechón, with street vendors serving alcapurrias and tostones. Flan and tembleque are popular local desserts, and fresh seafood is often featured in coastal restaurants.

  • What should I bring for a trip to San Juan?

    Light clothing, comfortable walking shoes, and sun protection are practical for San Juan’s warm and humid climate. A swimsuit, rain jacket, and a reusable water bottle help ensure comfort for both city and outdoor adventures.

  • What is the nightlife in San Juan like?

    San Juan’s nightlife has a vibrant mix of music venues, salsa clubs, and open-air bars, especially around Santurce and La Placita. Expect a welcoming atmosphere, with many places hosting live bands and locally-inspired cocktails.

  • What are the most popular events or festivals in San Juan?

    San Juan hosts the San Sebastián Street Festival in Old San Juan each January, known for music and parades. Locals also gather for Noche de San Juan celebrations in June and colorful carnival events in late winter.

  • Are there family friendly vacation rentals in San Juan?

    Many vacation rentals in San Juan cater to families, with options in neighborhoods like Isla Verde, Condado, and Ocean Park providing beach access and convenient amenities. Look for listings with kitchens and multiple bedrooms for added comfort.

  • When is the best time to visit San Juan?

    Late winter through early spring is often recommended for milder temperatures and fewer showers. Summer and fall bring more rain and humidity but can be lively with festivals and events.

All about 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.

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.

Quick stats about vacation rentals in San Juan

  • Total vacation rentals

    Explore 8,430 vacation rentals in San Juan

  • Verified guest reviews

    Over 566,560 verified reviews to help you choose

  • Family-friendly vacation rentals

    3,320 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 2,080 rentals that welcome pets

  • Vacation rentals with a pool

    2,230 properties feature pools

  • Rentals with dedicated workspaces

    4,470 properties have a dedicated workspace

  • Wi-Fi availability

    8,260 of San Juan vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront, and Monthly stays across San Juan rentals

  • 4.7 Average rating

    San Juan stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    San Juan's top spots, include Distrito T-Mobile, Paseo de la Princesa, and Museo de Arte de Puerto Rico

Destinations to explore

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