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Holiday rentals in San Juan

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Top-rated holiday rentals in San Juan

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Guest favourite
The living area features a large white leather sofa paired with a unique side table made of natural wood. An elegant lamp provides soft lighting, while expansive windows showcase panoramic views of the surrounding landscape, including the evening sky transitioning to twilight.
Loft in San Juan Antiguo
4.95 out of 5 average rating, 138 reviews

Sunrise Loft: King Bed, Washer-Dryer & Ocean Views

Welcome to the Sunrise Loft! Enjoy your stay in San Juan in a tropical boho-chic corner loft condo. Start your day with sunrise in bed and amazing views of Escambron Beach, El Yunque, Condado and Miramar boroughs. Relax winding down to sunsets and night sklyline. Located in the of heart of SJ, walking distance to the beach, Old San Juan, LMM Park, Condado and Convention Center, and short drives to, Santurce, Miramar and SJU and SIG Airports. Generators; w/ washer and dryer; high-speed internet.

Top Guest favourite
Loft in San Juan Antiguo
4.95 out of 5 average rating, 219 reviews

San Juan, Ocean views, Luxury LOFT,

Your search is over!!!! You have found the perfect place for your staycation in this 989 sqft. (largest in the condo), centrally-located, open space luxury Loft in SAN JUAN, PR. Indulge yourself in an Exquisite and tastefully decorated loft. with many unique pieces of art. Also, NO need to worry about power or water outages that occur on the island, this condo is backup with power generators and cisterns, so your visit should not be interrupted. Everything you need is here ! See you soon🙏🏻

Guest favourite
Condo in Isla Verde
4.95 out of 5 average rating, 119 reviews

Relaxing Boho Beachfront Studio

If you’re planning on staying on the most beautiful beach in the greater San Juan area, you’ve found the right place! Located on one of PR’s best strips, you’ll have turquoise waters on one side & a 2mile strip to explore on the other. Just take the elevator down! No hidden fees. 5 min from airport, 10 min or less to Old SJ, cruise ports, downtown SJ, Santurce, Condado, etc and 45 min drive to El Yunque. Free parking, air conditioning, hot water, beach equipment, SmartTV, Wi-FI, solar chargers.

Superhost
A spacious living area is highlighted by large corner windows that allow abundant natural light. A sectional sofa is complemented by an accent chair and a small side table. Decorative pieces are arranged on shelves, and sliding glass doors provide access to a balcony.
Condo in San Juan Antiguo
4.9 out of 5 average rating, 256 reviews

A Gem of a 2 bedroom condo unit close to the beach

This luxurious unit is located in a modern high rise building in an up and coming area in the isle of Old San Juan just one mile from the old Spanish town and near Condado. The location is perfect to access the famous beach of El Escambron (just 1 block away!) very popular among surfers. It´s a newly reformed gem of a condo unit loft-like style with exposed concrete ceilings and beams with floor to ceiling north looking windows in a corner unit with ample sun light all through the day-time.

Guest favourite
A modern studio apartment is displayed with a king-size bed and ocean views. A vibrant red table is positioned in the foreground, complemented by two chairs. Large sliding glass doors frame the balcony, allowing natural light to fill the space while highlighting the coast outside.
Condo in Santurce
4.94 out of 5 average rating, 127 reviews

Condado Oceanview Lagoon/Battery Backup Available

Modern and recently remodeled 580m2 aprox Studio apartment for Romantic get away with the ideal location in the heart of Condado that will please your mind with its breathtaking ocean and lagoon views. ELECTRIC BACKUP AVAILABLE, TESLA BATTERY. 10 min. from Luis Munoz Marin Airport, 5 minutes from Isla Grande Airport, T-Movil District. Minutes from our iconic streets of Old San Juan, Morro San Felipe and highly prestigious restaurants in the capital. Greats activities walking distance.

Guest favourite
A bright living area is presented with large glass doors offering views of the lagoon. A comfortable gray sofa sits alongside a decorative lamp, and a small plant adds a touch of greenery. Abstract artwork is displayed above the sofa, enhancing the modern decor.
Apartment in Santurce
4.92 out of 5 average rating, 193 reviews

Aurum Flat - Stunning 1 bdr. in best location

Enjoy a stylish experience at the hippest neighborhood in San Juan. 3 min walk to La Concha and the Vanderbilt Hotels. Gorgeous balcony view of the Condado Lagoon Estuary. Great for vacation or business travel. Beautifully decorated, fully equipped for fun, relax and/or for work. Condo has power generator, full kitchen, two Smart TVs and high speed internet. Steps from the beach, the lagoon, restaurants, aqua sports, stores and nightlife. Minutes drive to Old San Juan and Convention District

Top Guest favourite
A bright bedroom is highlighted by a spacious bed with colorful striped linens. Two bedside lamps complement the wood nightstands. Large glass doors offer an unobstructed ocean view, while the ceiling fan adds a touch of comfort. The walls are adorned with decorative mirrors and soft lighting.
Loft in Santurce
4.99 out of 5 average rating, 223 reviews

The Emerald Seaclusion

The Emerald Seaclusion for one or two guests. Super Clean & Sanitized Loft Be the first to discover the adventure at The Emerald Seaclusion, with a breathless 190-degree oceanfront view steps away from the beach. It features two large sliding glass doors that are soundproof and open wall-to-wall, welcoming the tropical breeze and sound waves to create a state of mental relaxation. It is a perfect stay for one or two guests. Minimum of two days' stay. All guests must show identification.

Guest favourite
The open living-dining area features a spacious sofa and a dining table surrounded by four chairs. Large glass doors provide access to the balcony, where high-top chairs and a small table overlook the ocean. Modern pendant lights hang above the dining table.
Condo in Santurce
4.89 out of 5 average rating, 137 reviews

Palms & Ocean View 1br 1bth + Pool + Beach Access

In the heart of Condado, with direct private access to the Condado beach. The building is on Ashford Ave., surrounded by great restaurants, cafes, and bars. At walking distance, you have supermarkets (5 min), Calle Loiza St. with vibrant nightlife (6 min), and La Placita de Santurce with also great nightlife (15 min). At driving distance, you have the Convention Center & El Distrito (10 min), Old San Juan (15 min), Hato Rey Milla de Oro (15 min), and the airport (15 min).

Top Guest favourite
Home in Río Grande
4.99 out of 5 average rating, 138 reviews

Mountain View, Farm Experience near El Yunque

Casa Lucero PR is the perfect getaway for couples! You will experience the beauty of Puerto Rico Island. Casa Lucero PR is a house high in the mountain, surrounded by a forest. It is located in a rural area of Rio Grande, between Luquillo and San Juan (either side 25 - 35 minutes drive) You will have access to all the property, private and not shared. Enjoy the rain forest noises ( birds, frogs, crickets and the tiny coqui) Also, you can see the stars at night.

Top Guest favourite
A tranquil private pool reflects the clear blue sky, surrounded by lush greenery and palm leaves. The modern apartment's large glass windows allow for abundant natural light, while a shaded outdoor seating area and hammock can be seen beside the pool.
Apartment in Ocean Park
4.99 out of 5 average rating, 272 reviews

Best location with pool, steps from beach!

Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.

Guest favourite
A cozy living area features a compact dining table with two stools, facing large glass doors that open to a direct ocean view. A dresser with a television sits to the left, while a comfortable sofa is positioned nearby, enhancing the inviting space.
Apartment in Santurce
4.88 out of 5 average rating, 180 reviews

Beachfront in Condado! Min from airport, OSJ

This beachfront condo is the perfect vacation getaway for two. It is located directly on one of Puerto Rico's most beautiful beaches. Walkable area, old San Juan close by and many food and shopping option within walking distance. You will wake up seeing the beach directly in front of you and go to bed with the sound of the waves! We don’t have parking on premises at the moment **WE CANNOT STORE LUGGAGE** Check in time 3PM-checkout 11AM

Top Guest favourite
A bright living room is showcased with large glass doors offering unobstructed views of the beach and ocean. The space features a leather sofa, contemporary decor, and is filled with natural light. Colorful beach umbrellas can be seen in the distance.
Condo in Santurce
4.97 out of 5 average rating, 284 reviews

The BEACH Pad- A Beachfront, full ocean view apt.

The BEACH Pad -A Modern- luxurious, beach front and full ocean view apartment. Enjoy your private balcony to watch the sun rise and set over the Atlantic ocean. The view is 180 degrees from left to right without any obstruction. The living room has a 75" tv, with a Sonos sound bar. Relax to music, have a glass of wine or cup of coffee made from the coffee machine provide , listen to the sound of the waves and feel the stress melt away.

Popular amenities for San Juan holiday rentals

When is the best time to visit San Juan?

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Avg. price$226 NZD$226 NZD$236 NZD$221 NZD$214 NZD$214 NZD$221 NZD$226 NZD$200 NZD$190 NZD$205 NZD$222 NZD
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C

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.

Quick stats about holiday rentals in San Juan

  • Total holiday rentals

    Explore 8,430 holiday rentals in San Juan

  • Verified guest reviews

    Over 566,560 verified reviews to help you choose

  • Family-friendly holiday rentals

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

  • Pet-friendly holiday rentals

    Find 2,080 rentals that welcome pets

  • Holiday rentals with a pool

    2,230 properties feature pools

  • Rentals with dedicated workspaces

    4,470 properties have a dedicated workspace

  • Wifi availability

    8,260 of San Juan holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays and Beachfront 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

  1. Airbnb
  2. Puerto Rico
  3. San Juan Region
  4. San Juan