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, 130 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.

Guest favourite
An open-layout apartment is displayed, showcasing a comfortable white sofa, a round black coffee table, and a stylish blue chair. The sleeping area features a spacious bed with soft gray and white bedding, while natural light pours in through floor-to-ceiling windows adorned with sheer curtains.
Apartment in Santurce
4.92 out of 5 average rating, 212 reviews

⭐️Ocean View Apt. in Condado Beach & Strip⭐️

- 4min walk to beach - Located right on the strip - Just 10 minutes from the airport - Stylish, comfortable, and convenient open-layout apartment in San Juan's Condado Beach - Surrounded by vibrant cafes, top restaurants, and lively bars - Close to parks, Beaches, Placita Santurce, and Calle Loiza - Ideal for a couple or group of three - Seamless self-check-in for a hassle-free stay Immerse yourself in Puerto Rico's rich culture and charm. Book now and start your island adventure!

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.
Apartment in Santurce
4.93 out of 5 average rating, 117 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.
Flat in Santurce
4.92 out of 5 average rating, 181 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

Guest favourite
A cozy bedroom features a plush queen bed adorned with light linens. A bedside table holds a lamp, while wall art conveys a calming message. A stylish wooden cabinet and dark wooden doors add character to the space, complemented by the contrasting black and white checkered floor.
Flat in San Juan Antiguo
4.97 out of 5 average rating, 170 reviews

Romantic Getaway in the Heart of Old San Juan

Welcome to your intimate, historic retreat in Old San Juan! ♥️ Peaceful, quiet & romantic~ nestled behind ancient brick walls ♥️ Just steps from local cafes, shops, nightlife & Old San Juan’s iconic sights ♥️ Plush Queen bed for ultimate comfort ♥️ Historical treasure with Old World charm & decor ♥️ Modern amenities: A/C, high speed WiFi & workspace ♥️ Fully equipped kitchen ♥️ Large bathroom with essentials ♥️ Secure self-check in ♥️ On-site washer/dryer Book your romantic getaway today!

Top guest favourite
An outdoor terrace features a wooden deck with a table and chairs, providing ample seating. A cozy swing chair hangs nearby, surrounded by lush greenery and expansive views of the mountainous landscape. Decorative string lights add warmth to the inviting setting.
Shipping container in Gurabo
4.98 out of 5 average rating, 221 reviews

Vista Linda Haus

At Vista Linda Haus, from the moment you start the journey to the beautiful town of Gurabo, the adventure begins. A unique experience towards the favorite destination. You will find panoramic landscapes, lakes, mountains, farms, cities, and a community with the Puerto Rican warmth of our mountains. Just 35 minutes from the Luis Muñoz Marín International Airport, over 1,000 feet above sea level, you will breathe freedom and peace, in a harmonious environment full of energy and pure nature.

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, 208 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
An inviting living area features a spacious white sofa, accent tables, and decorative mirrors on the golden wall. An open kitchen is visible in the background, showcasing modern appliances and a dining table with upholstered chairs, enhancing the stylish design and ambiance.
Apartment in San Juan Antiguo
4.92 out of 5 average rating, 145 reviews

Casa Arcos Blancos - Luxury Romantic Getaway

Nestled in the 500-year-old historic Spanish colonial city of Old San Juan, Casa Arcos Blancos offers a unique opportunity to live like a local while enjoying all the luxuries that make you feel right at home. Its superb central location allows you to explore the entire colonial city without having to grab a ride for anything. Conveniently located on Sol Street, you will be at walking distance from supermarkets, pharmacies, shops, restaurants, and world-renowned bars and night spots.

Guest favourite
A private balcony is depicted, featuring a small table and two chairs. A partial view of the sea and city skyline is visible in the background. The modern building and pool area can also be spotted from this vantage point.
Apartment in Isla Verde
4.95 out of 5 average rating, 174 reviews

Isla Verde Beachfront Studio near restaurants,bars

Free parking.Direct private access to the Beach. Very comfortable and bright studio apartment with sea partial view and city view. Exclusive access to the pool. Just step outside and jump in the beach. You will find beach-lounge and umbrella rental, food kiosks, Jetski rental, banana boat and lot of fun. Condo is locate within walking distance of hotels,shops and restaurants(fast food as well fine/casual dining,excellent local cuisine)bars, casinos,pharmacy & ATM

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.
Flat in Ocean Park
4.99 out of 5 average rating, 268 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.

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.
Apartment in Santurce
4.97 out of 5 average rating, 274 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.

Top guest favourite
A light-filled sleeping area features a spacious bed with crisp linens and a decorative pillow. Large windows provide views of the surrounding area, while sheer curtains allow natural light to filter in. A bedside lamp and a small table add functional decor to the space.
Flat in Santurce
4.97 out of 5 average rating, 211 reviews

King Suite Steps from the Beach w/ Parking

Enjoy a stylish experience at this centrally-located studio. In the heart of the Condado neighborhood. As soon as you walk out the front door you are immediately immersed in the lively energy of Puerto Rico. It's steps from the beach and the neighborhood is filled with delicious restaurants and great bars. Please keep in mind the parking provided is not in the building. It is one block away at the Marriott Hotel.

Popular amenities for San Juan holiday rentals

When is the best time to visit San Juan?

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Frequently Asked Questions

  • 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.

  • 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.

Quick stats about holiday rentals in San Juan

  • Total holiday rentals

    Explore 8,380 holiday rentals in San Juan

  • Verified guest reviews

    Over 551,970 verified reviews to help you choose

  • Family-friendly holiday rentals

    3,290 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 2,130 rentals that welcome pets

  • Holiday rentals with a pool

    2,250 properties feature pools

  • Rentals with dedicated workspaces

    4,510 properties have a dedicated workspace

  • Wifi availability

    8,180 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

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