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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
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
4.95 out of 5 average rating, 137 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 favorite
Loft in San Juan
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 favorite
Condo in Carolina
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.

Guest favorite
Apartment in San Juan
4.92 out of 5 average rating, 251 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.

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
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 favorite
A modern living area is highlighted by a wall adorned with vertical wooden slats. A flat-screen TV is mounted above a minimalistic black media console. A comfortable gray sofa and a stylish armchair are positioned around a dark dining table, with decorative plants adding a touch of greenery.
Condo in San Juan
4.9 out of 5 average rating, 165 reviews

Luxury Loft in Central San Juan with Free Parking

Enjoy a relaxing experience in this centrally located modern loft between Old San Juan and Condado, near restaurants, bars, and attractions. Just a 10-minute drive from San Juan airport, this spacious loft offers lagoon views, a 24-hour concierge, free parking, and a gym. The stylish space includes a fully equipped kitchen, high-speed Wi-Fi, and a comfortable workspace, perfect for leisure or business travelers. The building provides round-the-clock security for peace of mind.

Top guest favorite
An open-concept kitchen features modern appliances, including a refrigerator and stacked washer-dryer. A wooden island with shelves provides additional workspace. A dedicated desk sits beside a window, while a small plant adds a touch of color to the light-filled area.
Home in San Juan
4.99 out of 5 average rating, 136 reviews

Walk 2 Beach! Gated prkg |Renovated! Bright & Cozy

Experience a cozy stay in our renovated 1-bedroom house, just a 5-minute walk to Ocean Park Beach and half a block from vibrant Calle Loíza. Enjoy free gated parking, a modern kitchen, washer-dryer, AC, ceiling fans, and a dedicated workspace. With two TVs, excellent internet, and beach essentials included, you'll have everything you need. Immerse in local culture and conveniently explore nearby attractions. If you don’t want to rent a car, you can easily walk or use Uber.

Top guest favorite
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 San Juan
4.99 out of 5 average rating, 271 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 favorite
A vibrant yellow façade with classic Spanish colonial architecture is highlighted in the morning light. The entrance features an elegant archway, leading into a spacious interior. The street gently slopes down towards the water, surrounded by lush greenery and cobblestones.
Home in San Juan
4.95 out of 5 average rating, 217 reviews

Casita del Sol☀️couples’ HOUSE-rooftop, water views

Casita del Sol offers a rare opportunity to rent an entire house in Old San Juan. Classic Spanish colonial architecture with multiple water views and huge rooftop deck. With an entirely removed secondary suite, it can be spacious enough for two couples or cozy enough for one. On a quiet and peaceful residential block, it is still just a short walk from the liveliest restaurants, bars, and shops and offers the best of life in Old San Juan.

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 Juan
4.94 out of 5 average rating, 142 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!

Superhost
A custom soaking tub is set in a sunlit corner, surrounded by greenery and textured walls. A tall plant stands nearby, accompanied by a terracotta pot. Natural light filters through the overhead skylight, casting soft shadows across the space.
Hotel room in San Juan
4.88 out of 5 average rating, 125 reviews

Design Suite「 POOL」Walk to Beach | DUNA by DW

If this apartment-plus were a perfume it would smell like juniper, cactus water, fennel seeds, slot canyons and homemade tortillas clasped in warm sunlit terracotta. Everything about this king-size suite is deep, sandy, and divine. With two private terraces, a bedroom, bath, full kitchen, custom soaking tub, hammocks, and more, the Dreamer can mesmerize up to three guests with elegant, laidback allure.

Top guest favorite
A spacious studio is designed with light-colored walls and natural wood accents. A large bed is centered in the room, complemented by a stylish woven bench. Floor-to-ceiling windows open to a balcony with views, while plants add a touch of greenery throughout the space.
Condo in Carolina
4.94 out of 5 average rating, 711 reviews

ESJ, 16th Floor, Beach, Parking, 5 min SJU Airport

Million-dollar view—BOOK NOW! Proudly 100% Puerto Rican (and Veteran) owned. 🇵🇷 16th-floor studio to enjoy sunrises. 5-min. from SJU Airport, <1 min walk from lobby to the beach! ✅ 1 free garage parking 🅿️ ✅ Self check-in ANYTIME after 3 PM ✅ Free luggage storage🧳 ✅ 24/7 market 10-minute walk away ✅ Lobby café & bar 🧺 Paid laundry in basement. ❌ No pool ❌ No early check-in or late check-out

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