Holiday rentals with a pool in Viejo San Juan, San Juan Antiguo

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Top-rated rentals with a pool in Viejo San Juan, San Juan Antiguo

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Loft in San Juan

4.95 out of 5 average rating, 496 reviews

⭐️SPECTACULAR CHIC STUDIO PROFESSIONALLY SANITIZED⭐️

You will love staying in this chic apartment that was carefully re-designed with a lot of passion & love ❤️. Rest assured that we take cleaning and sanitizing procedures very seriously and our Housekeeping Manager is freak about it. With beautiful blue sky & ocean views during the day and a magnificent city view during the night, just 10min from SJU airport, it will be your perfect spot is to enjoy the island at it's best. Walk and enjoy the beach, Casinos, Restaurants and shops around Condado.

Superhost

Apartment in San Juan

4.88 out of 5 average rating, 256 reviews

*NEW* OCEAN VIEW l KING BED l PARKING - ORO SUITE

The ORO Suite is part of the Ashford Imperial Luxury Collection, the newly remodeled suite is designed by a well-known local designer inspired by her travels. The Suite is sparkled with white & gold while facing a magnificent full frontal ocean view. The only thing better than the view is the location (heart of Condado on Ashford Ave) everything is just a walk away. If you can't find your date see our Santorini Suite (directly next door) or the Tropical Suite by clicking on our host photo.

Guest favourite

Flat in San Juan

4.92 out of 5 average rating, 118 reviews

Ashford Imperial Condo- Oceanview with parking

Remodeled apartment with 24-7 security, pool, 5 min walk to beach & private parking. Just 5 miles from SJU airport, making your arrival and departure a breeze. Whether you're here to enjoy the beach, explore the rainforest, or visit Old San Juan, our location is unbeatable. Situated on Ashford Ave., steps from the beach and in the heart of Condado, you'll be surrounded by the best restaurants, bars, casino, outdoor activities and shopping. Perfect for an unforgettable stay in Puerto Rico!

Guest favourite

Shipping container in Gurabo

4.98 out of 5 average rating, 182 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.

Guest favourite

Flat in San Juan

4.87 out of 5 average rating, 125 reviews

Sol Mate/ Pool, Lagoon view and steps to the Beach

Enjoy a modern tropical 1 bdr. apt. at building with pool, in Condado's main avenue, across the Vanderbilt and Ocean Club Hotels. Walking distance to the beach, lagoon, many restaurant, stores, pharmacies, bars, amenities and minutes from Old San Juan and the Convention District. Fully equipped kitchen. Beach chairs, towels and cooler. Modern bathroom with shower jets. Nice atmosphere to relax and enjoy a drink with gorgeous view of the sunset in the lagoon. High speed internet and 2 tvs.

Guest favourite

Flat in San Juan

4.8 out of 5 average rating, 264 reviews

Ocean Views Studio 1| 4 Guests | Relaxing

5 STARS" – PRIME LOCATION IN PUERTO RICO! Oceanfront corner apartment with balcony for expansive views, perfectly situated in the heart of San Juan. Enjoy walking access to Old San Juan, Condado, and Paseo Caribe—a vibrant area filled with restaurants, shops, and live music. Relax on the balcony with a glass of wine as you watch the waves, or unwind at the building’s pool, jacuzzi, and tropical gardens. Just steps away, a large lagoon awaits for kayaking and paddle boarding adventures.

Superhost

Flat in San Juan

4.78 out of 5 average rating, 220 reviews

Ocean Park Beach The Oasis (1 ) 2min 2 beach

☆☆☆☆☆Stylish 1BR Beach Oasis + Pool + Parking – steps to the beach, food, cafe and fun. Experience San Juan like a local in this sparkling clean, fully renovated 2BR retreat just steps from Ocean Park Beach. Enjoy brand-new A/C units, modern appliances, private parking, and a shared pool (waiver required). Ideal for couples, families, or business travelers seeking comfort, privacy, and style. Prime location: 3-min walk to trendy Loíza St. dining, 8-min drive to airport & Old San Juan.

Top guest favourite

Flat in Cangrejo Arriba

4.95 out of 5 average rating, 178 reviews

Ocean Waves PR-Elegant Studio Suite near Beach-Pkg

Adults Only 21+. Our exclusive studio-suite has all the space you need to travel the way you love to live. Make it a possible space to work, relax, and feel like yourself-all in one place! The suite has a balcony with a beautiful partial ocean view to the left side. From the front what can be appreciated is the neighboring condominium and other properties. Located on the best tourist strip and the finest beaches in the metro area. It also is within walking distance to many restaurants

Superhost

Apartment in San Juan

4.87 out of 5 average rating, 113 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

Flat in San Juan

4.99 out of 5 average rating, 244 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

Flat in San Juan

4.87 out of 5 average rating, 103 reviews

Manatee Suite | Ocean View | King Bed | Pool

Thank you for considering our place at Condado Lagoon Villa #511. Perfect for exploring Old San Juan and Condado, it boasts a full kitchen and dining area for four. The highlight is the balcony, offering a picturesque view of the “Dos Hermanos” Bridge and Condado Lagoon. It's an idyllic spot for sunrise breakfasts or sunset dinners. We're dedicated to providing an exceptional stay. Feel free to ask any questions!

Guest favourite

Hotel room in San Juan

4.88 out of 5 average rating, 113 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.