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Vacation rentals with a pool in Viejo San Juan

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Viejo San Juan

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

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Top guest favorite
Villa in Santurce
5 out of 5 average rating, 122 reviews

Gated Parking Heated Pool Generator Beach Walk

Everything you need for an effortless Puerto Rico stay. Minutes to Isla Verde Beach, with pool access and all your beach essentials ready. 🌊 Walk to Isla Verde Beach: close to top spots 🏊‍♀️ Heated pool access; sparkling clean, perfect to unwind 🧼 Impeccably clean: spotless and exactly as pictured 🔐 Easy, stress-free arrival 🏖️ Beach essentials included: chairs, umbrella, towels + cooler ⚡ Reliable essentials: Power generator backup + water cistern 💬 Super responsive host: fast, attentive

Guest favorite
Condo in Carolina
4.89 out of 5 average rating, 178 reviews

Dream Beachfront Vacation * King Bed * W/D *Parkin

Welcome to our Casa Caribe oceanfront retreat with a breathtaking view from the private balcony infused with a cool island breeze. Let the turquoise water, salty air, and the sound of the waves mesmerize you. Wake up, do yoga, then jump into the warm ocean water or tan on the Isla Verde sand. Enjoy direct beach access, fast WI-FI, and free parking. Walk everywhere. After a trip to Old San Juan or El Yunque Rainforest, enjoy a glass of wine at sunset on the balcony. Leave all your worries behind.

Guest favorite
A scenic view showcases a large swimming pool surrounded by lush greenery, with palm trees lining the area. The backdrop features the Condado Lagoon and distant city skyline under a partly cloudy sky, providing a calming natural setting.
Apartment in Santurce
4.89 out of 5 average rating, 176 reviews

Sol Mate/ Pool, across best hotels in Condado

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 favorite
A panoramic view of Isla Verde Beach reveals golden sands stretching along a vibrant turquoise sea. The coastline is dotted with palm trees, and the distant city skyline adds to the picturesque setting under a bright blue sky with scattered clouds.
Condo in Carolina
4.89 out of 5 average rating, 127 reviews

💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR

Excellent apartment in a spectacular area of Isla Verde Beach, located on the beach with direct access to it. The apartment has one bedroom suite with King Size bed, second bedroom with two Queen Size beds. There are two full bathroom. Toilette of reception. Fully equipped kitchen with dishwasher, Nespresso, toaster, oven, microwave, etc. It has a breakfast bar. Super comfortable and spacious modern living room. Incredible view of the SEA, balcony with table and chairs.

Top guest favorite
Home in Carolina
4.99 out of 5 average rating, 178 reviews

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport

✈️ 18 min to airport & 🏖️ top beaches 🏊 Private pool, loungers & hammocks 🌿 Peaceful countryside, just 5 min to city 🌴 45 min to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Queen bed + full pull-out bed (sleeps 4) 🍽 Indoor + outdoor dining for 4 with views 🚿 Outdoor shower (perfect after the beach) 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, Smart TV & gated parking 🪑 Beach chairs, cooler & beach towels

Top guest favorite
A panoramic view showcases the vibrant skyline of Condado, with modern buildings lined along the streets. The Atlantic Ocean glistens in the background under a partly cloudy sky, while the lush greenery of local areas adds a touch of nature to the urban landscape.
Condo in Santurce
4.98 out of 5 average rating, 120 reviews

Vista Boriken: 24 Hr. Doorman, Pool, Laundry, Gym

Vista Borinken is located on one of the top floors of the swanky Ashford Imperial, one of the most secure and luxurious buildings in Condado with 24/7 security. Recently renovated, our studio (non-smoking) comfortably sleeps up to 2 guests and boasts beautiful panoramic views of the island, from the mountains to the ocean and has access to a pool, gym, and laundry room. Restaurants, shops, the beach and local parking are all just steps away from the building.

Guest favorite
A serene outdoor seating area is seen through an open patio. A large hammock is suspended nearby, while palm trees sway gently in the breeze. In the background, the sparkling ocean is visible beyond a grassy area, creating a tranquil beachfront atmosphere.
Apartment in Carolina
4.89 out of 5 average rating, 158 reviews

Beach Front, Ocean View & Direct Access to D Beach

Come vacay at 105 Beach House, enjoy the most amazing sunsets, beaches and full moons, with the most diverse variety of restaurants nearby. A fully equipped ocean view beachfront one room apartment, with BBQ's, direct access to the most beautiful beach, pool and playground that will make you want to stay a little longer. Just steps away from sand and salt water. Created with love for you guest. Enjoy Puerto Rico from a different point of view at your home.

Top guest favorite
An open terrace is highlighted with comfortable seating arrangements facing the Atlantic Ocean. Lush planters line the balcony, complementing the serene blue waters and clear sky. The inviting space offers a perfect setting for relaxing and enjoying the coastal views.
Apartment in Santurce
4.97 out of 5 average rating, 100 reviews

Endless Horizon Ocean View 2br Pent House

In the heart of Condado, with direct private access to the Condado beach. The building is 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 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 Santurce
4.99 out of 5 average rating, 287 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 favorite
A balcony view showcases the vibrant turquoise waters of the lagoon, framed by a clear blue sky with scattered clouds. A wooden table is set with two chairs, providing a serene space for enjoying the scenic landscape of the surrounding area.
Apartment in San Juan
4.91 out of 5 average rating, 150 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!

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 Santurce
4.87 out of 5 average rating, 132 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 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, 162 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!

Popular amenities for Viejo San Juan rentals with a pool

When is the best time to visit Viejo San Juan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 1,238ﺩ.ﺇ 1,528ﺩ.ﺇ 1,531ﺩ.ﺇ 1,583ﺩ.ﺇ 1,025ﺩ.ﺇ 852ﺩ.ﺇ 970ﺩ.ﺇ 1,201ﺩ.ﺇ 970ﺩ.ﺇ 705ﺩ.ﺇ 889ﺩ.ﺇ 1,098
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Quick stats about vacation rentals with a pool in Viejo San Juan

  • Total vacation rentals

    Explore 30 vacation rentals in Viejo San Juan

  • Nightly prices starting at

    Viejo San Juan vacation rentals start at ﺩ.ﺇ 477 per night before taxes and fees

  • Verified guest reviews

    Over 930 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Viejo San Juan vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Viejo San Juan rentals

  • 4.7 Average rating

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

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