Vacation rentals with a pool in San Juan

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in San Juan

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

0 of 0 items showing

1 of 3 pages

Guest favorite

An outdoor pool is visible in the foreground, surrounded by a spacious deck. Beyond the pool, a sandy beach is lined with palm trees and beach-goers enjoying the water. The ocean stretches out in the background, reflecting the sunlight.

Condo in Carolina

4.83 out of 5 average rating, 105 reviews

Amazing Designer Beach Front Loft Apt Open Space

Lovely Designer beach loft apt. Located in one of the most popular beaches in PR. El alambique is a preferred beach spot for people of all ages. We are located walking distance to the best hotels and restaurants in the isla verde area. We offer one assigned parking spot-and the building has private security 24/7. Across from the building we have a small shopping area with different restaurants and convince store. Has one bed for 2 adults & a convinient air matres Full size for a child if needed.

Superhost

A spacious pool area is surrounded by palm trees, with lounge chairs arranged neatly along the edge. The pool features clear turquoise water and has shallow entry points. A shaded gazebo can be seen in the background, providing an inviting space for relaxation.

Apartment in Carolina

4.88 out of 5 average rating, 234 reviews

Island Living: Beachfront Ocean View w/Parking

Hi. Looking for a beachfront apartment? Look no further! This is a beachfront 1 bedroom apartment that sleeps 2 in the best beach in San Juan! 15min from Old San Juan, 7min from the Airport, near shops, restaurants, hotels, casinos, nightlife, and a vibrant walking district. Hear the ocean waves, feel the breeze, enjoy the sun! The building has a private beach entrance, basketball court, tennis court (currently closed), pool, gazebos, bbq area, and more! Welcome to the Island Living experience!

Guest favorite

A spacious outdoor pool area is presented, featuring a well-maintained swimming pool surrounded by sun loungers. Lush palm trees provide shade, and a covered pavilion is visible in the background. The ocean is glimpsed beyond the pool, adding to the inviting atmosphere.

Condo in Carolina

4.89 out of 5 average rating, 151 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

Apartment in Carolina

4.93 out of 5 average rating, 162 reviews

Luxurious Beach Condo City View KS Bed, W/D, WiFi

Enjoy a relaxing and fun experience at this centrally-located place. A fully renovated and equipped apartment with an amazing view, swimming pool, famous Beach access, playground, exercise equipment, high speed WiFi for work and enjoyment, basketball and tennis courts. This location is at a walking distance from various restaurants, casinos and pharmacies. Plus it’s near to many mayor attractions, malls and the only USA Rain Forest “el Yunque”. Includes free parking and 24 hour security.

Superhost

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 San Juan

4.88 out of 5 average rating, 121 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).

Superhost

A private pool area is surrounded by lounge chairs and tropical greenery. Sunlight reflects off the clear blue water, creating a relaxing atmosphere. Tall buildings can be seen in the background, suggesting a central location.

Apartment in San Juan

4.83 out of 5 average rating, 252 reviews

Luxury Ocean-View @ Condado Ashford, free parking

Modern & fully renovated apartment with new kitchen, new bathroom and new furniture. Luxury Studio apartment with ocean view, located in the heart Condado, prime location. One free parking spot included. 2-minute walk to the beach right across the street. Walking distance to all local restaurants, bars, casino. Health food store (called Fresh Mart, very similar to Whole Foods and Trader Joe's) right next to the lobby. Walgreens & CVS within 2 blocks walking.

Top guest favorite

A private outdoor area features a heated pool surrounded by a smooth patio. A hammock hangs nearby under a shaded pergola, while a dining table and lounge chairs are positioned for relaxation. Lush greenery enhances the tranquil atmosphere, offering a serene retreat.

Apartment in San Juan

4.99 out of 5 average rating, 253 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.

Superhost

A serene outdoor space features a sculptural pool surrounded by white walls. A gentle staircase leads up from the pool area. Lush plants are positioned thoughtfully alongside a wooden chair, inviting relaxation under the bright sky.

Hotel room in San Juan

4.88 out of 5 average rating, 118 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.

Superhost

A large outdoor pool with clear blue water is framed by a spacious tiled deck. Several lounge chairs are arranged alongside the pool, and a small waterfall feature adds interest. Nearby, tropical plants provide a touch of greenery against the surrounding buildings.

Condo in San Juan

4.78 out of 5 average rating, 278 reviews

Ashford Imperial. Best Location.

Great studio apartment in the heart of condado. You won't find a better location!! Right in front of el Marriott hotel. One street away from the beach. You have everything and anything at a walking distance. Starbucks is a minute away. The condominium has a gorgeous lobby with wifi. An amazing pool and jacuzzi, a gym and a laundromat! Security 24/7. You'll love our place.

Top guest favorite

A refreshing pool area is surrounded by natural greenery, with stone accents and a sunlit patio. The pool features clear water and a small seating area, creating an inviting outdoor space. Lush foliage frames the scene, enhancing the serene atmosphere.

Home in Carolina

4.98 out of 5 average rating, 124 reviews

Villa Estrella PR (near Airport & Beach)

Diviértete con toda la familia en este alojamiento con estilo. Esta cerca de todo lo esencial como el Aeropuerto y Playas (5 minutos), Viejo San Juan, Plaza Las Américas (15 minutos). Localizado cerca de varios restaurantes con prestigio como Bebo’s BBQ, Metropol, y el área turística de Piñones donde podrán encontrar comida típica de nuestra isla.

Top guest favorite

A bright living area showcases expansive glass doors that open to a private balcony with views of the ocean. Comfortable seating arrangements include a sectional sofa and two outdoor chairs. A modern coffee table sits centrally on a textured rug, enhancing the open and inviting atmosphere.

Condo in Carolina

4.95 out of 5 average rating, 103 reviews

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

🏝️Apartment Steps of the Beach 🏖️😎 🛫3 minutes Away from Airport ✈️ Deja Blue is an amazing recently remodeled BeachFront Apartment with 2 bedrooms and 1 bath on Isla Verde Beach. You will love the views from every room in the apartment and our recently renovated living room and kitchen. Enjoy morning or sunset walks on the beach.

Guest favorite

A large swimming pool is surrounded by lush palm trees and vibrant tropical vegetation, under a clear blue sky. Lounge chairs are positioned around the pool area, providing space for relaxation and sunbathing.

Condo in San Juan

4.92 out of 5 average rating, 159 reviews

Amazing Ocean-View / Beach-Front Studio with Pool

Welcome to our beautiful ocean-view studio. Located in the heart of Condado in front of the beach. Thoughtfully decorated with attention to detail throughout the whole apartment. Relax in style while listening to the waves, with an unbeatable and unobstructed direct ocean view. Bad Bunny concert, 10 minutes away.