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Holiday rentals with a pool in Condado Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Condado Beach

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

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Top guest favourite
Flat in Santurce
4.98 out of 5 average rating, 108 reviews

Penthouse Beach Retreat

Located in the heart of condado, a block from both the beach and san juan's nightlife, this cozy penthouse is perfect for a couple's retreat or family fun in the sun. Every possible amenity you might need to enjoy your stay is within walking distance. Whether you venture out to experience Old San Juans cultural sights, take a moonlit paddle tour on the lagoon, or want to relax on the beach at ocean park, it's all right there. Hotel casinos and restaurants abound, this is as central as it gets.

Superhost
Flat in San Juan
4.85 out of 5 average rating, 106 reviews

Centric Paradise Villa | Pool | Cruise ports

Welcome to our inviting accommodations. Details below. Reach out with any inquiries. This is our spacious suite with a King-size bed and fully equipped kitchenette. Next to Paseo Caribe and Caribe Hilton, dine at nearby restaurants just a 5-min walk away. Between Old San Juan and Condado, experience the heart of the action. Explore beautiful beaches and a nearby lagoon. Backup generator and cistern included. Relax or have fun—your choice. Enjoy the pool, terrace, hot tub, and water view bliss.

Top guest favourite
A modern living area features a comfortable sectional sofa, adorned with decorative pillows. A coffee table holds a platter of fresh fruit and two colorful glasses. Large windows allow natural light to fill the space, revealing views of the surrounding cityscape.
Flat in Santurce
5.0 out of 5 average rating, 110 reviews

Great 1 bedroom apt in Condado area w/pool

Enjoy a stylish experience at this centrally located apt. close to everything, making it easy to plan your visit. It’s in the heart of the Condado area right on the main avenue. The building has a wonderful pool, 24/7 doorman service and a gym. Parking is not available with this unit. Our concierge/doorman will check you into the bldg and will require ID. You must be 21 y/o or older to check-in. If at any time you need to store your luggage, search online: BOUNCE STORAGE MAGDALENA CONDADO.

Guest favourite
A serene balcony view reveals a person seated at a small round table, gazing at the ocean and distant buildings. Bright blue skies frame the scene, while the interior features a spacious sofa adorned with decorative pillows, allowing for relaxation and enjoyment of the surroundings.
Flat in Santurce
4.8 out of 5 average rating, 322 reviews

Condado Delight: Affordable Ocean View Retreat

Welcome to my ocean view studio apartment, right in the heart of the tourist area, just across from the Marriott hotel. You can't beat the location. Supermarket is next to the building. CVS and restaurants are at your steps. Taking taxi for $15, you can go old San Juan, airport, cruise ports, and more. The building has swimming pool, gym, Wi-Fi and 24 hours concierge.The apartment is comfy and well-equipped. Book now for exploring PR and relaxing with the ocean breeze and enchanting beach.

Guest favourite
A serene resort-style pool is surrounded by landscaped gardens and palm trees, reflecting the calm waters of the lagoon. Lounge chairs are positioned along the deck, inviting relaxation beneath the clear sky, while the distant city skyline adds a modern touch to the tranquil setting.
Flat in Santurce
4.93 out of 5 average rating, 123 reviews

Beautiful Retreat w. Pool and Perfect Location

What could be better than walking out your door and being only steps from the water right on Ashford Ave, this prime location has it all! Nestled between the beach and the lagoon, this sun-filled, studio apartment has everything you need with inviting spaces, soft earthy décor, a fully equipped kitchen and a luxe king bed. Old San Juan, restaurants and shops are all just mins away or live your best beach lifestyle with kayaking, paddleboarding and so much more all right on your doorstep!

Guest favourite
A modern living area features a wall adorned with black and white stripes, complemented by a flat-screen TV mounted above a simple shelf. Two patterned chairs and a wooden coffee table are arranged around the space, with floor-to-ceiling sliding glass doors offering views of the outdoor balcony.
Flat in Santurce
4.92 out of 5 average rating, 164 reviews

Ashford Imperial Condo- Oceanview and Parking

Stay in our remodeled Condado apartment on Ashford Ave, just steps from the beach, top restaurants, bars, casinos, and shopping. Enjoy 24-7 security, pool, and private parking. Only 5 miles from SJU airport. Perfect for beach lovers, Old San Juan explorers, or rainforest adventurers, our apartment puts the island’s highlights at your doorstep. Whether you’re soaking up the sun, tasting local cuisine, or exploring historic streets, this Condado location makes every moment unforgettable.

Top guest favourite
Townhouse in Santurce
4.99 out of 5 average rating, 141 reviews

Ocean Park Beachfront & Pool | Steps to the Sand

This Beach Front Townhouse is located in Ocean Park. One of Puerto Rico’s sought out locations! It is perfect for group trips as well as families looking for the perfect getaway! The Town House is in a gated community which means you will be guaranteed a safe trip. Private parking will be provided. The unit is a 10 minute drive from the airport as well as Old San Juan. You will have a private rooftop facing the ocean and a shared pool on the ground floor to use at your convenience.

Guest favourite
An open living space features a king bed with neutral bedding, accompanied by a large sofa and a 50-inch TV. A dining table for two is positioned near the well-equipped kitchen. Floor-to-ceiling windows allow natural light and views of surrounding greenery.
Flat in San Juan
4.92 out of 5 average rating, 129 reviews

King Bed Loft | by Old SJ & Escambrón Beach | Pool

Keep it simple at this peaceful and centrally-located place. Condado is one of San Juan's high-end areas packed with tourists, so people are on the street 24/7. This listing is next to Old San Juan, Escambrón Beach, and many other prime attractions! The building has a backup generator and water cistern in case of power and/or water outages. The unit is for two guests, and having more guests is prohibited. Additional guests who stay against the rules pay $50 per night.

Guest favourite
Home in Carolina
4.99 out of 5 average rating, 180 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 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 Santurce
4.99 out of 5 average rating, 289 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 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, 237 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.

Guest favourite
A spacious interior is bathed in natural light from floor-to-ceiling windows, revealing ocean views. A large bed is accompanied by a cozy sitting area with modern furnishings. A round glass table sits in the center, surrounded by wicker chairs, promoting relaxation.
Flat in Santurce
4.92 out of 5 average rating, 404 reviews

Casa Lola | Trendy Ocean View Studio

Casa Lola was our first property on Airbnb and the one we hold dearest. It has been thoughtfully designed for travelers looking for a trendy homebase during their visit to Puerto Rico. We offer a queen-sized bed, a stocked kitchen and spacious balcony for you to relax, enjoy the breeze and take in the stunning views. Oh and most importantly, the Airbnb is named after my lovely puppy, Lola.

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