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Holiday rentals with a pool in Condado

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Condado

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

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Guest favourite
Flat in Santurce
4.95 out of 5 average rating, 101 reviews

Epic Ocean View, 23 floor, Balcony & Free Wi-fi

In case of emergency. Highly recommend to purchase Airbnb Travel Insurance. Pay up to 100% of guest booking costs when they cancel for covered reasons. This is a beautiful, cozy, bright, front Oceanview studio. Has a balcony & large floor to ceiling windows with mesmerizing panoramic views of the ocean. THE APARTMENT DO NOT HAVE PARKING. However, parking is available on the street. There is parking for $20 the night in the area. Uber, it is the way to go. Not expensive & Super Convenient.

Top guest favourite
Flat in Santurce
4.98 out of 5 average rating, 99 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.

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
4.79 out of 5 average rating, 321 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 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, 157 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
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 out of 5 average rating, 103 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. 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.

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, 286 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
A panoramic view of the Atlantic Ocean is showcased through large glass windows. The sky appears partly cloudy, and the vibrant blue water is visible alongside nearby buildings, offering a sense of height and openness typical of a 22nd-floor setting.
Apartment in Santurce
4.9 out of 5 average rating, 169 reviews

Condado - Ashford Imperial - Epic ocean views

The Condo is located on the 22nd floor and has one of the best ocean views in Condado. Amenities include a comfortable studio apartment with amenities to cook, a beautiful lounge area, large pool and reading room. Hi speed WiFi and cable are also included. We are located directly on the main strip within walking distance to all stores and restaurants including Starbucks, Walgreens and an organic foods market.

Guest favourite
A spacious terrace is shown, featuring a dining table and white chairs, with views of the turquoise sea and skyline. Lush greenery is visible along the edge, and a small lounge chair is placed for relaxation under partially covered awning, inviting enjoyment of the outdoor space.
Apartment in San Juan
4.96 out of 5 average rating, 118 reviews

Romantic Oceanfront Private Patio Full Generator

This oceanfront loft is in the cosmopolitan neighborhood of Condado (San Juan) and is walking distance to a great variety of restaurants, bars, entertainment venues, water sports, movie theaters, and zip lines. It has the most amazing terrace, partially uncovered, so you can sunbath in style while contemplating the turquoise sea. It offers stunning water views from the inside as well as from its patio.

Top guest favourite
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, 159 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!

Guest favourite
A serene view of the outdoor pool is displayed, featuring clear blue water surrounded by well-maintained green grass and palm trees. Lounge chairs are positioned nearby for relaxation, while the backdrop includes a tranquil waterfront scene with distant city buildings.
Flat in Santurce
4.9 out of 5 average rating, 203 reviews

Vacation mode: The Rada 220!

Location, Location, Location!! Enjoy your stay in La Rada 220 in this cozy, newly renovated studio apartment centrally located in the heart of Condado (San Juan, PR). This studio apartment with all the comforts and quickly access to all the most attractive places of the city like our historic Old San Juan. You’ll find a great variety of restaurants, cafes and shops at your doorsteps.

Top guest favourite
A cozy balcony table set for two is visible, featuring two glasses positioned on a woven surface. The view includes hotels and the expansive ocean, with waves gently lapping at the shore under a clear blue sky.
Flat in Santurce
4.98 out of 5 average rating, 310 reviews

Contemporary Condado Beach Studio with Ocean View

Newly renovated studio apartment directly across the street from easily accessible Condado Beach in San Juan. It's less than 10 minutes away from the airport and centrally located within walking distance to restaurants, bars, casinos and shops. Enjoy the beautiful ocean views from the balcony, and the many amenities this property offers, including a “work from home” space.

Guest favourite
A spacious room features large windows offering ocean views. A cozy couch with red accents is positioned near a table, alongside a comfortable chair. A white bed with a textured coverlet occupies one corner, while natural light brightens the glossy tile floor throughout.
Flat in Santurce
4.88 out of 5 average rating, 283 reviews

Condado Ashford, Ocean View with Wifi

Studio apartment with beautiful ocean view, located in the heart Condado The building is very secure with 24 hour security and multiple key entry points. Self Check-In with Smart Lock 2-minute walk to the beach right across the street. Health food super market right next to the lobby. 15+ restaurants within 100 steps walking. Walgreens & CVS within 2 blocks.

Popular amenities for Condado rentals with a pool

When is the best time to visit Condado?

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Avg. price$199 SGD$202 SGD$207 SGD$205 SGD$185 SGD$183 SGD$188 SGD$190 SGD$175 SGD$161 SGD$185 SGD$192 SGD
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Quick stats about holiday rentals with a pool in Condado

  • Total holiday rentals

    Explore 200 holiday rentals in Condado

  • Nightly prices starting at

    Condado holiday rentals start at $89 SGD per night before taxes and fees

  • Verified guest reviews

    Over 19,830 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wifi availability

    200 of Condado holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Condado rentals

  • 4.8 Average rating

    Condado stays are highly rated by guests – averaging 4.8 out of 5!