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Holiday rentals with a pool in Condado

Find and book unique homes with a pool on Airbnb

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 $90 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!

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, 103 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, 102 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.

Top guest favourite
A private outdoor area features a turquoise pool surrounded by smooth stone flooring. Comfortable seating with tropical-patterned cushions is positioned nearby, alongside potted plants. Natural light filters in, enhancing the tranquility of the space.
Home in Santurce
4.9 out of 5 average rating, 274 reviews

Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen

3 bedroom/3 bath duplex in trendy Ocean Park/Condado area just steps from the beach! Less than 10 minutes from the airport and Old San Juan, plus: *Own pool *Free parking *Private home gym *Beach gear *Weber gas grill *Full kitchen *Master suite with king bed and office space *Junior suite with queen bed *Third room with double bed *Queen size sofa-bed in living room *AC in every room *Washer/dryer in unit *Gated community Family-friendly, close to nightlife, and the best beach in San Juan!

Guest favourite
Loft in Santurce
4.95 out of 5 average rating, 536 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.

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.

Top guest favourite
Flat in Santurce
4.94 out of 5 average rating, 109 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, 158 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, 105 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 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.
Apartment 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 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
Apartment in Santurce
4.78 out of 5 average rating, 317 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.

Popular amenities for Condado rentals with a pool