
Vacation rentals with a pool in Condado
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Condado

Total vacation rentals
Explore 210 vacation rentals in Condado

Nightly prices starting at
Condado vacation rentals start at $111 CAD per night before taxes and fees

Verified guest reviews
Over 20,740 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
210 of Condado vacation 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.

Breathtaking Ocean View 3BR/2BA in Condado Beach
Enjoy breathtaking ocean views from this fully remodeled 3-bedroom, 2-bathroom apartment located in Condado, one of San Juan’s most desirable beachfront areas. Relax and enjoy the combination of comfort, convenience, and island living. Ideal for family vacations, couples getaways, or trips with friends. The building offers an Olympic-size pool, beach access, gym, and coin laundry. Surrounded by top restaurants, bars, casinos, pharmacies, supermarkets, and nightlife, many within walking distance.

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.

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.

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.

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.

Ashford Imperial. Best Location. We have water
Welcome to your cozy studio in the heart of **Condado**, one of San Juan's most desirable neighborhoods! Located directly across from the **Marriott Resort** and just steps from the beach. Walk to restaurants, cafés, bars, shops, supermarkets, casinos, pharmacies, and more. **Starbucks is only a minute away walking**. The building features: * Resort-style swimming pool * Fully equipped gym * Beautiful lobby with complimentary Wi-Fi * On-site laundry facilities * 24/7 security

Dream Retreat 2br 2bth + Ocean View + 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).

Epic Ocean View, 23 floor, Balcony & Free Wi-fi
The unit is conveniently located on Ashford Avenue in the fashionable Condado district of San Juan, one of Puerto Rico's most popular beachfront destinations. Known for its beautiful beaches, vibrant nightlife, and lively atmosphere, Condado offers the perfect blend of relaxation and entertainment Whether you choose to explore the island or simply relax by the ocean, this location provides the perfect balance of convenience, comfort, and authentic Puerto Rican charm.

Luxury waterfront villa with dock and heated pool
Enjoy uninterrupted water and power at Villa Jade, with a whole-house generator and 600-gallon water cistern for peace of mind. Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock on a serene lagoon. Just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

Rare Beachfront Getaway w Pool, Gym, + Balcony!
Ocean Park Beach is right at your doorstep. Every color and detail in this studio apartment is inspired by the mesmerizing sunsets of Puerto Rico, offering a stay that's as visually stunning as it is comfortable. Wake up each morning in a bedroom where the view of the ocean from your bed is as stunning as the sunrise colors in the sky. Your balcony is the perfect romantic backdrop for a tranquil morning coffee or an enchanting evening under the stars.

Casa Arena | Elegant Ocean Views
*** Bookings in September will not have balcony access due to building maintenance. *** Casa Arena is our second property on Airbnb and our latest family endeavor. It has been thoughtfully designed for travelers seeking an upscale studio during their visit to Puerto Rico. We offer a king-sized bed, a stocked kitchen and spacious balcony for you to relax, enjoy the breeze and take in the stunning views.

Villa Estrella PR (near Airport & Beach)
Have fun with the whole family at this stylish place. It's close to all the essentials such as the Airport and Beaches (5 minutes), Old San Juan, Plaza Las Américas (15 minutes). Located near several prestigious restaurants such as Bebo's BBQ, Metropol, and the Piñones tourist area where you can find typical food from our island.
Popular amenities for Condado rentals with a pool
House rentals with a pool

Mid-Century Modern house

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

Casa Reyes

Old San Juan Gem | Backup Power/Water, Pool + Pkg

Villa Celestial Luxury Home

Casa Ocean PR

Hidden Coast

Casa Hélice 3 min from airport -Placas Solares-
Condo rentals with a pool

Romantic Oceanfront Private Patio Full Generator

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Condado Beach Views by Cesar 2501

San Juan-Condado Ashford Ave. Best Studio!

Beautiful apartment in Condado with beach access!

Heart of Condado with City View- Free parking

Beachfront & Pool at the Best Location in Condado

Ocean & City View Studio in Condado, San Juan
Other vacation rentals with a pool

2Lvl CityView Penthouse on Beach, Rennovated 2022

Condado Del Mar Suite 1110"

Great 1 bedroom apt in Condado area w/pool

Ocean front with city view Condado del Mar

Lovely One Bedroom Condo in Ashford Ave, Condado.

Sunrises Near Beaches+Power+Private Balcony

Contemporary Condado Beach Studio with Ocean View

Condado Beach Front - Free Parking & Netflix
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- Distrito T-Mobile
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- Playa Puerto Nuevo
- La Pared Beach
- José Miguel Agrelot Coliseum
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- Plaza Las Americas
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