
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.

⭐️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.

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.

Romantic Oceanfront Private Patio Full Generator
** WE ARE NOT AFFECTED BY WATER DROUGHT OR POWER OUTAGES** Villa has power generator that covers the full inside plus an extra large water cistern 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 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.

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.

Great Ocean View (King Bed/WIFI/ Parking) Condado
Renovated apartment in the heart of Condado. Enjoy Puerto Rico staying on the prime area of Condado. Leave your car behind and walk to all main attractions, on one of the only buildings with 24 hours security and in front of the Marriot. Walk a few steps to the beach, enjoy great restaurants, coffee shops, take a bike to old San Juan. Sleep on a King Bed with pillowtop mattress or enjoy the Comfy sofa bed - Queen Size Bed. Save money with the full kitchen - microwave, fridge, and oven.

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!

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.

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.

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.
Popular amenities for Condado rentals with a pool
House rentals with a pool

Villa Estrella PR (near Airport & Beach)

Casa Reyes

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

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

Mid-Century Modern house

Villa Celestial Luxury Home

Hidden Coast

Casa Ocean PR
Condo rentals with a pool

Palms & Ocean View 1br 1bth + Pool + Beach Access

Ocean & City View Studio in Condado, San Juan

Ashford Imperial. Best Location. We have water

Breathtaking Ocean View 3BR/2BA in Condado Beach

Vista Boriken: 24 Hr. Doorman, Pool, Laundry, Gym

Beach Front

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

San Juan, Condado Beach view PRIME Location studio
Other vacation rentals with a pool

Contemporary Condado Beach Studio with Ocean View

Modern Studio, Spectacular View, Parking On Site

Penthouse Beach Retreat

Ocean front with city view Condado del Mar

Oceana | Trendy Ocean View Condo Hotel in Condado

2Lvl CityView Penthouse on Beach, Rennovated 2022

San Juan-Condado Ashford Ave. Best Studio!

Lovely One Bedroom Condo in Ashford Ave, Condado.
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