
Holiday rentals with a pool in San Juan
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Juan
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Island Living: Beachfront Ocean View w/Parking
Hi. Looking for a beachfront apartment? Look no further! This is a beachfront 1 bedroom apartment that sleeps 2 in the best beach in San Juan! 15min from Old San Juan, 7min from the Airport, near shops, restaurants, hotels, casinos, nightlife, and a vibrant walking district. Hear the ocean waves, feel the breeze, enjoy the sun! The building has a private beach entrance, basketball court, tennis court (currently closed), pool, gazebos, bbq area, and more! Welcome to the Island Living experience!

Ocean View - Best Location - LUX - Santorini Suite
The Santorini Suite is part of the Ashford Imperial Luxury Collection, the newly remodeled suite is designed by a well-known local designer inspired by Santorini Greece. The bluest blues and the whitest whites are showcased while facing a magnificent full frontal ocean view. The only possible thing better than the view is the location (heart of Condado on Ashford Ave.) everything is just a walk away. If you can't find your date check out our “Tropical Suite" by clicking on our host photo.

Magical! Ocean view Cabana w/ Pool Spa on mountain
This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

Vista Linda Haus
At Vista Linda Haus, from the moment you start the journey to the beautiful town of Gurabo, the adventure begins. A unique experience towards the favorite destination. You will find panoramic landscapes, lakes, mountains, farms, cities, and a community with the Puerto Rican warmth of our mountains. Just 35 minutes from the Luis Muñoz Marín International Airport, over 1,000 feet above sea level, you will breathe freedom and peace, in a harmonious environment full of energy and pure nature.

Beachfront Condo with Balcony 15 min from San Juan
Marvera is located just 5 minutes away from the SJU airport, our cozy OCEANFRONT one-bedroom, one-bathroom retreat is the perfect escape for both relaxation and adventure. Our prime location is only steps aways from Isla Verde beach and offers easy access to nearby hotels, casinos, and a variety of restaurants. For history enthusiasts, the charming streets and iconic landmarks of El Viejo San Juan are just a short 15 minute drive away. Follow us on IG @airbnbmarvera for videos!

Palms & Ocean View 1br 1bth + Pool + 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).

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.

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.

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.

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.

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)
🏝️Apartment Steps of the Beach 🏖️😎 🛫3 minutes Away from Airport ✈️ Deja Blue is an amazing recently remodeled BeachFront Apartment with 2 bedrooms and 1 bath on Isla Verde Beach. You will love the views from every room in the apartment and our recently renovated living room and kitchen. Enjoy morning or sunset walks on the beach.

Casa Arena | Elegant Ocean Views
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.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

La Pompa Beach House Beautiful Residence with Pool

Unique luxury house-Private pool-Power generator

Blessed Home…

Luxury Beach House with Private Pool in Condado

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Large house with a private pool

La Casita: Private Heated Pool W/ Ocean Views
Condo rentals with a pool

Isla Verde Beach-Pool/New/ Downtown

Isla Verde-Alambique Beach Modern Condominium

Condado, Walk to the Beach, on Ashford Avenue

San Juan-Condado Ashford Ave. Best Studio!

Ashford Imperial Ocean View 1 bed

Islaverde Modern Boho Airport Beach Near

Beachfront & Pool at the Best Location in Condado

Condado Beach Views by Cesar 2501
Other holiday rentals with a pool

Modern Suite in San Juan + Pool + Hot Tub

⭐️SPECTACULAR CHIC STUDIO PROFESSIONALLY SANITIZED⭐️

Stylish Oceanview Studio • 2Q Bed • Prime Location

Glamping at Relaxing Atmosphere In Nature

Davide, Colinas del Yunque *Hidden Paradise*

Luxury Ocean-View @ Condado Ashford, free parking

Casa Helice 3 min from airport -Placas Solares-

Sunrise Suite 1BR | Pool + Sun Deck | Ocean Park
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $270 AUD | $264 AUD | $267 AUD | $257 AUD | $244 AUD | $241 AUD | $247 AUD | $251 AUD | $231 AUD | $217 AUD | $237 AUD | $255 AUD |
| Avg. temp | 25°C | 25°C | 26°C | 27°C | 28°C | 28°C | 28°C | 29°C | 29°C | 28°C | 27°C | 26°C |
Quick stats about holiday rentals with a pool in San Juan

Total holiday rentals
Explore 2,230 holiday rentals in San Juan

Nightly prices starting at
San Juan holiday rentals start at $29 AUD per night before taxes and fees

Verified guest reviews
Over 142,220 verified reviews to help you choose

Family-friendly holiday rentals
830 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 470 rentals that welcome pets

Rentals with dedicated workspaces
1,240 properties have a dedicated workspace

Wi-Fi availability
2,190 of San Juan holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across San Juan rentals

4.7 Average rating
San Juan stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
San Juan's top spots, include Distrito T-Mobile, Paseo de la Princesa, and Museo de Arte de Puerto Rico
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- Flamenco Beach
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