Vacation 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.

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Guest favorite

Condo in San Juan

4.97 out of 5 average rating, 102 reviews

Condado, Walk to the Beach, on Ashford Avenue

Located in the heart of Condado, San Juan directly on Ashford Avenue! This condo is in one of the liveliest and most tourist-friendly areas of the entire island! It’s filled with bars, restaurants, casinos, shopping, and amazing beaches. And the beach is steps away! Located across from the San Juan Marriott Resort and Stellaris Casino. The condominium has amenities including a pool, a small gym, and a laundromat. Security 24/7. 10-15 minute taxi/Uber ride from San Juan’s airport (SJU).

Sep 12 – 19

G$30,674 GYD per night

Guest favorite

Condo in Carolina

4.9 out of 5 average rating, 368 reviews

ESJ Towers beachfront, airport

Penthouse Apt. studio in ESJ Towers condo-hotel 5 minutes from airport, direct private beach access, swimming pool, night live, restaurants, shopping centers, supermarkets, parks, near everything. You’ll love the beach, mountains views. Perfect for couples, solo adventurers, business travelers, families, groups. 1 assigned indoor private parking. Note: the swimming pool area, Bistro, restaurant, Lobby bar are closed among other services for renovations, I apologize for the inconvenience.

Jan 28 – Feb 4

G$26,888 GYD per night

Superhost

Condo in Carolina

4.84 out of 5 average rating, 196 reviews

Isla Verde-Alambique Beach Modern Condominium

24/7 Security. Newly remodeled Modern apartment. Beautiful tourist area. Beach and Casinos walking distance. Airport is 5 minutes by car. Supermarket 5 minutes walking. This condo has an excellent swimming pool with a BBQ pit, and free parking on site with supplied permit. Many restaurants and fast food within 5 minutes walk (Denny's, Chili's, Church's Chicken, Burger King, Wendy's, Pizza Hut, Marcos Pizza) host supplies guidebook. Uber available in this area! CVS and Walgreens near.

Feb 25 – Mar 4

G$23,917 GYD per night

Guest favorite

Condo in Luquillo

4.88 out of 5 average rating, 243 reviews

Breathtaking Oceanfront and City View “Playa Luna”

Cozy and tranquil corner apartment where you can kickback in our unique oceanfront bedroom with private balcony. In Playa Luna not only you can enjoy the beautiful oceanfront views, but also the amazing view of Luquillo City and El Yunque from the bedroom, living room and even when cooking your favorite meal. Direct beach access and swimming pool located next to each other for a fun tropical day. Very centric to tourists destination and lot’s to do at a walking distance.

Oct 9 – 16

G$24,662 GYD per night

Guest favorite

Apartment in San Juan

4.99 out of 5 average rating, 204 reviews

Best location with pool, steps from beach!

Wake up on your super comfortable king premium bedding looking over a beautiful pool surrounded with gorgeous palm trees. Surprise your significant other preparing her/his breakfast choice in your fully equipped kitchen, get up to date with a super-fast internet connection under your secluded patio roofed pergola. Dive in your private pool, get a hot water outdoor shower before heading to the best beach of San Juan, just 50 yards from your house!

Nov 21 – 28

G$84,040 GYD per night

Guest favorite

Condo in Carolina

4.94 out of 5 average rating, 315 reviews

★Luxurious Beachfront Apt in Isla Verde+free pkg★

Enjoy your Caribbean dream vacation in this luxury hotel style apartment in the heart of Isla Verde. Amazing views from your own balcony of the ocean and city. You will be in the heart of the tourist area with direct access to the beach and surrounded by everything you need to complete your vacation. There are close hotels and within walking distance there are plenty of restaurants, car rentals and souvenir shops.

Sep 14 – 21

G$34,364 GYD per night

Guest favorite

Apartment in San Juan

4.89 out of 5 average rating, 138 reviews

Vacation mode: La 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.

Jul 14 – 21

G$25,313 GYD per night

Guest favorite

Condo in San Juan

4.95 out of 5 average rating, 300 reviews

Ashford, San Juan -“The Place”!

The heart of New San Juan... Fall in love with Condado, San Juan’s most exciting district. Condado’s oceanfront, tree-lined community offers an array of elegant hotels, restaurants, boutiques, and more. Everything is within walking distance, including stunning beaches where you can dine at beachside restaurants, go paddle boarding or just relax in the sun.

Sep 14 – 21

G$30,188 GYD per night

Superhost

Condo in San Juan

4.85 out of 5 average rating, 563 reviews

Chic Apartment in Ocean Front Condado Condo

Discover the best location and comfort in our fully remodeled studio apt. In the heart of Condado, it offers city views and is steps away from the beach. Walk to shops, restaurants, bars, and casinos. Enjoy the huge pool. Compliments abound for the super comfortable bed. Includes secure parking. Your beachfront oasis awaits!

Aug 24 – 31

G$27,957 GYD per night

Superhost

Condo in San Juan

4.82 out of 5 average rating, 130 reviews

Condado Comfort Paradise Suite Ocean Park Central

The Condado Comfort Paradise Suite in Kings Court Condominium is a Brand new Studio apartment in the heart of Condado. Swimming Pool! Less than one block to the beach, one block to the convenience store, 4 blocks from nearest casino. Steps away from excellent restaurants, parks, and bars.

Jun 24 – Jul 1

G$24,031 GYD per night

Guest favorite

Apartment in San Juan

4.92 out of 5 average rating, 195 reviews

Apartment with Private Pool and Parking

A comfortable apartment located in a central area and with a private swimming pool. The space is cozy with dining/work area, smart TV and a well-equipped kitchen. Close to Convention Center, movie theater, supermarket, bus stop, and lots of restaurants and beaches.

Sep 12 – 19

G$25,930 GYD per night

Guest favorite

Villa in Rio Grande

4.96 out of 5 average rating, 451 reviews

Ocean View, Mountain Setting.

Newly renovated 1-bedroom Ocean View unit. Private & great location. 2 minute drive to the beach, 5 minute drive to El Yunque Rainforest. 5 minute drive to Luquillo Beach & famous Kiosko's for unique dinners out. Only 25 min from San Juan airport.

Mar 8 – 15

G$30,036 GYD per night