Vacation rentals with a pool in San Juan

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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

Tiny home in Río Grande

5 out of 5 average rating, 373 reviews

El Yunque Rainforest Tiny House

La Cuchin is a Tiny House inspired by the old houses in the Countryside of PR with some of the comforts of today, like AC And WiFi Special touches throughout the Cabin make your stay more special. Nestled among the mountains of the Rainforest, at night you will hear the sounds of the Coqui and crickets and if you are lucky, the rain over the Tin Roof. Our Outdoor Garden Tub is a place where you will leave all of your worries behind! The Pool in the main house is also available to the Guests.

Guest favorite

Condo in San Juan

4.98 out of 5 average rating, 121 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).

Guest favorite

Condo in Cangrejo Arriba

4.9 out of 5 average rating, 400 reviews

ESJ Tower beachfront airport free park amazingView

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.

Superhost

Condo in Cangrejo Arriba

4.85 out of 5 average rating, 226 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.

Guest favorite

Guest suite in Luquillo

5 out of 5 average rating, 142 reviews

Casa Encanto - Experience El Yunque Rainforest

This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup

Guest favorite

Condo in Luquillo

4.89 out of 5 average rating, 285 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. Direct beach access and swimming pool located next to each other for a fun tropical day. 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. Centric to tourists destination and lot’s to do at a walking distance.

Guest favorite

Condo in San Juan

4.93 out of 5 average rating, 170 reviews

San Juan-Condado Ashford Ave. Best Studio!

We want you to feel like your home! Just remodeled studio-apartment with ocean view. This new and modern open loft studio has all the hotel amenities you need, including: pool, jacuzzi, gym and 24/7 security. It is located in the heart of Condado, San Juan’s main tourist district. The most dynamic, trendy and multicultural city area, close to the spectacular historic Old San Juan City. Nearby restaurants, markets and just a block away from the beach.

Guest favorite

Condo in Cangrejo Arriba

4.94 out of 5 average rating, 101 reviews

Sunny Beachfront Balcony Apt w/Pkg near Airport

Coral Beach air-conditioned studio right on the beach, with a PRIVATE BALCONY, stunning BEACHSIDE VIEWS & VERY close to the AIRPORT (5 minute drive!). Includes an assigned parking, all basic amenities, a queen size bed, and two small couches along the wall that may be used as additional beds. Couches are ideal for children or small adults. Free Wifi. In the apartment we have beach chairs that you can use for your enjoyment! Perfect for honeymoons!

Guest favorite

Villa in Cangrejo Arriba

5 out of 5 average rating, 102 reviews

Luxury waterfront villa with dock and heated pool

With a heated and saltwater POOL and JACUZZI, Villa Jade is a one-of-a-kind luxury waterfront residence with a private dock with direct access to a beautiful lagoon, a generator, and a cistern. A fully remodeled modern home, this lovely retreat has three bedrooms, each with a private bathroom. Here, you will enjoy lots of privacy and a relaxing ambiance at a prime location, less than 10 minutes from the SJU airport and Isla Verde´s beautiful beaches.

Superhost

Rental unit in Luquillo

4.91 out of 5 average rating, 276 reviews

Sandy Paradise, 20th floor beachfront apartment

Completely remodeled beachfront apartment with a breathtaking view of the ocean. Located on the 20th floor East Tower, the apartment is fully equipped with everything you'll need to have a perfect and relaxing vacation. Guest will have access to Wi-Fi, assigned parking, swimming pool, direct beach access, and a coin laundromat. We hope yours is a beautiful and relaxing stay, with memories to last a lifetime.

Guest favorite

Condo in San Juan

4.89 out of 5 average rating, 140 reviews

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.

Guest favorite

Condo in San Juan

4.94 out of 5 average rating, 341 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.