
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.

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.

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 water

Ashford Imperial Condo- Oceanview & parking
Remodeled apartment with 24-7 security, pool, 5 min walk to beach & private parking. Just 5 miles from SJU airport, makes your arrival and departure a breeze. Whether you're here to enjoy the beach, explore the rainforest or visit Old San Juan, our location is unbeatable. Situated on Ashford Ave., steps from the beach and in the heart of Condado, you'll be surrounded by the best restaurants, bars, casino, outdoor activities and shopping. Perfect for an unforgettable stay in Puerto Rico!

La Casita: Private Heated Pool W/ Ocean Views
Nestled atop a lush hill at the beachfront town of Ceiba, this 2-bedroom house is a haven of luxury & tranquility, offering a spectacular panoramic view of the ocean, the rainforest, mountains & neighboring islands. As you approach the property, a winding driveway bordered by vibrant, blooming flowers leads you to the entrance, setting the tone for the enchanting retreat that awaits. Just a 1-hour drive from SJU's International Airport & half hour ride from El Yunque National Rainforest.

The Best View of PR with infinity pool with Heater
Campo Cielo, es el lugar perfecto para desconectarte y estar en completa conexión con la naturaleza. Disfrutarás del más bello amanecer, desde las montañas del Bosque Nacional El Yunque. Te relajarás y recargarás con aire puro y fresco, mientras te deleitas con la mejor vista en la piscina infiniti y en la terraza. La mejor experiencia para disfrutar de la naturaleza y sentirte a un solo paso del cielo, lo encontrarás en nuestro tesoro escondido, Campo Cielo Mountain Retreat.

Beautiful View Chalet
Enjoy the lovely setting of this romantic & magical cozy home . Hidden in the mountains of Naranjito . 45 minutes from the airport, you can immerse yourself in a unique, romantic experience in PR surrounded by nature. The view from the moment you enter our property is magical. Here you can find a hugely inspiring environment for your writing, reading, music, to spend quality time with your partner, to spend time alone. A magical place of art, peace, and inspiring.

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.

Design Suite「 POOL」Walk to Beach | DUNA by DW
If this apartment-plus were a perfume it would smell like juniper, cactus water, fennel seeds, slot canyons and homemade tortillas clasped in warm sunlit terracotta. Everything about this king-size suite is deep, sandy, and divine. With two private terraces, a bedroom, bath, full kitchen, custom soaking tub, hammocks, and more, the Dreamer can mesmerize up to three guests with elegant, laidback allure.

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

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.

Villa Estrella PR (near Airport & Beach)
Diviértete con toda la familia en este alojamiento con estilo. Esta cerca de todo lo esencial como el Aeropuerto y Playas (5 minutos), Viejo San Juan, Plaza Las Américas (15 minutos). Localizado cerca de varios restaurantes con prestigio como Bebo’s BBQ, Metropol, y el área turística de Piñones donde podrán encontrar comida típica de nuestra isla.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

MY BEAUTIFUL SUMMER

La Pompa Beach House Beautiful Residence with Pool

Turquoise Villa Private pool nearby airport

Blessed Home…

The Leaves Apartments #2

Lake Villa House in Toa Baja, Puerto Rico

El Yunque Paradise - Private pool

Nena’s place, Carolina PR w electric generator
Apartment rentals with a pool

Amazing Ocean-View / Beach-Front Studio with Pool

Pink Bliss Studio ISLA VERDE

Beautiful apartment in Condado with beach access!

Amazing Beachfront Suite: King Bed/Full Kitchen

ESJ Tower beachfront airport free park amazingView

Ocean View-Elevated Luxury Suite(Remodeled)

Luquillo, Playa Azul Beach Front Apt 20th floor.

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

King Suite Steps from the Beach w/ Parking

The Sandcastle - A Seashore Haven - 1 bedroom apt.

Deluxe Ocean View | Beach | Pool | Generator

Davide, Colinas del Yunque *Paraiso Escondido* NEW

2 Bedroom 2 Bathroom Penthouse

Villa Bali I King Suite Private Pool Heated

Coconut Cove - Beach Retreat

Jungle Bungalow | 1BR Suite | Private Plunge Pool
Quick stats about holiday rentals with a pool in San Juan
Total rentals
2K properties
Nightly prices starting at
$26 SGD before taxes and fees
Total number of reviews
127K reviews
Family-friendly rentals
770 properties are a good fit for families
Pet-friendly rentals
420 properties allow pets
Rentals with dedicated workspaces
1.1K properties have a dedicated workspace
Destinations to explore
- Punta Cana Holiday rentals
- Santo Domingo De Guzmán Holiday rentals
- Las Terrenas Holiday rentals
- Santo Domingo Este Holiday rentals
- La Romana Holiday rentals
- Cabarete Holiday rentals
- Bayahibe Holiday rentals
- Juan Dolio Holiday rentals
- Carolina Holiday rentals
- Culebra Holiday rentals
- Samana Holiday rentals
- St. Croix Holiday rentals
- Rentals with an accessible-height bed San Juan
- Hostel rentals San Juan
- Private suite rentals San Juan
- Beachfront rentals San Juan
- Smoking-friendly rentals San Juan
- Cabin rentals San Juan
- Family-friendly rentals San Juan
- Beach apartment rentals San Juan
- Hotel rentals San Juan
- Rentals with a kayak San Juan
- Pet-friendly rentals San Juan
- Boutique hotel rentals San Juan
- Rentals with breakfast San Juan
- Guest house rentals San Juan
- Rentals with a cinema San Juan
- Rentals with outdoor seating San Juan
- Townhouse rentals San Juan
- Flat rentals San Juan
- Rentals with beach access San Juan
- Fitness-friendly rentals San Juan
- House rentals San Juan
- Holiday home rentals San Juan
- Waterfront rentals San Juan
- Serviced apartment rentals San Juan
- Mansion rentals San Juan
- Rentals with a hot tub San Juan
- Rentals with an accessible-height toilet San Juan
- Rentals with an EV charger San Juan
- Rentals with a sauna San Juan
- Apartment rentals San Juan
- Rentals with lake access San Juan
- Rentals with a patio San Juan
- Rentals with a firepit San Juan
- Ski-in/ski-out rentals San Juan
- Villa rentals San Juan
- Loft rentals San Juan
- Rentals with a washing machine and dryer San Juan
- Aparthotel rentals San Juan
- Rentals with pools San Juan Region
- Rentals with pools Puerto Rico
- Flamenco Beach
- Mosquito Bay Beach
- Liquillo Beach
- Praia de Luquillo
- Playa de los Cabes
- Playa del Dorado
- Playa Mar Chiquita
- Distrito T-Mobile
- Playa de Vega
- Playa Puerto Nuevo
- The Saint Regis Bahia Golf Course
- Playa Sun Bay
- Rio Mar Village
- Toro Verde Adventure Park
- Coco Beach Golf Club
- Los Tubos Beach
- Carabali Rainforest Park
- Playa Maunabo
- Playa de Cerro Gordo
- Punta Bandera Luquillo PR
- Playa el Convento
- Playa Puerto Real
- Beach Planes
- Balneario Condado
- Things to do San Juan
- Sports activities San Juan
- Tours San Juan
- Sightseeing San Juan
- Food and drink San Juan
- Nature and outdoors San Juan
- Entertainment San Juan
- Art and culture San Juan
- Things to do San Juan Region
- Art and culture San Juan Region
- Sightseeing San Juan Region
- Tours San Juan Region
- Entertainment San Juan Region
- Nature and outdoors San Juan Region
- Sports activities San Juan Region
- Food and drink San Juan Region
- Things to do Puerto Rico
- Sightseeing Puerto Rico
- Entertainment Puerto Rico
- Tours Puerto Rico
- Food and drink Puerto Rico
- Art and culture Puerto Rico
- Sports activities Puerto Rico
- Nature and outdoors Puerto Rico
- Wellness Puerto Rico