
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.

Beachside Oasis | 1BR, Pool + 2min Walk to Sand
Just 2 minutes from Ocean Park Beach, this stylish 1-bedroom retreat is your perfect home base in San Juan. Located in a secure gated community with private parking, this unit features a modern kitchen, strong A/C, a peaceful vibe—and access to a shared pool and rooftop terrace. Walk to coffee shops, bars, and Loíza Street, or relax inside with fast Wi-Fi, beach gear, and a sparkling-clean interior. Ideal for couples, solo travelers, or small families looking for comfort, security, and location.

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

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.

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!

Isla Verde Beachfront Studio near restaurants,bars
Free parking.Direct private access to the Beach. Very comfortable and bright studio apartment with sea partial view and city view. Exclusive access to the pool. Just step outside and jump in the beach. You will find beach-lounge and umbrella rental, food kiosks, Jetski rental, banana boat and lot of fun. Condo is locate within walking distance of hotels,shops and restaurants(fast food as well fine/casual dining,excellent local cuisine)bars, casinos,pharmacy & ATM

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.

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

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Condo rentals with a pool

Modern & Stylish studio, steps to beach, Generator

Breathtaking Ocean View Apartment

Come To Our Happy Place!! It's waiting for you!

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Condado Ashford, Ocean View, 11th Floor

Beautiful View Chalet

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Deluxe Ocean View | Beach | Pool | Generator

Beach Front Romantic Getaway!

Beautiful Retreat w. Pool and Perfect Location

Davide, Colinas del Yunque *Paraiso Escondido* NEW

Ocean View, Mountain Setting.
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $289 AUD | $283 AUD | $286 AUD | $275 AUD | $262 AUD | $259 AUD | $260 AUD | $253 AUD | $230 AUD | $230 AUD | $240 AUD | $268 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 2,250 holiday rentals in San Juan

Nightly prices starting at
San Juan holiday rentals start at $31 AUD per night before taxes and fees

Verified guest reviews
Over 139,070 verified reviews to help you choose

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

Pet-friendly accommodation
Find 470 rentals that welcome pets

Rentals with dedicated workspaces
1,280 properties have a dedicated workspace

Wi-Fi availability
2,210 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
- Mosquito Bay Beach
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- Praia de Luquillo
- Playa del Dorado
- Distrito T-Mobile
- Playa Mar Chiquita
- Playa de Vega
- The Saint Regis Bahia Golf Course
- Playa Sun Bay
- Carabali Rainforest Park
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- Rio Mar Village
- Toro Verde Adventure Park
- Coco Beach Golf Club
- Playa de Cerro Gordo
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- Los Tubos Beach
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- Punta Bandera Luquillo PR
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