
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.

Casa Reyes
Welcome to Casa Reyes! A spacious and relaxing family home fully renovated and redesigned to meet our guests’ vacation needs. Casa Reyes offers all the amenities for you and your family to relax on your stay. Located in one of San Juan’s most vibrant neighborhoods, Ocean Park, Casa Reyes is in between the tourist areas of Condado and Isla Verde. It’s walking distance to the beach, fine dining restaurants, clubs, nightlife, and many tourist attractions making it perfect for your vacation stay.
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Luxury Villa: PrivatePool, Generator&Water Cistern
Beautiful luxury two story house with private pool located 20 min from the airport and beach, at a community with double gated security entrances. Perfect for families/corporate groups. The house has a huge kitchen, open spaces, office, terrace, wood playhouse for children and private pool. Master bedroom has a beautiful big bathroom with bathtub and double shower. WE HAVE POWER GENERATOR/ WATER CISTERN. ONLY REGISTERED GUESTS ARE ALLOWED ON THE PROPERTY, EXCEPT PREVIOUSLY NOTIFIED VISITORS
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Blue lagoon
Diviértete con toda la familia en este alojamiento con estilo. Lugar espacioso y lujoso. Tiene picina, BBQ y generador eléctrico, de emergenmuelle para pescar con vista a Isla Verde. También cuenta con rampa para tirar botes , tv en todos los cuarto y sala , internet y bocinas bluetooth. Tiene un yate en el muelle que puede hospedar 2 huéspedes más con un costo extra para añadir este servicio comunícalo con el anfitrión y con reserva de tres o más noches tienes 1 horas de motora acuática gratis
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Jungle Bungalow | 1BR Suite | Private Plunge Pool
Located just blocks from the vibrant Ocean Park Beach, our chic studio bungalow perfectly combines urban convenience with tropical serenity. Step into your private plunge pool or explore Calle Loiza's bustling streets, famous for eclectic dining and unique shopping. Your queen-sized bed features plush comfort with en-suite bathroom, providing a personal retreat. Enjoy the lush garden patio hanging egg-chairs for serene evenings, making every day of your stay memorable and relaxing.
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Ocean Park Beachfront & Pool | Steps to the Sand
This Beach Front Townhouse is located in Ocean Park. One of Puerto Rico’s sought out locations! It is perfect for group trips as well as families looking for the perfect getaway! The Town House is in a gated community which means you will be guaranteed a safe trip. Private parking will be provided. The unit is a 10 minute drive from the airport as well as Old San Juan. You will have a private rooftop facing the ocean and a shared pool on the ground floor to use at your convenience.
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Old San Juan Gem | Backup Power/Water, Pool + Pkg
Enjoy added peace of mind with solar power, battery backup, a private water cistern, and fiber internet, amenities rarely found in Old San Juan. Stay in a 200-year-old historic home in the heart of Old San Juan, complete with a heated private pool and dedicated parking just steps away. This spacious two-story retreat blends historic architecture, curated Puerto Rican art, and modern comfort, all within walking distance of the city’s best restaurants, shops, and landmarks.
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Casa Kenia
Enjoy a stylish experience at this centrally-located, elegant, and fun place. We are just 8 minutes from the airport, 10 minutes from the Mall of San Juan, 20 minutes from Old San Juan, and 9 minutes from Condado and its beaches. English Enjoy a great experience in this centrally located, stylish, loving, comfortable, and well-equipped home. Located near Luis Muñoz Marín airport. Minutes from beautiful beaches, restaurants, shops, the Condado area, and Old San Juan.
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Villa Celestial Luxury Home
Discover comfort and style at Celestial, our newly renovated 3-bedroom, 3-bathroom retreat in Urb. Los Angeles, Carolina, Puerto Rico. Just 5 minutes from the airport and a short drive to Isla Verde's beaches, this stylish home is ideal for up to 10 guests. Enjoy the remodeled interior, private pool, BBQ area with a full outdoor kitchen, ample parking, and security cameras. Experience luxury and convenience at Celestial – your gateway to the best of Puerto Rico.
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Cozy tropical garden Oasis + pool just 4 you
Acogedora casa en madera con mini piscina,deck,jardín y estacionamiento privado . ¿Quieres conectar con la naturaleza? Vive la experiencia de dormir con el cantar del coqui y despertar con el canto de los gallos entre la vegetación del trópico. Estamos ubicados en Trujillo Alto, en un barrio céntrico, a 2 minutos en carro se encuentra el supermercado, Panadería y puesto de gasolina. A minutos del Aeropuerto, la capital, playas y centros comerciales.
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Beach Walk / Pool / Backup Power & Water
Walk to Isla Verde Beach, spend the day by the ocean, and come back to a heated pool. Villa Valeria combines a prime location with backup power and water, so your Puerto Rico vacation stays comfortable from arrival to departure. 🌴 Beach in minutes: 3 min to the beach 🛏️ 2BR/2BA comfort: King bed ensuite + 2 queens for flexible stays ❄️ Full A/C + Smart TVs 🚗 Easy arrival: Free parking, gated community, ~9 min to SJU
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Intimate Paradise- Private Pool, Terrace & Comfort
Enjoy our spacious home with a large patio and private pool. With 2 king beds, 2 queen beds, and a bunk bed, each room includes a private bathroom for total comfort. The house features solar panels and a backup battery for a reliable stay. Located in a secure gated community, you’re just 15 minutes from the beach and airport, offering both privacy and convenience for your getaway.
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Mid-Century Modern house
Experience the magic of a recently renovated 1962 house, meticulously designed in the Mid Century style, where nature and abundant natural light take center stage. Embrace the seamless integration of open spaces, lush greenery, and a patio that flawlessly blends with the interior. The house has 3 bedrooms. It can comfortably accommodate 6 people, (2 per room).
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Popular amenities for San Juan rentals with a pool
House rentals with a pool

Case Del Sole Duplex w/ Solar-Powered Backup
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Pool House by Airport | Central A/C & BBQ Grill
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Casa Aurea - Cozy House in the Metro Center Area
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Hidden Coast
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Turquoise Villa Private pool nearby airport
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Downtown Pool Paradise (3 min from SJU Airport)
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Private Pool•Near Airport•Solar System•Gated Area
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Blessed Home…
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Condo rentals with a pool

Estudio Moderno• Playa, Piscina y Aeropuerto Cerca
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Isla Verde Beach-Pool/New/ Downtown
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The best, Amazing Designer Beach Front Loft Apt
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Ashford Imperial/New, modern, beach condo/King bed
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Deja Blue BeachFront Apartment @ Isla Verde (Green Island)
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Ashford Imperial. Best Location. We have water
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Isla Verde Beachfront Studio near restaurants,bars
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💕Ocean Front Isla Verde Beach Remodeled Pool Pkg
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Other holiday rentals with a pool

Guaynabo, Private pool, billiard room.
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"San Juan Escape at Solemare"
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Design Suite「 POOL」Walk to Beach | DUNA by DW
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Epic Ocean View, 23 floor, Balcony & Free Wi-fi
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ATELIER 277 San Juan, Puerto Rico.
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Ashford Imperial Condo- Oceanview and Parking
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Modern oceanfront 2bed 2bath in Isla Verde sleeps6
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The Opus Residence Luxury Home in San Juan
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