
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.

Gated Parking Heated Pool Generator Beach Walk
Everything you need for an effortless Puerto Rico stay. Minutes to Isla Verde Beach, with pool access and all your beach essentials ready. 🌊 Walk to Isla Verde Beach: close to top spots 🏊♀️ Heated pool access; sparkling clean, perfect to unwind 🧼 Impeccably clean: spotless and exactly as pictured 🔐 Easy, stress-free arrival 🏖️ Beach essentials included: chairs, umbrella, towels + cooler ⚡ Reliable essentials: Power generator backup + water cistern 💬 Super responsive host: fast, attentive

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 Rainforest Retreat
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

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.

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.

💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR
Excellent apartment in a spectacular area of Isla Verde Beach, located on the beach with direct access to it. The apartment has one bedroom suite with King Size bed, second bedroom with two Queen Size beds. There are two full bathroom. Toilette of reception. Fully equipped kitchen with dishwasher, Nespresso, toaster, oven, microwave, etc. It has a breakfast bar. Super comfortable and spacious modern living room. Incredible view of the SEA, balcony with table and chairs.

Blue lagoon
Diviértete con toda la familia en este alojamiento con estilo. Lugar espacioso y lujoso. Tiene picina, BBQ y muelle 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 2 horas de motora acuática gratis

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport
✈️ 18 min to airport & 🏖️ top beaches 🏊 Private pool, loungers & hammocks 🌿 Peaceful countryside, just 5 min to city 🌴 45 min to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Queen bed + full pull-out bed (sleeps 4) 🍽 Indoor + outdoor dining for 4 with views 🚿 Outdoor shower (perfect after the beach) 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, Smart TV & gated parking 🪑 Beach chairs, cooler & beach towels

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.

Renacer White House | Private Pool
🦋 Welcome to Renacer 🦋 Your home away from home in the heart of Carolina. Just 5 minutes from the airport and 7 from Isla Verde’s beaches, this renovated space offers 3 comfy bedrooms, 1.5 baths, a sofa bed, private pool, BBQ area, parking, and security cameras. Whether you’re here for a weekend escape or a longer stay, Renacer invites you to relax, recharge, and enjoy the best of Puerto Rico—peaceful, convenient, and full of good vibes.

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.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

Super comfortable Family Home w/ private pool

Tropical Villa Private pool Wi-Fi and Netflix

Beautiful Getaway Home | Private Pool | 4BD

Hidden Coast

Luxury Casa Caliad

Turquoise Villa Private pool nearby airport

The Leaves Apartments #2

Large house with a private pool
Apartment rentals with a pool

STUNNING 6BR PENTHOUSE ON ISLA VERDE BEACH

Isla Verde Beach-Pool/New/ Downtown

The best, Amazing Designer Beach Front Loft Apt

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Isla Verde Beachfront Studio near restaurants,bars

Palms & Ocean View 1br 1bth + Pool + Beach Access

Condado - Ashford Imperial - Epic ocean views

Beach Condo | Near Airport | Free Parking & Pool
Other holiday rentals with a pool

Luxury Mountain Chalet w/ Heated -Pool Adults Only

Ocean Park Beachfront Paradise | Steps to the Sand

"San Juan Escape at Solemare"

Davide, Colinas del Yunque *Paraiso Escondido*

Villa Bali I King Suite Private Pool Heated

My Solemare Suite Resort-Style Isla Verde PR

*NEW Infinity House near El Yunque (private pool)

Almendro Signature Suite @ El Yunque Luxury Retreat
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £139 | £142 | £147 | £132 | £125 | £124 | £127 | £129 | £119 | £112 | £122 | £131 |
| 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 2,010 holiday rentals in San Juan

Nightly prices starting at
San Juan holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 150,600 verified reviews to help you choose

Family-friendly holiday rentals
870 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 470 rentals that welcome pets

Rentals with dedicated workspaces
1,150 properties have a dedicated workspace

Wifi availability
1,990 of San Juan holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Juan rentals

4.8 Average rating
San Juan stays are highly rated by guests – averaging 4.8 out of 5!

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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- Rentals with pools Puerto Rico
- Flamenco Beach
- Isla Verde Beach West
- Liquillo Beach
- Distrito T-Mobile
- Puerto Rico Convention Center
- Playa las Picuas, Rio Grande
- Playa de Luquillo
- José Miguel Agrelot Coliseum
- El Yunque National Forest
- Rio Mar Village
- Carabali Rainforest Park
- Playa Puerto Nuevo
- Toro Verde Adventure Park
- La Pared Beach
- Cond Marbella del Caribe Este
- Los Tubos Beach
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Museo de Arte de Ponce
- Cueva del Indio
- Museo de Arte de Puerto Rico
- Balneario del Escambrón
- Hacienda Campo Rico
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- Things to do Puerto Rico
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