
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.

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.

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.

💙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.

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

Glamping at Relaxing Atmosphere In Nature
Glamping at Relaxing Atmosphere In Nature (RAIN) provides a serene and private getaway where you can relish the magic of the rainforest, with the calming sounds of rain, birds, and the Coqui's call. Our latest cabin is outfitted with all the comforts to ensure your glamping experience is unforgettable. Comfortably immerse yourself in the forest's flora and fauna. Escape the bustle of modern life and unwind. We embrace and celebrate diversity; all are welcome!

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.

★Luxurious Beachfront Apt in Isla Verde+free pkg★
Enjoy your Caribbean dream vacation in this luxury hotel-style apartment in the heart of Isla Verde. Amazing views from your own balcony of the ocean and city. You will be in the heart of the tourist area with direct access to the beach and surrounded by everything you need to complete your vacation. There are close hotels and within walking distance, there are plenty of restaurants, car rentals, and souvenir shops.

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

La Pompa Beach House Beautiful Residence with Pool

Luxury Casa Caliad

Hidden Coast

Turquoise Villa Private pool nearby airport

Unique Luxury Villa: Private Pool & Generator

Luxury Beach House with Private Pool in Condado

The Leaves Apartments #2

Hacienda Azucena, Río Grande, Yunque Rain Forest
Apartment rentals with a pool

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Ocean View Luxury Condo

San Juan-Condado Ashford Ave. Best Studio!

Rare Beachfront Getaway w Pool, Gym, + Balcony!

Isla Verde Studio @ St. Tropez, Steps to the Beach

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

Rickin’s Beach Getaway

💕Ocean Front Isla Verde Beach Remodeled Pool Pkg
Other holiday rentals with a pool

Condado Ashford, Ocean View, 11th Floor

Rainbow Luxury Villa Beach House 🏝

Luxury Mountain Chalet w/ Heated -Pool Adults Only

Blue lagoon

Beach Front Romantic Getaway!

Davide, Colinas del Yunque *Paraiso Escondido*

Casa Arena | Elegant Ocean Views

Beach City + Boho apartment
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £143 | £140 | £141 | £136 | £129 | £128 | £131 | £133 | £122 | £115 | £125 | £135 |
| 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 2,230 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 142,220 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 470 rentals that welcome pets

Rentals with dedicated workspaces
1,240 properties have a dedicated workspace

Wifi availability
2,190 of San Juan holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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
- Liquillo Beach
- Distrito T-Mobile
- Puerto Rico Convention Center
- Playa las Picuas, Rio Grande
- Playa de Luquillo
- Rio Mar Village
- Playa Puerto Nuevo
- Carabali Rainforest Park
- Toro Verde Adventure Park
- El Yunque National Forest
- La Pared Beach
- Los Tubos Beach
- Punta Bandera Luquillo PR
- Museo de Arte de Ponce
- Cond Marbella del Caribe Este
- Cueva del Indio
- Isla Verde Beach West
- Museo de Arte de Puerto Rico
- Plaza Las Americas
- José Miguel Agrelot Coliseum
- Balneario del Escambrón
- San Patricio Plaza
- Playa puerto nuevo
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