
Vacation 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.

Island Living: Beachfront Ocean View w/Parking
Hi. Looking for a beachfront apartment? Look no further! This is a beachfront 1 bedroom apartment that sleeps 2 in the best beach in San Juan! 15min from Old San Juan, 7min from the Airport, near shops, restaurants, hotels, casinos, nightlife, and a vibrant walking district. Hear the ocean waves, feel the breeze, enjoy the sun! The building has a private beach entrance, basketball court, tennis court (currently closed), pool, gazebos, bbq area, and more! Welcome to the Island Living experience!

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

Dream Beachfront Vacation * King Bed * W/D *Parkin
Welcome to our Casa Caribe oceanfront retreat with a breathtaking view from the private balcony infused with a cool island breeze. Let the turquoise water, salty air, and the sound of the waves mesmerize you. Wake up, do yoga, then jump into the warm ocean water or tan on the Isla Verde sand. Enjoy direct beach access, fast WI-FI, and free parking. Walk everywhere. After a trip to Old San Juan or El Yunque Rainforest, enjoy a glass of wine at sunset on the balcony. Leave all your worries behind.

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!

Beachfront Apt. Ocean-Facing Bed & City Views+Pool
12th floor corner space with Exclusive Bedroom 🛌 facing the ocean and private balcony. Enjoy the best sunrises and sunsets from our location. Direct beach access 🏝️and pool 🏊♂️ Breathtaking ocean and city view’s from all areas of the apartment. Fully equipped apartment & scenic walkable destination with restaurants, bar’s, live music & coffee shops. 30 minutes from SJ ✈️ and centric from Culebra & Vieques port 🛥️ Bio Bay 🚣♂️ and El Yunque. Laundry on site. Easy to get around 🚶♂️🚕

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.

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

Vista Boriken: 24 Hr. Doorman, Pool, Laundry, Gym
Vista Borinken is located on one of the top floors of the swanky Ashford Imperial, one of the most secure and luxurious buildings in Condado with 24/7 security. Recently renovated, our studio (non-smoking) comfortably sleeps up to 2 guests and boasts beautiful panoramic views of the island, from the mountains to the ocean and has access to a pool, gym, and laundry room. Restaurants, shops, the beach and local parking are all just steps away from the building.

Beach Front, Ocean View & Direct Access to D Beach
Come vacay at 105 Beach House, enjoy the most amazing sunsets, beaches and full moons, with the most diverse variety of restaurants nearby. A fully equipped ocean view beachfront one room apartment, with BBQ's, direct access to the most beautiful beach, pool and playground that will make you want to stay a little longer. Just steps away from sand and salt water. Created with love for you guest. Enjoy Puerto Rico from a different point of view at your home.

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.

Casa Encanto Rainforest Retreat
Nestled in the lush foothills of El Yunque Rainforest, this private guest suite occupies the lower level of our luxury villa, Casa Encanto. Enjoy the perfect blend of tranquility and adventure, just minutes from Luquillo Beach, Las Paylas, Carabalí Adventure Park, snorkeling, and more. Relax by the pool and spa while enjoying the peace of a tropical retreat powered by solar energy, Tesla battery backup, and a dedicated water reserve.

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

Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen

Casa Minnelli,5 minutes from the airport and beach

La Pompa Beach House Beautiful Residence with Pool

Luxury Casa Caliad

Private Pool•Near Airport•Solar System•Gated Area

Lake Villa House in Toa Baja, Puerto Rico

Ana's place

Villa Celestial Luxury Home
Condo rentals with a pool

Isla Verde Beach-Pool/New/ Downtown

Ashford Imperial/New, modern, beach condo/King bed

Ashford Imperial. Best Location.

Ocean Front Getaway

HEAR & SEE THE WAVES @ BEACH FRONT W. POOL DORADO.

💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR

Beach Front

*Luxurious Ocean Front Hotel Like Suite 1Bedrm Pkg
Other vacation rentals with a pool

#3 - 2BR w/ Pool, Parking, Laundry, walk 2 Beach

"San Juan Escape at Solemare"

The Best View of PR with infinity pool with Heater

Luxury waterfront villa with dock and heated pool

My Solemare Suite Resort-Style Isla Verde PR

Top Suite in San Juan - Private Balcony

San Juan Charm steps from Ocean Park Beach

*NEW Infinity House near El Yunque (private pool)
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,764 GYD | G$40,392 GYD | G$41,857 GYD | G$37,671 GYD | G$35,787 GYD | G$35,369 GYD | G$36,206 GYD | G$36,834 GYD | G$33,904 GYD | G$31,811 GYD | G$34,741 GYD | G$37,462 GYD |
| 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 vacation rentals with a pool in San Juan

Total vacation rentals
Explore 2,010 vacation rentals in San Juan

Nightly prices starting at
San Juan vacation rentals start at G$4,186 GYD per night before taxes and fees

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

Family-friendly vacation rentals
870 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 470 rentals that welcome pets

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

Wi-Fi availability
1,990 of San Juan vacation rentals include wi-fi 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
- El Yunque National Forest
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- Distrito T-Mobile
- Puerto Rico Convention Center
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- Playa Puerto Nuevo
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- Toro Verde Adventure Park
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- Cueva del Indio
- Museo de Arte de Ponce
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