
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.

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!

DomenechBungalow+BubbleHeatedPool +TeslaRentOption
Your family will be close to everything when you stay at this private and well-equipped home in Vistamar. Relax in the warm bubble pool or enjoy the tropical garden designed for true grounding. It’s located in a non-touristy residential area and was designed to give guests the experience of living like a true local, thinking in the needs of a visitor like you. All sheets and towels are cleaned with extremely hot water and chlorine-free detergent to disinfect them before each guest arrival.

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.

Private Rainforest Retreat ~10 min to Playa Azul~
Visiting El Yunque & Bio Bay? 🌺 Koko Kai Cabana is the perfect retreat - right between Luquillo and Fajardo - for exploring the Best of the East Coast 🇵🇷... You'll enjoy quiet, country life in the mountains of Juan Martin. But just 15 mins to Luquillo Beach, 20 to El Yunque or Bio Bay & shopping in Fajardo is only 7 mins down the mountain. We live on site, but the cabana is on the "3rd level" above the pool. It's private and tranquil... and everything is just for you two!

Palms & Ocean View 1br 1bth + Pool + Beach Access
In the heart of Condado, with direct private access to the Condado beach. The building is on Ashford Ave., surrounded by great restaurants, cafes, and bars. At walking distance, you have supermarkets (5 min), Calle Loiza St. with vibrant nightlife (6 min), and La Placita de Santurce with also great nightlife (15 min). At driving distance, you have the Convention Center & El Distrito (10 min), Old San Juan (15 min), Hato Rey Milla de Oro (15 min), and the airport (15 min).

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.

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.

San Juan, Condado Beach view PRIME Location studio
Enjoy easy access to everything from this perfectly located apartment, right on the main strip of San Juan, condado Ashford avenue, within steps to the beach, bars, restaurants, casinos, Hotels (Marriot/La Concha), nightlife and approximately a 10 minute drive from the airport SJU, 5 minute drive to Old San Juan and La Placita de Santurce, the avenue is packed with scooter rentals, stores, etc. FREE PRIVATE PARKING included.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

Tropical Villa Private pool Wifi and Netflix

Casa Reyes

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

La Pompa Beach House Beautiful Residence with Pool

Hidden Coast

Blessed Home…

Luxury Beach House with Private Pool in Condado

The Leaves Apartments #2
Condo rentals with a pool

The best, Amazing Designer Beach Front Loft Apt

Ocean Front Dream

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Isla Verde Beachfront Studio near restaurants,bars

WoW! 6 Min Ride To Airpt | Parking | Security |

Amazing Beachfront Suite: King Bed/Full Kitchen

Condado Beach Views by Cesar 2501

*Luxurious Ocean Front Hotel Like Suite 1Bedrm Pkg
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En Casa de Tío

Villa Vista Hermosa, Río Grande, Puerto Rico

Penthouse Beach Retreat

Davide, Colinas del Yunque *Paraiso Escondido*

Casa Arena | Elegant Ocean Views

*NEW Infinity House near El Yunque (private pool)

Almendro Signature Suite @ El Yunque Luxury Retreat

Condado Delight: Affordable Ocean View 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 | $326 NZD | $331 NZD | $343 NZD | $309 NZD | $293 NZD | $290 NZD | $297 NZD | $302 NZD | $278 NZD | $261 NZD | $285 NZD | $307 NZD |
| 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 $34 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
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 holiday 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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- Flamenco Beach
- Isla Verde Beach West
- La Pared Beach
- Liquillo Beach
- Distrito T-Mobile
- Puerto Rico Convention Center
- Playa las Picuas, Rio Grande
- José Miguel Agrelot Coliseum
- Playa de Luquillo
- El Yunque National Forest
- Rio Mar Village
- Carabali Rainforest Park
- Toro Verde Adventure Park
- Playa Puerto Nuevo
- Cond Marbella del Caribe Este
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- Los Tubos Beach
- Plaza Las Americas
- San Patricio Plaza
- Museo de Arte de Ponce
- Cueva del Indio
- Museo de Arte de Puerto Rico
- Sun Bay Beach
- Balneario de Luquillo
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