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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.

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Guest favourite
The living area features a queen size sofa bed facing large windows that offer ocean views. Natural light floods the space through sheer white curtains. A smart TV is positioned on an entertainment unit, complemented by a modern ceiling fan, enhancing the inviting atmosphere.
Apartment in Carolina
4.86 out of 5 average rating, 108 reviews

*Luxurious Ocean Front Hotel Like Suite 1Bedrm Pkg

Luxurious, Hotel Like Suite! Fully Remodeled One bedroom Ocean Front Apt. This Apt is Fabulous! Great Taste! With Two New AC * Livingroom: Queen Size Sofa Bed with Ocean Front View, Sliding Glass Doors, New AC, Smart TV, WIFI, Ceiling Fans. * Bedroom; Queen Size Bed, Ocean View, New AC inside bedroom, In room private Bathroom entrance and closet. Condo Pool, Direct Beach Access Gate, One Assigned Parking space inside Condo, Great location between the Hotels, CVS, Markets, Rests,watersports .

Guest favourite
A wooden terrace is shown with a stool positioned near the railing. The sun rises above a distant landscape, casting warm light over lush green hills and the ocean. An infinity pool is visible nearby, blending beautifully with the scenic surroundings.
Tiny home in Fajardo
4.98 out of 5 average rating, 326 reviews

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!

Top guest favourite
An outdoor terrace features a wooden deck with a table and chairs, providing ample seating. A cozy swing chair hangs nearby, surrounded by lush greenery and expansive views of the mountainous landscape. Decorative string lights add warmth to the inviting setting.
Shipping container in Gurabo
4.98 out of 5 average rating, 258 reviews

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.

Top guest favourite
Guest suite in Luquillo
5 out of 5 average rating, 220 reviews

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

Guest favourite
A cozy living area features a light-colored sectional sofa adorned with patterned cushions. A round dining table is positioned nearby, complemented by a plant and decorative wall accents. Natural light flows in through the window, illuminating the open space.
Flat in Carolina
4.94 out of 5 average rating, 208 reviews

Luxurious Beach Condo City View KS Bed, W/D, WiFi

Enjoy a relaxing and fun experience at this centrally-located place. A fully renovated and equipped apartment with an amazing view, swimming pool, famous Beach access, playground, exercise equipment, high speed WiFi for work and enjoyment, basketball and tennis courts. This location is at a walking distance from various restaurants, casinos and pharmacies. Plus it’s near to many mayor attractions, malls and the only USA Rain Forest “el Yunque”. Includes free parking and 24 hour security.

Top guest favourite
A modern living area features a comfortable sectional sofa, adorned with decorative pillows. A coffee table holds a platter of fresh fruit and two colorful glasses. Large windows allow natural light to fill the space, revealing views of the surrounding cityscape.
Flat in Santurce
5 out of 5 average rating, 106 reviews

Great 1 bedroom apt in Condado area w/pool

Enjoy a stylish experience at this centrally located apt. close to everything, making it easy to plan your visit. It’s in the heart of the Condado area right on the main avenue. The building has a wonderful pool, 24/7 doorman service and a gym. Parking is not available with this unit. Our concierge/doorman will check you into the bldg and will require ID. You must be 21 y/o or older to check-in. If at any time you need to store your luggage, search online: BOUNCE STORAGE MAGDALENA.

Guest favourite
Flat in Fajardo
4.93 out of 5 average rating, 133 reviews

Wake Up to Ocean Views | Pool + Marina Paradise

A tranquil getaway in this stunning apartment with breathtaking ocean views. Step inside to discover modern updates & stylish design. The exclusive 2 suites feature beautiful windows, offering unobstructed view Unwind by the giant pool or enjoy the sunrise from the expansive balcony—perfect spots for relaxation. The fully equipped kitchen with exotic white granite countertops is ideal for whipping up meals. This is the perfect retreat for those seeking luxury & serenity!

Top guest favourite
Home in Carolina
4.99 out of 5 average rating, 178 reviews

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

Top guest favourite
A tranquil pool is framed by wooden decking, offering clear views of the ocean and surrounding greenery. Sun loungers are positioned along the edge, inviting relaxation. The horizon showcases a blend of blue skies and distant clouds.
Apartment in Río Grande
4.99 out of 5 average rating, 177 reviews

Ocean View/Mountain Setting 3 - Owners Suite

This is Ocean View/Mountain setting 3, the Owners Suite. A fully functioning 600 square foot Villa with full kitchen featuring stainless steel appliances, concrete counter tops, porcelain tile floors, a large walk in shower with Rain showerhead, a 4-poster teak queen size bed with luxury pillowtop mattress, walk in closet. A large balcony featuring sweeping ocean front view, fronts this gorgeous Villa. Located near the pool, garden & outdoor features.

Top guest favourite
A tranquil private pool reflects the clear blue sky, surrounded by lush greenery and palm leaves. The modern apartment's large glass windows allow for abundant natural light, while a shaded outdoor seating area and hammock can be seen beside the pool.
Flat in Santurce
4.99 out of 5 average rating, 286 reviews

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.

Top guest favourite
A private pool area is illuminated by soft blue lighting, providing a serene ambiance at night. The pool features a sleek design with a comfortable lounging ledge. White walls frame the space, complementing the modern aesthetic of the surrounding area.
Home in Carolina
5 out of 5 average rating, 156 reviews

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.

Guest favourite
Apartment in Carolina
4.91 out of 5 average rating, 197 reviews

Beachfront * King Bed * Washer/D Walk Everywhere

Welcome to Casa Centro, in the heart of Isla Verde (San Juan's nicest beach), walking distance to restaurants, beach bars, nightlife, and more. It is a fully remodeled beachfront property with the most finest touches and in a very lively area. One bedroom w/ king bed, full sofa bed, washer & dryer, parking and beachfront pool, it also has 24/7 security. No need to rent a car. 10 mins from San Juan Airport.

Popular amenities for San Juan rentals with a pool

When is the best time to visit San Juan?

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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

Destinations to explore