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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.

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Guest favorite
A modern living area is depicted with a spacious blue sofa facing a wall-mounted Smart TV. A wooden coffee table sits atop a textured area rug. Soft, light-filtering curtains frame the window, lending a cozy ambiance to the room.
Condo in Santurce
4.91 out of 5 average rating, 222 reviews

San Juan-Condado Ashford Ave. Best Studio!

We want you to feel like you're at home! 🏡 Just remodeled studio-apartment with an ocean view 🌊. This new and modern open loft studio has all the hotel amenities you need, including: pool 🏊‍♂️, jacuzzi 🛁, gym 💪, 24/7 Security 🔒. It is located in the heart of Condado, San Juan’s main tourist district 🌆. The most dynamic, trendy, and multicultural city area, close to the spectacular historic Old San Juan City 🏰. Nearby restaurants 🍽️, markets 🛒, and just a block away from the beach 🏖️.

Guest favorite
A balcony with a table and two chairs offers a scenic view of the beach and ocean. A bottle of wine rests on the table, complementing the bright blue sky and palm trees in the distance, creating an inviting space for relaxation.
Apartment in Carolina
4.88 out of 5 average rating, 257 reviews

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!

Guest favorite
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.
Condo 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 favorite
Home in Luquillo
4.92 out of 5 average rating, 211 reviews

Enchanted Pool Beach House

Take it easy at this tropical and peaceful getaway with a private pool where is only for the guest staying at the house. The house is 5 minutes away from many beaches like La Pared Beach, Playa Azul, Costa Azul Beach, Balneario La Monserrate Luquillo and Northeast Ecological Corridor. 10 minutes away from Bioluminescent Bay and Seaven Seas Beach in Fajardo. Also 15 minutes away from El Yunque National Forest in Rio Grande and 5 minutes from Caribbean Cinemas Theater, Shopping mall and Pharmacy.

Guest favorite
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 favorite
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 favorite
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

Top guest favorite
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.
Apartment 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.

Top guest favorite
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 favorite
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.
Condo 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 favorite
A spacious pool area features a heated saltwater pool accompanied by a jacuzzi. Comfortable lounge chairs are positioned around the pool, with lush palm trees providing shade. A modern covered terrace offers seating options for relaxation next to the scenic outdoor landscape.
Villa in Carolina
5 out of 5 average rating, 161 reviews

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!

Guest favorite
A spacious interior is bathed in natural light from floor-to-ceiling windows, revealing ocean views. A large bed is accompanied by a cozy sitting area with modern furnishings. A round glass table sits in the center, surrounded by wicker chairs, promoting relaxation.
Apartment in Santurce
4.92 out of 5 average rating, 403 reviews

Casa Lola | Trendy Ocean View Studio

Casa Lola was our first property on Airbnb and the one we hold dearest. It has been thoughtfully designed for travelers looking for a trendy homebase during their visit to Puerto Rico. We offer a queen-sized bed, a stocked kitchen and spacious balcony for you to relax, enjoy the breeze and take in the stunning views. Oh and most importantly, the Airbnb is named after my lovely puppy, Lola.

Popular amenities for San Juan rentals with a pool

When is the best time to visit San Juan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$39,748 GYDG$40,376 GYDG$41,840 GYDG$37,656 GYDG$35,773 GYDG$35,355 GYDG$36,192 GYDG$36,819 GYDG$33,891 GYDG$31,799 GYDG$34,727 GYDG$37,447 GYD
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°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$4,184 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

Destinations to explore