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Vacation rentals with a pool in San Juan

Find and book unique homes with a pool on Airbnb

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$4,181 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

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 two-story building is set behind a low concrete wall, with palm trees and lush greenery enhancing the entrance. The façade features clean lines and light-colored walls, while shaded areas provide a welcoming atmosphere. A separate gate leads into the property.
Apartment in San Juan
4.88 out of 5 average rating, 145 reviews

ATELIER 277 San Juan, Puerto Rico.

Our place offers a true great experience. Very centric house located at the heart of the urban area of San Juan. Just 15 min from the beach with exclusive pool access to guests. We assure you a unique apartment on the 3rd floor of the Atelier which has a separate entrance, with amenities for your comfort: Queen bed, TV, wifi, and AC, fully equipped kitchen, dining table, washing machine, and bathroom. Queen sofa bed and a balcony with a lovely view. 800 sq feet safety and quietness guaranteed.

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

Guest favorite
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.
Apartment 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 favorite
The serene private patio features a shallow plunge pool surrounded by tropical plants and decorative stones. A textured green outdoor shower is visible, and a low wall separates the space from the vibrant greenery beyond, creating a secluded retreat for relaxation.
Bungalow in Santurce
4.99 out of 5 average rating, 120 reviews

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.

Top guest favorite
Tiny home in Luquillo
4.96 out of 5 average rating, 112 reviews

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!

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 modern bedroom features a spacious bed dressed in teal bedding, complemented by decorative pillows. A large mirror reflects the room's stylish decor, while a wall-mounted television showcases vibrant artwork. Soft lighting and a unique chandelier enhance the contemporary ambiance.
Villa in Santurce
4.98 out of 5 average rating, 103 reviews

Water Cistern Beach Walk Heated Pool Generator

⚡ Reliable essentials: Power generator backup + water cistern Villa Valeria is a modern apartment on the Isla Verde edge with a heated pool in a gated community. 🌴 Beach in minutes: 3 min to the beach 🛏️ 2BR/2BA comfort: King bed ensuite + 2 queens for flexible stays ❄️ Full A/C + Smart TVs 🚗 Easy arrival: Free parking, gated community, ~9 min to SJU Reserve today and make your Puerto Rico trip smooth, stylish, and steps from the beach.

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
The living area features a brown leather couch complemented by a round coffee table and decorative elements. A ceiling fan and modern light fixtures are present, along with plants that enhance the space. Glass doors open to a private outdoor area, blending indoor and outdoor environments.
Home in San Juan
4.89 out of 5 average rating, 117 reviews

Mid-Century Modern house

Experience the magic of a recently renovated 1962 house, meticulously designed in the Mid Century style, where nature and abundant natural light take center stage. Embrace the seamless integration of open spaces, lush greenery, and a patio that flawlessly blends with the interior. The house has 3 bedrooms. It can comfortably accommodate 6 people, (2 per room).

Top guest favorite
A refreshing pool area is surrounded by natural greenery, with stone accents and a sunlit patio. The pool features clear water and a small seating area, creating an inviting outdoor space. Lush foliage frames the scene, enhancing the serene atmosphere.
Home in Carolina
4.98 out of 5 average rating, 215 reviews

Villa Estrella PR (near Airport & Beach)

Diviértete con toda la familia en este alojamiento con estilo. Esta cerca de todo lo esencial como el Aeropuerto y Playas (5 minutos), Viejo San Juan, Plaza Las Américas (15 minutos). Localizado cerca de varios restaurantes con prestigio como Bebo’s BBQ, Metropol, y el área turística de Piñones donde podrán encontrar comida típica de nuestra isla.

Popular amenities for San Juan rentals with a pool

When is the best time to visit San Juan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$39,720 GYDG$40,347 GYDG$41,810 GYDG$37,629 GYDG$35,748 GYDG$35,330 GYDG$36,166 GYDG$36,793 GYDG$33,866 GYDG$31,776 GYDG$34,702 GYDG$37,420 GYD
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C

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