Holiday rentals with a pool in Guaynabo

4.93 out of 5 average rating, 147 reviews

A tranquil pool area is highlighted by a stylish stone water feature, where water cascades gently into the pool. Lush, tropical plants are visible in the background, complementing the serene atmosphere of the space.

Home in Levittown

La Pompa Beach House Beautiful Residence with Pool

Whether it's work or a family experience, it's the perfect place. This beautiful property has an excellent location minutes from Punta Salinas Beach and steps from restaurants, supermarkets, pharmacies and nightclubs. La Pompa Beach House is an Eco friendly residence that operates and produces solar energy. Fun, Elegance and Hospitality is a priority that is why we have a beautiful kitchen, private pool, luxury rooms, GYM equipment, parking plus work area. Close to highway and Old San Juan.

Shipping container in Gurabo

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.

4.98 out of 5 average rating, 207 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.

4.79 out of 5 average rating, 154 reviews

A spacious living area features two comfortable sofas in blue and rust colors, arranged around a glass coffee table. Neutral curtains frame the windows, which allow natural light to fill the space. A piece of artwork and a decorative vase enhance the ambiance.

Home in Guaynabo

Super comfortable Family Home w/ private pool

Welcome to our exclusive property located in a private community with 24/7 security, just 15 min from Old San Juan, Condado, touristic places. Only 20 min from SJU Airport. Furnitures, decoration and equipment were chosen to be of the outmost comfort and everything in the house is new. There are TVs with cable TV in all rooms and WiFi available. Patio is nice with large pool & BBQ area to enjoy. Ideal for families and group of friends. This is NOT a young people's party home!

4.86 out of 5 average rating, 351 reviews

An inviting infinity pool extends toward a breathtaking view of lush green mountains and the Atlantic Ocean. The sky is filled with fluffy white clouds, creating a serene atmosphere. The pool's clear blue water reflects the vibrant landscape, offering a perfect retreat for relaxation.

Tiny home in Gurabo

The Best View of PR with infinity pool with Heater

Campo Cielo, es el lugar perfecto para desconectarte y estar en completa conexión con la naturaleza. Disfrutarás del más bello amanecer, desde las montañas del Bosque Nacional El Yunque. Te relajarás y recargarás con aire puro y fresco, mientras te deleitas con la mejor vista en la piscina infiniti y en la terraza. La mejor experiencia para disfrutar de la naturaleza y sentirte a un solo paso del cielo, lo encontrarás en nuestro tesoro escondido, Campo Cielo Mountain Retreat.

4.97 out of 5 average rating, 256 reviews

An outdoor area features a private heated pool surrounded by wooden decking. Colorful flowers and greenery enhance the landscape. The cozy home, with a brown exterior, includes a shaded porch with comfortable seating and a hammock, providing a welcoming atmosphere for relaxation.

Chalet in Naranjito

Beautiful View Chalet

Enjoy the lovely setting of this romantic & magical cozy home . Hidden in the mountains of Naranjito . 45 minutes from the airport, you can immerse yourself in a unique, romantic experience in PR surrounded by nature. The view from the moment you enter our property is magical. Here you can find a hugely inspiring environment for your writing, reading, music, to spend quality time with your partner, to spend time alone. A magical place of art, peace, and inspiring.

4.99 out of 5 average rating, 259 reviews

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.

Apartment in Ocean Park

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.

4.98 out of 5 average rating, 163 reviews

A rustic bedroom features a spacious bed with soft, light-colored bedding. Large windows allow natural light to fill the room and provide a view of the surrounding greenery. The wooden ceiling complements the warm tones of the hardwood floor and adds an inviting feel.

Cabin in Aguas Buenas

Musa Morada | Creative cabin in the mountains!

The first and only creative cabin in Puerto Rico. Here you won't find unnecessary luxuries, but a space where the most beautiful things were not built by humans: the peace, harmony, and inspiration that those seeking a Reset in their life need. Sometimes all it takes is a hidden corner where you can reconnect with yourself, let nature speak to you and let your creativity flow. Connect and create. Welcome to Musa Morada!

5 out of 5 average rating, 138 reviews

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

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!

4.89 out of 5 average rating, 238 reviews

Tent in Guaynabo

"Stellita Glamping"

Disconnect from the routine and enjoy the tranquility of the countryside in the city of Guaynabo, Puerto Rico, with a private pool and different decks where you can relax. The tent has a cozy queen bed, one air conditioners, books and board games. You'll also have your private bathroom and outdoor area with bbq, refrigerator, pool and a cozy seating area.

4.99 out of 5 average rating, 141 reviews

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 Cangrejo Arriba

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.

A bright living area showcases expansive glass doors that open to a private balcony with views of the ocean. Comfortable seating arrangements include a sectional sofa and two outdoor chairs. A modern coffee table sits centrally on a textured rug, enhancing the open and inviting atmosphere.

4.95 out of 5 average rating, 111 reviews

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

🏝️Apartment Steps of the Beach 🏖️😎 🛫3 minutes Away from Airport ✈️ Deja Blue is an amazing recently remodeled BeachFront Apartment with 2 bedrooms and 1 bath on Isla Verde Beach. You will love the views from every room in the apartment and our recently renovated living room and kitchen. Enjoy morning or sunset walks on the beach.

4.89 out of 5 average rating, 248 reviews

An outdoor space features a private pool surrounded by a wooden deck. A geodesic dome is visible, equipped with a shaded seating area and a lounge chair nearby. Lush green vegetation frames the area, creating a serene and tranquil environment.

Dome in Caguas

Secret Dome 2 with lake view

Reconnect with nature at this unforgettable escape. Secret Glamping was born from two 100% Puerto Rican people, entrepreneurs and lovers of the innovative. Our desire is to ensure that guests can connect with nature, peace and tranquility, as well as delight in the beautiful views and landscapes of our surroundings.

Popular amenities for Guaynabo rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.81 out of 5 average rating, 245 reviews

The modern two-story home features a clean, contemporary design with large windows and a welcoming entrance. Lush palm trees are planted in the front yard, complementing the well-maintained landscaping. A driveway and garage are visible, providing convenient parking options.

Home in San Juan

Case Del Sole Duplex w/ Solar-Powered Backup

4.96 out of 5 average rating, 108 reviews

The modern exterior of the house is featured, showcasing a sleek design with large glass garage doors and a stylish front door. Low-maintenance landscaping with small bushes lines the path, leading to the entrance, complemented by a concrete driveway.

Home in San Juan

MY BEAUTIFUL SUMMER

4.86 out of 5 average rating, 133 reviews

A vibrant outdoor space features a swimming pool illuminated with purple lighting. Comfortable lounge chairs are positioned in the shallow area. The patio showcases a pool table under a roof, with string lights adding subtle illumination for evening gatherings.

Home in Cangrejo Arriba

House of Angels

4.93 out of 5 average rating, 169 reviews

An outdoor area features a private pool adjacent to a covered terrace. A billiard table and comfortable seating are visible, with ceiling fans providing airflow. The space is surrounded by greenery and offers easy access to the kitchen through large glass doors.

Home in Cupey

Luxury Casa Caliad

4.92 out of 5 average rating, 202 reviews

The image displays a private pool area featuring a circular jacuzzi and a larger swimming pool, surrounded by lush tropical vegetation. The exterior of the two-story house is visible, with multiple glass doors providing access to the outdoor space, enhancing natural light.

Home in Trujillo Alto

Unique luxury house-Private pool-Power generator

4.85 out of 5 average rating, 130 reviews

A swimming pool is surrounded by a spacious deck featuring a jacuzzi and various seating options, including chairs and tables. The turquoise water of the pool is complemented by decorative tiles, creating a serene area for relaxation.

Home in Toa Alta

A Cozy Place Like Home.

4.97 out of 5 average rating, 113 reviews

The evening patio is illuminated with soft lighting, highlighting a private pool with clear blue water. Lounge chairs with colorful towels surround the pool area, while a shaded seating arrangement is visible near a bar counter, creating a relaxing atmosphere for socializing.

Home in Carolina

Turquoise villa Private pool nearby airport

4.85 out of 5 average rating, 132 reviews

A sparkling swimming pool is illuminated by soft purple lights, creating a relaxing atmosphere in the evening. The pool is surrounded by smooth stone tiles and white walls, providing a sense of privacy and comfort.

Home in Carolina

The Leaves Apartments #2

Condo rentals with a pool

A spacious bedroom is furnished with a large bed covered in a soft grey blanket. Natural light flows through the floor-to-ceiling window, highlighting the modern decor and warm wood accents. A cozy seating area features a pouf and a small side table, with additional wooden lounge chairs arranged nearby.

4.83 out of 5 average rating, 108 reviews

Amazing Designer Beach Front Loft Apt Open Space

A modern bedroom features a spacious bed adorned with decorative pillows in green, pink, and blue. Two side tables with mirrors flank the bed. Natural light filters through a green curtain on the balcony doors, brightening the light-colored walls and shiny tile floor.

4.87 out of 5 average rating, 277 reviews

Isla Verde-Alambique Beach Modern Condominium

The studio features a cozy sleeping area with a spacious bed covered in a blue and white patterned quilt. Light walls and polished tile flooring enhance the bright ambiance. A wall-mounted television and a small desk with a chair add functionality to the space.

4.93 out of 5 average rating, 186 reviews

Paradise Beach view Apartment @ Coral Beach Tower2

A modern living area features a large flat-screen TV mounted on a white wall unit, displaying a serene beach scene. Below the TV, a sleek entertainment console provides storage. A compact dining table and bright white chairs are positioned in the corner, complementing the overall design.

4.91 out of 5 average rating, 326 reviews

Isla Verde Studio @ St. Tropez, Steps to the Beach

A panoramic view captures the coastline and vibrant sea, with sandy beaches extending along the shore. The image showcases the juxtaposition of urban buildings and lush greenery, framed by a clear blue sky and scattered clouds.

4.9 out of 5 average rating, 453 reviews

ESJ Tower beachfront airport free park amazingView

4.85 out of 5 average rating, 125 reviews

The illuminated pool glows in the night, surrounded by lounge chairs arranged neatly on the deck. The building features large windows reflecting city lights, while palm trees line the area, contributing to a serene atmosphere along the edge of the pool.

Condo in Santurce

Beachfront & Pool at the Best Location in Condado

A view of the outdoor area showcases a palm-lined courtyard, framed by two swimming pools and the sparkling ocean beyond. The blue sky complements the vibrant greenery, emphasizing a tranquil atmosphere that invites relaxation.

4.96 out of 5 average rating, 152 reviews

Amazing Beachfront Suite: King Bed/Full Kitchen

4.9 out of 5 average rating, 272 reviews

A panoramic view from a high-rise balcony captures the expansive coastline meeting the city's skyline. Various buildings, including modern high-rises and low-rise structures, line the streets, with the ocean stretching towards the horizon under a cloudy sky.

Condo in Santurce

Condado Beach Views by Cesar 2501

Other holiday rentals with a pool

4.96 out of 5 average rating, 51 reviews

A game room showcases a green felt pool table, complete with cues and colorful balls arranged on the edge. A large wall-mounted television displays a serene beach scene, and ambient blue lighting enhances the modern atmosphere. A couple of chairs are positioned nearby.

Home in Guaynabo

Guaynabo, Private pool, billiard 🎱room, jacuzzi.

4.96 out of 5 average rating, 67 reviews

A modern home is situated on the edge of a grassy hill, surrounded by lush greenery and overlooking the mountains. Large glass windows reflect natural light and provide scenic views. The driveway gently curves toward the entrance, offering a welcoming approach.

Home in Bayamón

Cassablanca On The Hill: Pool & Amazing Views

4.98 out of 5 average rating, 53 reviews

A view of the tranquil swimming pool surrounded by lush greenery and mountains. Comfortable seating is positioned nearby, and the spacious outdoor area offers a relaxing atmosphere, complemented by a partially covered terrace with a ceiling fan.

Guest suite in Caguas

Family-Friendly Peaceful Jungle Oasis with POOL!

5 out of 5 average rating, 78 reviews

A wooden bench with a slatted design is positioned against a white wall, featuring a decorative pillow with a bold text print. Above the bench hangs a large wall art piece depicting palm trees in front of a light-colored building, adding a tropical touch.

Home in Guaynabo

⭐️Casa De Las Palmas 🌴🌴

Home in Guaynabo barrio-pueblo

A private pool features vibrant blue water with a gentle fountain, bordered by light-colored stone. Patio stools are positioned at the edge, providing seating. An umbrella offers shade nearby, with lush greenery visible in the background, enhancing the outdoor relaxation area.

4.92 out of 5 average rating, 24 reviews

La Casita de Moncha/Pool/Family/BBQ

4.92 out of 5 average rating, 36 reviews

A refreshing pool is surrounded by tropical plants, with a vibrant Puerto Rican flag mural displayed on the exterior wall of the house. Large glass doors provide views into the inviting living area, while the patio is adorned with comfortable seating options.

Home in La Gloria

La Gloria

4.93 out of 5 average rating, 94 reviews

Apartment in Levittown

Paseo Arce Guest House #1 · Modern & Open-Concept