Holiday rentals with a pool in Punta Santiago

An outdoor space is presented featuring a covered area with picnic tables and a charcoal grill. Lush green grass creates a relaxing atmosphere, while bright blue fencing and planters add vibrant touches. A staircase leads to an elevated deck, providing additional seating and views.

4.97 out of 5 average rating, 182 reviews

Lake and Beach Village, Humacao

Casa privada completamente amueblada y equipada para 8 personas, aire acondicionado en toda la casa, marquesina cerrada para 2 autos, piscina,BBQ de gas, TV 50 pulgadas con Netflix, Internet Wifi, Nevera,lavadora, secadora, estufa, microondas, cafetera, utensilios de cocina, ollas, calderos, vasos, platos etc. Ropa de cama y toallas limpias. Muy cerca de la Reserva Natural de Humacao, y cerca de el Malecón de Naguabo, donde encontrarás una excelente oferta gastronómica con excelente vista al mar

4.98 out of 5 average rating, 112 reviews

Home in Buena Vista

Amazing Infinity pool @Coqui Tropical House

Incredible vacations await for you in this house with infinity pool in a private land on the countryside area. We are located 3 minutes from the PR-53 highway near to Palmas del Mar beach resort in Humacao. Fully furnished house & equiped kitchen, 3/B w A/C only in the bedrooms, 2 1/2 Bath , WIFI, TV includes Netflix. Terrace with hammock, Pergola, gas BBQ, and reclining beach chairs. Outdoor security camera around the house. Pet allowed(only one up to medium size with prior notice)

4.94 out of 5 average rating, 144 reviews

A lounge chair is positioned on soft sand, surrounded by lush green foliage. The tranquil blue ocean is visible in the background, with an island silhouette further out on the horizon, offering a serene beachside view.

Home in Humacao

5 bedroom Exclusive Beach Villa- WOW!

Discover Puerto Rico at a safe, beachfront, gated community in a nature preserve in the town of Humacao. Experience local life of fresh food in small family-run eateries and quiet beaches in our large five-bedroom beach villa with two outdoor spa showers, grill and a NEW POOL. In a private beach just at the end of our street, and private entrance to the nature preserve for great hiking and nature viewing for birds, fish, crabs, and other island animals. Prolific Turtle nesting zone. Book Now!

A view of the resort's two luxurious pools is captured, surrounded by lush palm trees and manicured greenery. The clear blue water reflects the blue sky, and a small lake can be seen in the background, enhancing the serene outdoor environment.

4.93 out of 5 average rating, 306 reviews

The Beach and Golf Villa at Palmas Del Mar

Beautiful beachfront property located in the upscale gated resort of Palmas Del Mar. See the beach from your private balcony, the Golf Course or just walk to several luxurious pools. Enjoy the tranquility of living in the beach while enjoying all the comfort of a luxury Villa. The fully equipped 950 ft2 Villa has a privileged location inside the Palm Golf Course next to the Wyndham Hotel. Experience The Palmas Del Mar community amenities like Tennis Course, beaches, restaurants and many more.

4.99 out of 5 average rating, 293 reviews

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

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!

The bedroom features a spacious bed with a textured throw blanket and decorative pillows. Large windows allow natural light to fill the room, offering a view of lush palm trees outside. A minimalistic dresser and artwork enhance the serene atmosphere.

4.92 out of 5 average rating, 124 reviews

Beautiful Villa at Palmas del Mar

This beautiful villa is just a few steps away from the beach in the gated resort of Palmas del Mar! An extensive beach area, pools, restaurants, tennis courts, golf courses, shops and even a Marina are all located inside the complex and are only a car or golf cart ride away. If you prefer staying in, the villa comes equipped with everything you may need to make it your home away from home. The tranquil feeling of Palmas del Mar is truly unique and we can't wait for you to experience it!

4.98 out of 5 average rating, 123 reviews

A contemporary house is positioned atop a hill, surrounded by lush greenery and palm trees. A winding pathway leads to the entrance, while panoramic ocean views extend in the background, highlighting the beauty of the surrounding landscape.

Home in Ceiba

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.

4.99 out of 5 average rating, 161 reviews

A tranquil outdoor pool is seen, featuring a sunbathing area with two sleek lounge chairs. The pool's clear water reflects the bright blue sky with fluffy clouds, while tropical plants enhance the scenic mountainous backdrop.

Tiny home in Naguabo

Casa Suiza (Mountainous Area)

Casa Suiza es un lugar para escapadas románticas, sólo para parejas. Estamos ubicados en lo alto de la montaña, es muy privado y alejado de la ciudad, a una hora de distancia de San Juan y el Aeropuerto Internacional de Puerto Rico. Tenga en cuenta que dirigirse a nuestra propiedad es por calles con curvas y algunas pendientes empinadas, pero completamente transitables. Recomendamos rentar un vehículo SUV o un 4x4 para su tranquilidad, si no está acostumbrado a transitar en la Montaña.

4.99 out of 5 average rating, 192 reviews

A cozy chalet is nestled in a lush green landscape, featuring a red roof and warm yellow exterior. A private heated pool is visible, surrounded by a wooden deck, and scenic hills are seen in the background under a colorful sunset.

Chalet in Caguas

Chalet De Los Vientos (Chalet of the Winds)

Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

4.92 out of 5 average rating, 293 reviews

A private pool is illuminated with vibrant blue light, featuring a calming waterfall cascading from a stone wall. Comfortable lounge chairs are positioned nearby, while colorful accent lighting adds a playful touch. Lush plants frame the scene, enhancing the outdoor ambiance.

Home in Humacao

Beautiful House, 24/7 Security, Gated Community

Sanitized! Beautiful and comfortable residence with Private Pool, Jacuzzi and Grill. 12min from Palmas del Mar that has beach, bars, night life and sea food restaurant. Minutes from Palma Real Mall, Walmart, restaurants, fast food & much more. 20 min from El Malecon de Naguabo which has many Seafood Restaurants, and beach. 30min to the boat terminal to go to Vieques and Culebra, 40 min from Luquillo Kiosk, 35 min from the Croabas, 45 min to the airport, 50 min to Old San Juan

A serene pool area is framed by tall palm trees, with the ocean visible in the background. Two lounge chairs are placed near the edge of the sparkling blue pool, which reflects the clear sky. Lush greenery surrounds the space, creating a tranquil atmosphere.

4.95 out of 5 average rating, 146 reviews

Wake up to the ocean! True beachfront living!

Please ask about our other home nearby. Beachfront living with pool - 4 bedrooms. Lose yourself in paradise in this newly remodeled beachfront home with pool - 4 bedrooms, 3 baths. You will have the best of both worlds - beach and pool - for your pleasure. Enjoy unobstructed ocean/beach views from bed and through the house. Perfect for family vacations, romantic getaways or just to get away from it all. Cribs and high chairs available for little vacationers.

4.99 out of 5 average rating, 568 reviews

An aerial view captures the geodesic dome surrounded by lush greenery. A wooden deck leads to a private hot tub, while a shaded area features seating under a tent. Soft lighting highlights the surrounding plants, creating an inviting and tranquil outdoor environment.

Dome in Cayey

Escape Puerto Rico | Luxury Dome + Pool + Views

Escape to a romantic and luxurious glamping dome surrounded by the lush mountains of Cayey, Puerto Rico🌿. Enjoy total privacy with a private heated pool, panoramic views, and elegant design — the perfect retreat for couples or solo travelers seeking peace, comfort, and connection with nature. Wake up to mountain sunrises, relax under the stars, and experience a serene escape just an hour from San Juan — were nature and luxury meet in perfect harmony.

Popular amenities for Punta Santiago rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 266 reviews

A vibrant outdoor area is surrounded by lush greenery, featuring a sparkling pool, comfortable lounge chairs, and a thatched umbrella. A cozy hammock invites relaxation, while tropical plants enhance the tranquil atmosphere. The inviting space seamlessly integrates with the colorful Spanish-style architecture.

Home in Gurabo

Private urban oasis with local charm.

4.99 out of 5 average rating, 161 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)

4.91 out of 5 average rating, 155 reviews

The exterior of the house is presented, featuring a two-story design with large windows and a balcony. A Puerto Rican flag is displayed, while a private pool sits in the foreground surrounded by tropical landscaping. Outdoor seating is arranged near the pool area.

Home in Luquillo

Renald's Place

4.97 out of 5 average rating, 119 reviews

An infinity pool with a flowing waterfall feature is highlighted under a shaded area. Nearby, a showerhead is positioned for convenience, while potted plants border the poolside. The lush greenery of the surrounding nature is visible in the background, enhanced by soft clouds above.

Home in Yabucoa

Daddy’s Place Airbnb

4.96 out of 5 average rating, 110 reviews

A private pool area is surrounded by lush tropical vegetation. The serene pool features a water fountain and is complemented by two colorful flotation devices. Loungers are positioned nearby on a wooden deck, providing a relaxing space to enjoy the natural ambiance.

Home in Palmer

El Yunque Paradise - Private pool

4.95 out of 5 average rating, 180 reviews

The two-story property is surrounded by lush greenery, featuring a serene pond reflecting the building and sky. Lounge chairs are positioned on the grass, offering a relaxing spot to enjoy the natural surroundings.

Home in Río Grande

Hacienda Azucena, Rio Grande, El Yunque Rain Forest

4.92 out of 5 average rating, 149 reviews

A wide view of Playa Azul showcases soft, sandy shores bordered by lush green palms. The calm turquoise waters gently meet the beach, with several figures visible enjoying the sun and water. A clear blue sky stretches overhead, contributing to the serene coastal scene.

Home in Luquillo

Renovated Beach House on BEST beach in Puerto Rico

4.93 out of 5 average rating, 128 reviews

An outdoor entertainment area is surrounded by tropical foliage, featuring a cozy seating arrangement made of wood with plush cushions. A circular blue table stands at the center. An outdoor barbecue grill and a masonry fireplace are visible, adding functionality to the inviting space.

Home in Palmas

Malecon Beach House, Steps to the Caribbean Ocean

Condo rentals with a pool

4.85 out of 5 average rating, 117 reviews

Condo in Fajardo

Oceanfront Gem • Pool • High-Floor Sea Views

4.86 out of 5 average rating, 168 reviews

A modern studio apartment displays a spacious bed adorned with blue and white linens, adjacent to a large smart TV mounted on the wall. A cozy sofa and dining area with round table and white chairs are visible. Ceiling lights and air conditioning contribute to comfort.

Condo in Luquillo

Brisa Fresca, Apartment Luquillo PR!

A hammock is suspended in a spacious balcony, framed by an arched opening. The view showcases a serene ocean with distant islands under a clear blue sky. Lush greenery is visible in the foreground, enhancing the tranquil setting.

4.9 out of 5 average rating, 147 reviews

Breathtaking Front Ocean View 2-Bedroom Apartment

4.9 out of 5 average rating, 183 reviews

A small balcony is showcased with two lounge chairs positioned near a glass railing, offering views of the surrounding hills. Green plants are arranged in planters, contributing to a relaxed atmosphere. Large sliding doors provide access and allow natural light to fill the space.

Condo in Fajardo

Marina’s ll ocean view apartment

4.94 out of 5 average rating, 230 reviews

A bright living area features a sectional sofa with multiple cushions, accompanied by a dining table and chairs. Large windows with horizontal blinds offer panoramic ocean views, while a small plant adds a touch of greenery. A sleek TV unit is positioned opposite the seating.

Condo in Luquillo

Breathtaking Ocean View Apartment

A view of the resort showcases well-maintained landscaping with palm trees and lush greenery. The swimming pool is centrally located, surrounded by lounge chairs. Two rows of multi-level buildings are visible, displaying a harmonious blend of architecture against the blue sky.

4.9 out of 5 average rating, 143 reviews

98 Crescent Cove at Palmas del Mar, PR

The image captures a beachfront view, showcasing swaying palm trees against a backdrop of vibrant blue ocean waves. A sandy beach stretches across the foreground, while lush greenery complements the natural setting. The sky features scattered clouds, creating a serene coastal atmosphere.

4.84 out of 5 average rating, 101 reviews

Spectacular Ocean view 1 Bedroom 1 Bath Villa

4.95 out of 5 average rating, 371 reviews

An aerial view captures two contemporary high-rise buildings situated beside a vibrant marina, surrounded by lush greenery and tranquil waters. The Olympic-size swimming pool is visible near the base of the buildings, while the picturesque landscape features a backdrop of hills under a bright blue sky with scattered clouds.

Condo in Fajardo

Our slice of paradise

Other holiday rentals with a pool

A serene pool area is displayed, featuring clear blue water and a calm waterfall feature. Surrounding the pool, a spacious patio area provides a few lounge chairs, while grassy patches and garden pots enhance the outdoor space.

4.96 out of 5 average rating, 46 reviews

Blue Carey at Villa Palmira

Shipping container in Mambiche

5 out of 5 average rating, 16 reviews

The House Car

4.96 out of 5 average rating, 54 reviews

Apartment in Canóvanas

Rooftop Terrace Apartment with Panomoric Views

A spacious bedroom features a neatly made bed with a striped blanket. Natural light floods the room through large windows, providing views of palm trees outside. Light curtains frame the windows, adding to the airy atmosphere.

4.92 out of 5 average rating, 38 reviews

Comfy Oceanfront Condo in Resort Setting

A bright living area showcases light-colored furniture contrasted against the neutral tile floor. Large sliding doors open to a private balcony with views of greenery, creating a seamless connection with the outdoors. A round coffee table and minimal decor enhance the spacious layout.

5 out of 5 average rating, 10 reviews

Casa Serena | Upscale Resort Living in Palmas

A spacious bedroom features a large bed adorned with a floral patterned blanket. Natural light filters in through glass doors leading to a terrace, surrounded by greenery. Two bedside tables with lamps are situated alongside the bed, and a comfortable chair is positioned nearby.

4.97 out of 5 average rating, 34 reviews

Spacious Delight - One Bedroom

A serene beach scene showcases golden sand meeting gentle ocean waves under a bright blue sky. Palm trees frame the image, swaying in the light breeze, while a distant shoreline can be seen, inviting visitors to explore the tranquil surroundings.

4.96 out of 5 average rating, 72 reviews

Sea-Renity Suite @ Palmas del Mar - Humacao