Vacation rentals with a pool in Punta Santiago

4.97 out of 5 average rating, 126 reviews

An aerial view of a spacious house is displayed, featuring a well-maintained swimming pool enclosed by a privacy fence. A covered bar area with seating is included, alongside several lounge chairs positioned near the pool. Lush greenery and a cloudy sky complete the serene setting.

Cottage in Naguabo

Casa Playa Tropical, Tropical Beach House & Pool

Ven y disfruta con toda la familia en esta espaciosa casa, TROPICAL BEACH HOUSE - CASA PLAYA TROPICAL. Casa frente a la playa, Único concepto con piscina bar unida a la terraza para un mejor deleite a los huespedes. Tres habitaciones totalmente equipadas, una con cama king y su baño privado otra con una cama matrimonial, una litera y otro bano y otra con otra cama matrimonial y otra litera, Tenemos un generador elecgrico de 40 kilos automatico, para entral hay una cajita de seguria con llave

4.97 out of 5 average rating, 186 reviews

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.

Home in Punta Santiago

Lake and Beach Village, Humacao

Casa privada completamente amueblada y equipada para 7 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

4.99 out of 5 average rating, 166 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 - Couple Retreat with Heated Pool

Casa Suiza es un lugar para escapadas románticas, sólo para parejas con Piscina Climatizada. Estamos en la montaña, es muy privado, alejado de la ciudad, a una hora de distancia de San Juan y el Aeropuerto Internacional de Puerto Rico. En su beneficio, una vez comience a subir a la montaña, es por calles con curvas y algunas pendientes empinadas, pero completamente transitables. Recomendamos rentar un vehículo SUV o 4x4 para su tranquilidad, si no está acostumbrado a transitar en la Montaña.

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)

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, 309 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.

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, 125 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, 129 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.

The exterior of the SeaCret Villa showcases a modern building with a soft peach-colored facade. Well-manicured greenery surrounds the entrance, featuring a staircase with decorative railings leading to an upper level. Palm trees provide a natural element, enhancing the overall aesthetic.

4.91 out of 5 average rating, 212 reviews

SeaCret Suite @ Palmas del Mar, Humacao

The SeaCret Villa is a clean, modern & cozy Suite situated near the beach, swimming pool, tennis courts, golf course, Palmanova Plaza and so much more. Direct access to the tennis center. For your convenience, SeaCret Suite is “garden level.” SeaCret Villa es una Villa moderna y cómoda. Esta estratégicamente ubicada cerca de la playa, piscina, canchas de tennis, campo de golf, Palmanova y mucho mas. Acceso directo a centro de tennis. Para su conveniencia, SeaCret Suite es nivel terrera.

4.99 out of 5 average rating, 196 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

4.95 out of 5 average rating, 146 reviews

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.

Home in Punta Santiago

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, 576 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

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 267 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

A private oasis with local charm.

4.99 out of 5 average rating, 173 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, 158 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

4.98 out of 5 average rating, 120 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

4.95 out of 5 average rating, 182 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, Río Grande, Yunque Rain Forest

4.92 out of 5 average rating, 150 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

5 out of 5 average rating, 108 reviews

A serene outdoor space features a private pool with tranquil blue water, surrounded by lounge chairs and lush greenery. An inviting seating area is visible, alongside a bar with high stools. A well-lit space creates an atmosphere for relaxation and enjoyment.

Home in Cangrejo Arriba

Villa Celestial Luxury Home

4.9 out of 5 average rating, 134 reviews

A seaside property is situated on a cliff overlooking the beach, surrounded by palm trees and natural rock formations. A pathway leads down to the sandy shoreline, with the turquoise ocean visible in the background. Bright blue roofing complements the coastal landscape.

Home in Maunabo

Villa Coralina

Condo rentals with a pool

4.87 out of 5 average rating, 236 reviews

A charming balcony area features two hanging macrame chairs and a small round table, with a plant centerpiece. The expansive ocean view reveals clear turquoise waters and a sandy beach, enhancing the serene coastal atmosphere.

Condo in Mata de Plátano

Gorgeous Ocean views studio, beachfront property!

4.89 out of 5 average rating, 163 reviews

A private balcony offers stunning ocean views, with outdoor seating arranged around a circular table. A palm tree is partially visible, and the horizon showcases gentle waves under a clear sky.

Condo in Fajardo

*Azul Marino* Golf & Ocean View Luxury Condo

4.89 out of 5 average rating, 149 reviews

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.

Condo in Palmas

Breathtaking Front Ocean View 2-Bedroom Apartment

4.9 out of 5 average rating, 191 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

4.89 out of 5 average rating, 134 reviews

The open living-dining area features a spacious sofa and a dining table surrounded by four chairs. Large glass doors provide access to the balcony, where high-top chairs and a small table overlook the ocean. Modern pendant lights hang above the dining table.

Condo in Santurce

Palms & Ocean View 1br 1bth + Pool + Beach Access

4.94 out of 5 average rating, 234 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

Superhost

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.

Condo in Palmas

4.9 out of 5 average rating, 143 reviews

98 Crescent Cove at Palmas del Mar, PR

4.88 out of 5 average rating, 162 reviews

A panoramic view from the large outdoor terrace captures the vibrant landscape of Palmas del Mar. The scene includes colorful buildings along the coastline, lush greenery, and the blue ocean in the distance, under a partly cloudy sky.

Condo in Palmas

Villa at Palmanova Plaza

Other vacation rentals with a pool

Superhost

A modern bathroom features a freestanding bathtub positioned in front of a large window, showcasing a view of the ocean at sunset. The wall is adorned with marble tiles, and a soft rug lies in front of the tub, enhancing the serene setting.

Home in Húcares

5 out of 5 average rating, 7 reviews

Salt Water Pool and Ocean View w/ Generator, Solar

4.96 out of 5 average rating, 49 reviews

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.

Home in Punta Santiago

Blue Carey at Villa Palmira

Shipping container in Mambiche

5 out of 5 average rating, 18 reviews

The House Wagon

Superhost

A private pool area features a shimmering blue pool surrounded by light-colored stone tiles. A gentle water feature adds a tranquil touch. Sunlight illuminates the space, highlighting the clean lines of the surrounding walls and an outdoor dining area in the background.

Cottage in Punta Santiago

4.78 out of 5 average rating, 101 reviews

House with a lake view, a swimming pool, and near the beach

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, 37 reviews

Spacious Delight - One Bedroom

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, 13 reviews

Casa Serena | Upscale Resort Living in Palmas

4.95 out of 5 average rating, 185 reviews

An outdoor deck area features a hammock suspended between two structures, inviting relaxation amid lush greenery. A small kitchen with a microwave and mini-fridge is visible, along with a dining table surrounded by chairs, all set in a tranquil garden setting.

Tiny home in Vieques

Baez Haus Tiny Treehouse at Finca Victoria

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.