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.

4.98 out of 5 average rating, 206 reviews

Lake and Beach Village, Humacao, cerca de la playa

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

4.98 out of 5 average rating, 127 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 & equipped 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, add clean fee only one up to medium size prior notice

4.93 out of 5 average rating, 328 reviews

Cottage in Naguabo

Casa Familiar con Piscina en malecón de Naguabo

Disfruta de un alojamiento privado y completamente cercado, ideal para compartir con familia y amigos con total comodidad y seguridad. 🚗 A solo 30 segundos del Malecón, con una gran variedad de los mejores restaurantes 🏖️ A 2 minutos de la playa Fanduca 🎯 Amenidades: 🏊 Piscina privada 🎱 Billar 🤸 Trampolín 🧸 Columpio 🚗 Estacionamiento 📶 WiFi 🏀 Baloncesto 🏐 Volleyball Diversión garantizada. Ven a crear momentos inolvidables con tu familia en nuestra hermosa isla de Puerto Rico 🇵🇷

4.95 out of 5 average rating, 152 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!

4.97 out of 5 average rating, 151 reviews

Cottage in Naguabo

Casa Playa Tropical, Terraza y Piscina Unidas

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, Siempre tenemos agua potable en nuestra propiedad, para entral hay una cajita de seguria con llave

A private pool area is featured, with a picturesque view that includes a light-colored pool surrounded by patio tiles. Lounge chairs and a small table are arranged under a shaded area, complemented by potted plants. Palm trees can be seen beyond the enclosure.

4.82 out of 5 average rating, 175 reviews

Breathtaking relaxing!! Easy Walk to the Beach

Located in the beautiful town of Punta Santiago, Humacao. This beach home is fully remodeled and furnished with air conditioning in the entire house, fully equipped kitchen, WIFI, washer & dryer inside the unit, private pool and BBQ area and much more! At only a 45 minute drive from the San Juan airport, historic Old San Juan and a 25 minute drive from El Yunque Rainforest, the ferry to Culebra and Vieques island and many more water attractions. This house is perfect for family vacations!

4.79 out of 5 average rating, 193 reviews

A spacious balcony is showcased, featuring a round table surrounded by six white chairs with bright yellow cushions. An awning provides shade, and panoramic views of the ocean and blue sky create a relaxing atmosphere.

Villa in Humacao

Spectacular 4 Bedroom Oceanside Penthouse

Spectacular Private 4 BR/2BTH Ocean Front 2300 sq ft vaulted ceiling Penthouse with panoramic views of the beach, open ocean, and golf course just steps from top floor pool with views of the Spanish Virgin Islands. Only a 3-minute walk to the beach, PDM Marina, and Tennis/Gym resort clubs. Downstairs at the Plaza conveniently enjoy fine restaurants, pizzeria, shops, wine/cigar bar, ice cream parlor, bank, and supermarket. PH has elevator access w/two private, secure, parking spaces below.

4.98 out of 5 average rating, 161 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.

5.0 out of 5 average rating, 105 reviews

The home is presented in a serene nighttime setting, showcasing a modern design illuminated by soft outdoor lighting. Tropical plants and landscaping enhance the curb appeal, while a covered entrance leads to an inviting atmosphere beneath a starlit sky.

Home in Humacao

Humacao Paradise | Pool, Power & Water Backup

Welcome to Get to the Point Humacao, your private East Coast retreat in beautiful Puerto Rico. This modern 3-bedroom, 2-bath home features a private pool with waterfall, fast fiber-optic WiFi, upgraded linens, and a fully equipped kitchen. Enjoy peace of mind with a solar battery backup system and water cistern, helping ensure uninterrupted comfort during occasional island utility outages. No cleaning fee, family-friendly, and perfect for vacationers, remote workers, and extended stays.

4.99 out of 5 average rating, 204 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

Casa Suiza-Private Couple Escape with Heated Pool

Casa Suiza es un retiro de escapadas románticas, sólo para parejas con Piscina Climatizada. Estamos ubicados 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. Recomendamos rentar un vehículo SUV o 4x4 para su tranquilidad, si no está acostumbrado a transitar en la Montaña. Una vez comienzas a subir a la montaña, es por calles con curvas y algunas pendientes empinadas, pero completamente transitables.

4.96 out of 5 average rating, 103 reviews

A modern villa with expansive balconies overlooks a serene infinity pool. Lounge chairs are arranged along the poolside, surrounded by lush greenery and palm trees. The clear blue sky complements the contemporary design of the structure.

Home in Vieques

Vieques ocean view eco villa+pool

-Privately nestled on three acres with Caribbean Sea views from the second floor. -Three private bedroom suites - mosquito nets. Villa doesn’t have Ac -Spa and yoga classes nearby at Finca Victoria -Full service amenities can be arranged: stocking the fridge, chef, massages. -Gunite swimming pool - solar powered -Each bedroom has its own bathroom, dressing area & outdoor shower -The beds are fitted with quality 400-count cotton linens - Strict no children under the age of 10years policy

4.95 out of 5 average rating, 197 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 Rio Grande

Hacienda Azucena, Río Grande, Yunque Rain Forest

An Exquisite vacation home in El Yunque Tropical rainforest. Discover Puerto Rico's enchanting beauty at Hacienda Azucena. Enjoy a private getaway in this 4-bedroom, 2 full bathrooms and 3 half bathrooms villa. This spectacular property offers incredible green views just minutes from El Yunque National Forest, one of the finalists for the New 7 Wonders of Nature. Perfect for friends and family gatherings or peaceful getaways. Close to beaches, outlets mall, and horseback rides.

Popular amenities for Punta Santiago rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.91 out of 5 average rating, 163 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

4.95 out of 5 average rating, 123 reviews

A modern hillside retreat is showcased with an infinity pool extending into the landscape. The structure features large sliding doors that open to a spacious balcony. Lush greenery surrounds the property, providing a sense of seclusion, while outdoor seating is arranged for relaxation.

Home in Yabucoa

Private 2BR/2.5 BA W. Ocean View & Heated Infinity Pool

4.98 out of 5 average rating, 237 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 Carolina

Villa Estrella PR (near Airport & Beach)

4.98 out of 5 average rating, 139 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, 155 reviews

An infinity pool with illuminated edges provides a serene atmosphere during twilight. A swim-up bar is positioned at one side, while lounge chairs are visible nearby. A basketball hoop is set up next to the pool, and surrounding tropical foliage completes the tranquil outdoor space.

Home in Luquillo

Fabulous Ocean Views /Private Infinity Pool /4 BR

4.86 out of 5 average rating, 121 reviews

Home in Quebrada Arenas

Retiro íntimo con Jacuzzi, piscina privada

4.9 out of 5 average rating, 352 reviews

A two-story vacation home features a light-colored exterior with decorative balconies. The entrance is marked by a central door flanked by two smaller doors. Lush greenery surrounds the property, enhancing the welcoming appearance. A paved pathway leads to the home, with a well-maintained lawn visible.

Home in Fajardo

ONE STOP VACATION HOME, w private pool and jaquzzi

4.96 out of 5 average rating, 285 reviews

Home in Gurabo

Escape to your private Tropical Oasis.

Apartment rentals with a pool

Apartment in Palmas del Mar

A serene seascape is showcased, with the sun setting beyond the horizon. Silhouetted palm trees frame the view, while gentle waves lap the sandy beach. Lush green foliage is visible in the foreground, contributing to the peaceful coastal setting.

4.91 out of 5 average rating, 161 reviews

Paradise Vacay!

A serene outdoor space features two swimming pools surrounded by lush palm trees and well-kept landscaping. The ocean is visible in the background, with gentle waves lapping at the shore under a clear blue sky.

4.95 out of 5 average rating, 243 reviews

Luxury Beach Front Condo Balcony Pool and Jacuzzi

4.92 out of 5 average rating, 105 reviews

3BR condo w/ rooftop penthouse with lake view

A wooden table adorned with a jar of seashells overlooks a vibrant green lawn leading to the ocean. Palm trees frame the view, and clear blue skies create a bright and inviting atmosphere. The neighboring villas are visible in the background.

4.97 out of 5 average rating, 159 reviews

Palmas Del Mar -Ocean front, Golf & Vieques view

A light-filled living area overlooks the ocean through expansive windows, featuring a cream-colored sectional sofa and a glass dining table. Modern decor includes an abstract painting on the wall, while a ceiling fan offers comfort. The calm sound of waves is captured from this inviting space.

4.85 out of 5 average rating, 113 reviews

BV103 - Amazing Beachfront Condo steps from sand

4.95 out of 5 average rating, 103 reviews

A spacious living area features large glass doors that invite natural light and provide views of palm trees outside. A sectional sofa is paired with accent chairs and a geometric coffee table, while a wall art piece adds subtle visual interest.

Apartment in Río Grande

Pristine 4 bdrm (all private) steps to beach/golf

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.

4.88 out of 5 average rating, 178 reviews

Villa at Palmanova Plaza

Apartment in Palmas del Mar

A serene view showcases a calm pond surrounded by lush green grass and palm trees. Shady benches provide a relaxing spot to enjoy the landscape, with colorful buildings partially visible in the background against a clear blue sky.

4.8 out of 5 average rating, 98 reviews

1 BR Beach Apartment, Palmas del Mar

Other holiday rentals with a pool

4.96 out of 5 average rating, 101 reviews

A modern A-frame cabin is situated in a natural setting, featuring large glass panels that offer views of the surrounding greenery. A wooden deck extends in front, adorned with planters and a sculpture, inviting guests to enjoy the serene outdoor space.

Chalet in Río Grande

Romantic Chalet with Pool by the River

4.85 out of 5 average rating, 102 reviews

Flat

Apartment With Private Pool

5.0 out of 5 average rating, 49 reviews

Sexy Blue!!

4.98 out of 5 average rating, 53 reviews

Villa in Punta Santiago

Paula Mar Beach View and Relaxing Vibes

A private pool area is shown, featuring a rectangular pool surrounded by a stone patio. Lounge chairs are positioned nearby, and an umbrella provides shade. The space is complemented by greenery and a clear blue sky overhead, enhancing the outdoor relaxation experience.

4.85 out of 5 average rating, 46 reviews

Oceanview Villa • Pool • Walk to Beach • Sleeps 12

A refreshing pool is surrounded by a tiled deck and patio area, featuring chairs for relaxation. Lush greenery is visible in the background, complementing the serene water. A cloudy sky is overhead, enhancing the tranquil setting.

4.92 out of 5 average rating, 26 reviews

Blue beach house, Punta Santiago

4.97 out of 5 average rating, 32 reviews

Private pool, 24/7 Generator, Fast WiFi