Vacation rentals with a pool in Punta Santiago

4.97 out of 5 average rating, 152 reviews

Cottage in Naguabo

Playa Tropical House, Terrace and Pool Together

Come and enjoy the whole family in this spacious home, TROPICAL BEACH HOUSE - TROPICAL BEACH HOUSE. House in front of the beach, Only concept with pool bar attached to the terrace for a better delight to the guests. Three fully equipped rooms, one with a king size bed and its own private bathroom, another with a double bed, a bunk bed and another bathroom, and another with another double bed and another bunk bed. We always have drinking water on our property. There is a security box and key to get in.

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!

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.

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.

4.96 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

4.99 out of 5 average rating, 205 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.

4.92 out of 5 average rating, 317 reviews

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. 45 min to the airport, 50 min to Old San Juan. 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.

4.93 out of 5 average rating, 329 reviews

Cottage in Naguabo

Family House with Pool on the Naguabo esplanade

Enjoy a private, fully fenced-in accommodation, ideal for sharing with family and friends in complete comfort and safety. 🚗 Just a 30-second walk from Malecón (esplanade), which has a great variety of top restaurants 🏖️ 2 minutes from Fanduca Beach 🎯 Amenities: 🏊 Private pool 🎱 Billiard 🤸 Trampoline 🧸 Swing 🚗 Parking 📶 WiFi 🏀 Basketball 🏐 Volleyball Fun guaranteed. Come and create unforgettable moments with your family on our beautiful island of Puerto Rico 🇵🇷

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.

4.94 out of 5 average rating, 157 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, 162 reviews

Apartment in Humacao

El Campito -Pool-Solar backup-Near Palmas

🌴 El Campito — Cozy 1-Bedroom Near Palmas del Mar Escape to the peaceful surroundings of Buena Vista, Humacao, and enjoy a comfortable private 1-bedroom apartment just minutes from the beautiful Palmas del Mar area. Enjoy a comfortable, private-feeling stay with easy access to beaches, restaurants. Relax in our new pool and deck, perfect for cooling off and enjoying the sunshine. Ideal for couples or solo travelers seeking comfort without resort prices.

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

Fully furnished and equipped private house for 7 people, air conditioner throughout the house, enclosed canopy for 2 cars, swimming pool, gas BBQ, 50-inch TV with Netflix, Wi-Fi internet, fridge, washer, dryer, stove, microwave, coffee maker, kitchen utensils, pots, cauldrons, glasses, plates etc. Clean linens and towels. Very close to Humacao Nature Reserve, and close to Malecón de Naguabo, where you'll find excellent dining with great ocean views

Popular amenities for Punta Santiago rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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

4.95 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

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

4.86 out of 5 average rating, 123 reviews

Home in Quebrada Arenas

Intimate retreat with Jacuzzi, private pool

4.9 out of 5 average rating, 353 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

4.91 out of 5 average rating, 164 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

4.96 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

4.93 out of 5 average rating, 116 reviews

Home in Naguabo

Villa del Hippie

Condo rentals with a pool

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

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

Lush palm trees frame the view of the beach in the distance, with the turquoise ocean visible beyond vibrant green grass. The scene captures the tranquil beauty of the resort's landscape, complemented by tropical flora and colorful buildings, showcasing a relaxing outdoor environment.

4.87 out of 5 average rating, 260 reviews

Palmas Del Mar - Beach Villa Getaway!

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

4.8 out of 5 average rating, 99 reviews

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.

Condo in Palmas del Mar

1 BR Beach Apartment, Palmas del Mar

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.

Condo in Río Grande

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

4.93 out of 5 average rating, 107 reviews

Condo in Palmas del Mar

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

Other vacation rentals with a pool

4.85 out of 5 average rating, 102 reviews

Apartment

Apartment With Private Pool

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.

Vista Linda Haus

4.99 out of 5 average rating, 274 reviews

4.86 out of 5 average rating, 389 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.

Cabin in Gurabo

The Best View of PR with infinity pool with Heater

4.98 out of 5 average rating, 357 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

4.97 out of 5 average rating, 142 reviews

A serene infinity pool reflects the vibrant colors of a sunset, with clouds mirrored on the water’s surface. Lush greenery outlines the horizon, adding to the peaceful ambiance, while the expansive sky transitions from warm tones to deeper hues as day turns to night.

Villa

Villa Vista Hermosa, Rio Grande Puerto Rico

5.0 out of 5 average rating, 49 reviews

Sexy Blue!!

4.98 out of 5 average rating, 54 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.