Holiday rentals with a pool in Punta Santiago

4.97 out of 5 average rating, 148 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

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 safety box with a key for the entrance.

LocationFamilyBiking

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

FamilyValueView

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, 174 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!

LocationFamilyBeach

4.98 out of 5 average rating, 160 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.

LocationValueWi-Fi

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

LocationFamilySleep quality

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.

LocationFamilyPool

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 Rainforest

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.

LocationFamilyParking

4.92 out of 5 average rating, 315 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.

ValueLocationTV

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.

ValueLocationHiking

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, 204 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

ValueLocationLaundry

4.99 out of 5 average rating, 201 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 is a romantic getaway retreat, couples only with Climate Pool. We are located in the mountain, it is very private, away from the city, an hour away from San Juan and the Aeropuerto Internacional de Puerto Rico. We recommend washing an SUV or 4x4 vehicle for your peace of mind, if you are not used to riding in the Mountain. Once you start climbing the mountain, it's through curved streets and some steep, but completely walkable slopes.

LocationValueWi-Fi

4.84 out of 5 average rating, 135 reviews

Palm trees are silhouetted against a colorful sunset, with clouds softly highlighted in shades of orange and pink. A well-manicured lawn extends in the foreground, complementing the lush greenery that frames the scene. The villa's exterior is visible in the left corner.

Villa in Humacao

True Beachfront Villa. Stay by the ocean in luxury

Beautiful beachfront villa right beside the beach, with private lawn . Relax in paradise in your space. The extended patio has dining table for Sunrise and Sunset viewings, INCLUDES SWIMMING POOL ACCESS. The villa has a large garden and is steps from the beach with views of Vieques. We are on a resort in a community with 24 hour security It includes 200 mbps internet, two 60 inch+ Smart TV with cable. One 1 allocated car space

LocationValuePool

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, 137 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

ValueLocationComfort

4.86 out of 5 average rating, 120 reviews

Home in Quebrada Arenas

Intimate retreat with a hot tub and private pool

LocationValueNearby

4.96 out of 5 average rating, 154 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

ValueFamilyBeach

4.96 out of 5 average rating, 284 reviews

Home in Gurabo

Escape to your own private Tropical Oasis.

ValueFamilyWi-Fi

4.98 out of 5 average rating, 234 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)

ValueFamilyDecor

4.93 out of 5 average rating, 113 reviews

Home in Naguabo

Villa del Hippie

LocationValueBackyard

4.98 out of 5 average rating, 104 reviews

The elegant villa is positioned on the rocky shore, surrounded by palm trees and ocean views. Its modern architecture features multiple balconies and large windows, allowing natural light to illuminate the indoor spaces. The tranquil water laps at the beach, inviting exploration.

Home in Vieques

Beachfront Villa surrounded by Ocean w/pool

FamilyValueBarbecue

4.93 out of 5 average rating, 227 reviews

Home in Luquillo

Enchanted Pool Beach House

LocationValueAccuracy

Condo rentals with a pool

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

FamilyLocationBeach

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, 242 reviews

Luxury Beach Front Condo Balcony Pool and Jacuzzi

ValueFamilyLayout

4.92 out of 5 average rating, 105 reviews

3BR condo w/ rooftop penthouse near beach

FamilyLocationParking

4.92 out of 5 average rating, 159 reviews

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.

Condo in Palmas del Mar

Paradise Vacay!

ValueFamilyNearby

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, 176 reviews

Villa at Palmanova Plaza

ValueFamilyBathroom

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!

ValueFamilyKitchen

4.95 out of 5 average rating, 102 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

FamilyValueTV

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

FamilyLocationBarbecue

Other holiday rentals with a pool

4.93 out of 5 average rating, 327 reviews

Cottage in Naguabo

Family House with Pool on the Naguabo esplanade

ValueFamilyBarbecue

4.79 out of 5 average rating, 192 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

LocationFamilyOutdoor spaces

4.87 out of 5 average rating, 388 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

ValueFamilyComfort

5.0 out of 5 average rating, 48 reviews

Sexy Blue!!

FamilyLocationCheck-in

4.98 out of 5 average rating, 51 reviews

Villa in Punta Santiago

Paula Mar Beach View and Relaxing Vibes

LocationValueHospitality

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

LocationFamilyAir conditioning

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

FamilyValueBackyard

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.