Holiday rentals with a pool in Caimito

Casa particular in Santurce

Blue lagoon

Have fun with the whole family at this stylish place to stay. Spacious and luxurious place. It has a swimming pool, BBQ and an electric generator for emergencies, a jetty for fishing and a view of Isla Verde. It also has a ramp to pull boats , TV in all the rooms , internet and bluetooth horns. There is a yacht at the dock that can accommodate 2 more guests at an extra cost. To add this service, please contact the host. For bookings of three nights or more, you get 1 hour of free use of a jet ski.

4.93 out of 5 average rating, 113 reviews

4.97 out of 5 average rating, 106 reviews

A spacious living area features large glass doors that provide views of the surrounding greenery. A comfortable gray sofa is positioned near a circular mirror, with a decorative pouf and a small plant nearby. Natural light brightens the open space.

Home in Toa Alta

Hacienda Lucero: Your Tropical Lakefront Escape

Amazing views from our two bedroom lake house in Toa Alta, Puerto Rico. The house is on a hill overlooking Lake La Plata and surrounded by 12 acres of private rain forest. It is a quiet place perfect for nature lovers, bird watchers and photographers. There are about two miles of hiking trails as well as lookout points where you can enjoy sunsets and sunrises. If you use a 4x4 vehicle you can drive down to the floating dock to drop in your kayak or use ours. Please enjoy the trails and hikes.

4.96 out of 5 average rating, 104 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

Tierra Linda – A Sanctuary by the Water Immerse yourself in the enchanting surroundings of this new hidden gem in nature. A space designed with love, serenity, and charm, where the river takes center stage. Experience an intimate and natural escape, created for those who wish to reconnect with themselves, their loved ones, and the essence of life. Get ready to discover a new version of magic… flowing at the water’s edge. The Tierra Linda experience continues, and we want you to be part of it.

4.96 out of 5 average rating, 195 reviews

A two-story home sits gracefully on a gently sloping landscape, surrounded by lush greenery. The exterior features large windows that invite natural light, with vibrant flowering plants cascading along the walls. A spacious driveway leads up to the front of the house.

Home in Bayamón

Casalta: A Unique Villa Experience in Puerto Rico

Welcome to our dream home, a labor of love meticulously designed and built by us. Nestled on 2.3 acres of Bayamon mountain terrain, our property offers breathtaking panoramic views that will leave you in awe. We're delighted to be a pet-friendly destination. Conveniently situated just 25 minutes from San Juan Airport, San Juan's beautiful beaches and the historic of Old San Juan. Our home is the perfect setting for creating cherished memories, for any special occasions you have in mind.

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

At Vista Linda Haus, from the moment you start the journey to the beautiful town of Gurabo, the adventure begins. A unique experience towards the favorite destination. You will find panoramic landscapes, lakes, mountains, farms, cities, and a community with the Puerto Rican warmth of our mountains. Just 35 minutes from the Luis Muñoz Marín International Airport, over 1,000 feet above sea level, you will breathe freedom and peace, in a harmonious environment full of energy and pure nature.

4.99 out of 5 average rating, 277 reviews

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.

5.0 out of 5 average rating, 174 reviews

A spacious pool area features a heated saltwater pool accompanied by a jacuzzi. Comfortable lounge chairs are positioned around the pool, with lush palm trees providing shade. A modern covered terrace offers seating options for relaxation next to the scenic outdoor landscape.

Villa in Carolina

Luxury waterfront villa with dock and heated pool

Enjoy uninterrupted water and power at Villa Jade, with a whole-house generator and 600-gallon water cistern for peace of mind. Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock on a serene lagoon. Just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

4.99 out of 5 average rating, 622 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.

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

Campo Cielo is the perfect place to disconnect and be in complete connection with nature. You will enjoy the most beautiful sunrise from the mountains of the El Yunque National Forest. You'll relax and recharge with pure, fresh air, while enjoying the best view in the infinity pool and on the terrace. The best experience to enjoy nature and feel just one step away from heaven, you will find it in our hidden treasure, Campo Cielo Mountain Retreat.

4.92 out of 5 average rating, 111 reviews

A mini pool is surrounded by lush vegetation, including colorful flowering plants in decorative pots. A beach ball floats in the water, while a small section of stone steps leads towards the pool. The exterior features light blue wood siding and a white railing.

Home in Trujillo Alto

Cozy tropical garden Oasis + pool just 4 you

Cozy wooden house with mini pool, deck, garden and private parking. Do you want to connect with nature? Experience sleeping with the singing of the coqui and waking up with the crowing of roosters among the tropical vegetation. We are located in Trujillo Alto, in a central neighborhood, 2 minutes by car from the supermarket, bakery and gas station. Minutes from the airport, the capital, beaches, and shopping malls.

4.83 out of 5 average rating, 110 reviews

Intimate Paradise- Private Pool, Terrace & Comfort

We have running water! Enjoy our spacious home with a large patio and private pool. With 2 king beds, 2 queen beds, and a bunk bed, each room includes a private bathroom for total comfort. The house features solar panels and a backup battery for a reliable stay. Located in a secure gated community, you’re just 15 minutes from the beach and airport, offering both privacy and convenience for your getaway.

4.98 out of 5 average rating, 240 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)

Have fun with the whole family at this stylish place. It's close to all the essentials such as the Airport and Beaches (5 minutes), Old San Juan, Plaza Las Américas (15 minutes). Located near several prestigious restaurants such as Bebo's BBQ, Metropol, and the Piñones tourist area where you can find typical food from our island.

Popular amenities for Caimito rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 230 reviews

The image displays a private pool area featuring a circular jacuzzi and a larger swimming pool, surrounded by lush tropical vegetation. The exterior of the two-story house is visible, with multiple glass doors providing access to the outdoor space, enhancing natural light.

Home in Trujillo Alto

Luxury Villa: PrivatePool, Generator&Water Cistern

The modern two-story home features a clean, contemporary design with large windows and a welcoming entrance. Lush palm trees are planted in the front yard, complementing the well-maintained landscaping. A driveway and garage are visible, providing convenient parking options.

4.82 out of 5 average rating, 269 reviews

Case Del Sole Duplex w/ Solar-Powered Backup

4.92 out of 5 average rating, 317 reviews

Home in Humacao

Beautiful House, 24/7 Security, Gated Community

A heated swimming pool is showcased in the foreground, reflecting clear blue skies. Surrounding greenery enhances the scene, with a white structure visible nearby featuring multiple windows. A gazebo is situated to the right, complementing the outdoor space.

4.84 out of 5 average rating, 146 reviews

Urban Paradise

4.96 out of 5 average rating, 285 reviews

Home in Gurabo

Escape to your private Tropical Oasis.

The living area features a brown leather couch complemented by a round coffee table and decorative elements. A ceiling fan and modern light fixtures are present, along with plants that enhance the space. Glass doors open to a private outdoor area, blending indoor and outdoor environments.

4.9 out of 5 average rating, 125 reviews

Water Cistern • Mid-Century Modern House

4.99 out of 5 average rating, 100 reviews

Home

360 View House in Naranjito, PR

4.86 out of 5 average rating, 176 reviews

A sparkling swimming pool is illuminated by soft purple lights, creating a relaxing atmosphere in the evening. The pool is surrounded by smooth stone tiles and white walls, providing a sense of privacy and comfort.

Home in Carolina

The Leaves Apartments #2

Condo rentals with a pool

A modern living room features turquoise accent walls, a comfortable sofa adorned with decorative pillows, and a neutral area rug. A coffee table sits in the center, surrounded by a few decorative elements. A Smart TV is mounted on the wall, and ambient lighting enhances the space.

4.92 out of 5 average rating, 423 reviews

★Luxurious Beachfront Apt in Isla Verde+free pkg★

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

4.9 out of 5 average rating, 136 reviews

BLUE DREAM Oceanfront W/ VIEW AT Isla VERDE 2BR

4.82 out of 5 average rating, 132 reviews

A panoramic view of the ocean is captured from a height, showcasing the rolling waves and sandy beach below. The coastline is lined with palm trees, and the clear blue sky complements the shimmering water.

Condo in Santurce

Ocean & City View Studio in Condado, San Juan

A bright living area showcases expansive glass doors that open to a private balcony with views of the ocean. Comfortable seating arrangements include a sectional sofa and two outdoor chairs. A modern coffee table sits centrally on a textured rug, enhancing the open and inviting atmosphere.

4.96 out of 5 average rating, 158 reviews

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

4.89 out of 5 average rating, 163 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

4.91 out of 5 average rating, 202 reviews

Condo in Santurce

Amazing Ocean-View / Condado Beach/ Pool

A balcony presents a scenic view of Isla Verde beach and the ocean. White furniture is positioned on the balcony, including a small table. Below, a swimming pool is visible, surrounded by tropical greenery and a sandy beach leading to the water.

4.93 out of 5 average rating, 121 reviews

Marbella Este beachfront free park airport king B.

Other holiday rentals with a pool

4.86 out of 5 average rating, 312 reviews

Tent in Guaynabo

"Stellita Glamping"

4.94 out of 5 average rating, 133 reviews

A private pool is set against a backdrop of lush greenery and a vibrant tree with red flowers. Several lounge chairs are positioned nearby, inviting relaxation. The tranquil water reflects the soft colors of the sunset, completing the serene outdoor space.

Apartment in San Juan

One of a Kind Villa w/ Private Pool & Views in SJ

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

4.99 out of 5 average rating, 244 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)

4.97 out of 5 average rating, 175 reviews

The dining area is highlighted by a dark wooden table surrounded by four light-colored chairs. A spacious kitchen with modern appliances is visible in the background. Large sliding glass doors provide access to a balcony, with natural light enhancing the room's ambiance.

Apartment in Caguas

Sunset Delight

4.94 out of 5 average rating, 115 reviews

A refreshing private pool is framed by lush greenery, with tall plants positioned along the edges. The pool features clear blue water under a cloudy sky, creating a serene atmosphere. Large glass doors lead into the nearby living space, enhancing the connection with nature.

Apartment in Pájaros

L'abitat: Luxury Retreat Escape

4.89 out of 5 average rating, 125 reviews

A swimming pool is illuminated with soft blue lights, surrounded by vibrant mural artwork featuring tropical plants and flowers. The pool area is partially enclosed, offering a sense of privacy, while a gentle water feature is visible, adding to the serene atmosphere.

Home in Carolina

Tropical Villa Private pool Wifi and Netflix