Vacation rentals with a pool in San Juan

Find and book unique homes with a pool on Airbnb

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Popular amenities for San Juan rentals with a pool

House rentals with a pool

Guest favorite
An in-suite jacuzzi is featured, surrounded by textured stone walls. Soft lighting is provided by recessed fixtures, enhancing the relaxing atmosphere. A small splash of water is visible, complemented by a glass resting on the edge, adding a subtle touch of elegance.
Home in D'Abadie
4.86 out of 5 average rating, 21 reviews

Sam's Place with en-suite Jacuzzi & private pool

AliciaRating, 5 stars1 week ago
Staying here was honestly such a great experience. The house felt like a little home away from home. It was super clean cozy and had everything I needed. Close enough to everything I wanted to see but tucked away just enough to feel peaceful. The host was really responsive and helpful to us. They put a lot of thought in our stay!
Guest favorite
A comfortable living area features a combination of brown and grey seating, complemented by colorful throw pillows. Natural light filters through sheer curtains, enhancing the space. A round glass table sits on a patterned rug, while two area mats define the seating arrangement.
Home in Arima
4.82 out of 5 average rating, 38 reviews

The Relaxant

DevinRating, 5 stars3 weeks ago
I had an amazing stay at this Airbnb in Arima! The place was clean, comfortable, and just as described. One of the highlights was the above-ground pool, perfect for relaxing and cooling off. Bevan was a fantastic host, friendly, responsive, and made sure everything went smoothly from start to finish. The location was great as well, peaceful but still close to everything I needed. Highly recommend and would definitely stay here again!
Guest favorite
A tranquil pool area is surrounded by lush greenery, featuring tall tropical plants and a stone patio. The pool's clear water reflects the sky above, creating a serene retreat in the outdoor space.
Home in Port of Spain
4.86 out of 5 average rating, 7 reviews

Ankara Hill

DonellaRating, 5 stars15 months ago
I absolutely loved my stay! The home was clean, the kitchen was well equipped, and the host was responsive to my needs. The listing pictures didn’t do this place justice, it is stunning. And having a full bathroom for each of the 3 bedrooms and a well maintained pool made this place perfect for us. Note that the home was not hard to find, but the roads leading to it are sometimes narrow and steep. But because of the altitude, you have the most amazing view of downtown Port of Spain! So worth it! I loved my stay there and would return to Roba’s place again and again!
Guest favorite
A clear blue pool reflects sunlight, surrounded by a sleek gray stone patio. Two wooden lounge chairs are positioned nearby, with a small round table situated between them. Lush greenery can be seen in the background, adding a touch of nature to the setting.
Home in Maraval
4.93 out of 5 average rating, 14 reviews

Vallée Cachée-Hibiscus 2bdr w Pool & Roof Terrace

SharonRating, 5 stars1 month ago
This was our second stay, in a different but similarly equipped apartment. As before the apartment was exceptionally clean and well maintained with good quality amenities all in working order and had everything you needed to comfortably settle in, a real plus after a long journey. Hosts are always responsive and friendly and run their apartments very professionally, with the safety and comfort of guests clearly a priority. Feels like a home from home and wouldn’t hesitate to recommend a stay here.
Superhost
A private pool is framed by decorative white lattice fencing. The crystal-clear water of the pool reflects the greenery surrounding the area, creating a tranquil outdoor space. Lush trees provide shade and enhance the serene atmosphere of the backyard.
Home in Port of Spain
4.72 out of 5 average rating, 32 reviews

Four bedroom oasis in town with private pool

JacquelineRating, 5 stars2 months ago
Thank you to the best abnb hosts! Friendly , accommodating and flexible. The 360 security camera and gated private residence made my family and i feel safe and secure. The property is large and spacious. We actually had extra room. Lovely stay. We appreciate you. Highly recommend for US tourists ❤️
Superhost
A spacious bedroom is presented, featuring a large bed with a patterned blanket. A mounted television is visible on the wall opposite a set of built-in cabinets, while natural light enters through the window adorned with blinds.
Home in Tacarigua
4.9 out of 5 average rating, 48 reviews

The Prestige

AqeelaRating, 5 stars4 months ago
Check in was great. Damien was at the location upon arrival. He gave clear instructions about the house. There was no need to contact him during the stay. The house looks exactly like the photos. The house and its amenities is definitely worth the price. I would stay here again and I would definitely recommend this place to anyone visiting.
Superhost
A two-story rental house is shown from a lower angle, highlighting its modern architecture. The exterior features large windows and a balcony. The clear blue sky creates a bright backdrop, while lush greenery is visible in the foreground.
Home in Maraval

Maraval Hilltop Views

SadiyyaRating, 5 stars8 months ago
Catherine’s place was just as described. She was extremly accomodating and her staff was very helpful. Her place is ideal for large groups and get-togethers. We felt right at home and would definitely reccommend.
Superhost
A modern, two-story home features a striking yellow and stone façade. A driveway leads to a covered garage underneath the main structure. Lush greenery surrounds the property, enhancing the inviting appearance of the entrance gate, which opens to a well-kept yard.
Home in Port of Spain
5 out of 5 average rating, 4 reviews

Pandora's Zen

JeffRating, 5 stars3 months ago
Pandora's Zen was everything we expected and more. The house was absolutely beautiful and suited to accommodating more than one family if necessary. It was actually much bigger than I thought it would be. The sound system around the pool was awesome it's and very simple to use. Everything was clean when we arrived, the kitchen was well stocked with everything needed, and the air-conditioning was great in that each room had it's own unit controllable by remote. I also have to mention Phil. Phil was so easy to get along with, and just seems like a really great guy with just a knack for customer service. He sets very high expectations for the properties he has and manages, and customizes them to a vacation experience. This was my first trip to Trinidad, but it definitely won't be my last, and when I do return, I hope it will be at Pandora's Zen. Thank you Phil for an incredible vacation that we'll never forget.

Condo rentals with a pool

Guest favorite
A large outdoor pool is surrounded by a tiled patio, offering expansive views of the nearby hills and sky. Sunlight reflects off the water's surface, while lush greenery and palm leaves frame the scene, highlighting the serene atmosphere of the complex.
Condo in Port of Spain
5 out of 5 average rating, 33 reviews

*Luxurious Condo in Woodbrook! *

RichardRating, 5 stars2 weeks ago
Had a comfortable stay at Renee's whilst on a short vacation. Firstly, Renee is a first-class communicator (pre/during/after my stay) and ensured that I had all the information I needed for the trip. The location is perfect with restaurants, entertainment, local shopping and various activities, all within walking distance/next to the building or a short ride away. Security within and around the area is also great. The unit is extremely spacious, with all the amenities needed for a short or long-term stay. Overall, I give it a RECOMMEND! Thank-you Renee for the Stay!
Superhost
Condo in Petit Valley
4.84 out of 5 average rating, 19 reviews

VClose to POS Home away from H :Peaceful 2BR Apt

KhirleshaRating, 5 stars1 week ago
Clytus and his wife made us feel so comfortable, Home was beautiful and located in a lovely area! His wife Simmi was amazing, even went out her way to prepare me a birthday breakfast. Simmi was always available and did everything to make me feel comfortable. Perfect for adults and children. Great outside area safe for the children. Would definitely stay again! Thank you so much 🙏🏾😊
Superhost
A swimming pool is surrounded by lush greenery, with smooth tile decking. The clear water reflects the sky, creating a calm atmosphere. Soft evening light enhances the tranquil setting.
Condo in D'Abadie
4.81 out of 5 average rating, 64 reviews

Executive 3 Bedroom Condo With King Bed & Pool

CandiceRating, 5 stars2 weeks ago
André place was exactly like the phones, it was free of clutter, great balcony and spacious kitchen. Only thing is if you want friends to come over there is only available parking for 2 vehicles. Rather than that it was a good stay. Very safe place
Guest favorite
A spacious living area is furnished with two large sofas adorned with decorative pillows. A glass coffee table sits atop a patterned area rug, complementing the neutral-toned walls. Natural light filters in through a window with sheer curtains.
Condo in Piarco
4.82 out of 5 average rating, 34 reviews

Beautiful 2 Bedroom Condo w Pool

GillianRating, 5 stars1 month ago
Sonia’s place was just as described clean, spacious and beautiful. I felt right at home. Great location near the airport. Wish I could have used the pool everyday. But I will still stay at this location. I absolutely enjoyed staying at Sonia’s place. Thanks to Sonia and Natalie the caretaker who is absolutely wonderful.
Guest favorite
A grey sectional sofa is featured, accompanied by two decorative pillows. A textured blue throw is draped over the arm, adding a layer of comfort. Natural light filters through sheer curtains, while a landscape painting adorns the wall, creating a relaxed living area.
Condo in D'Abadie
5 out of 5 average rating, 14 reviews

Luxurious 3BR/2BA condo with Pool

TaheerahRating, 5 stars4 months ago
This is my go to place & Allana is awesome. I encountered a problem which was out of any Hosts hands and and she swiftly swooped in to alleviate things. I appreciate good people and good hosts and she is that indeed, and her place is as comfortable as my last time here I feel homely when I am inside. Thank You Allana.
Top guest favorite
The image shows a clear blue swimming pool surrounded by a patio area. Lush green plants line the pool's edge, and a pergola can be seen nearby, providing shaded seating. A light-colored building with numerous windows appears in the background under a sunny sky.
Condo in D'Abadie
5 out of 5 average rating, 34 reviews

Piarco Area Luxury 3 bedroom condo with Pool

MariellaRating, 5 stars1 month ago
we felt right at home and very safe. security at the gate, coded doorlock and most of all a great neighborhood. Fayola treated us like family and we appreciate her for it. we recommend this place to anyone looking for safety, luxury, peace and most of all a great host. Thank you Fayola!
Top guest favorite
A night view captures the scenic hills illuminated by countless city lights. The vibrant colors of the buildings contrast with the dark sky, while greenery from palm trees frames the image, creating a serene urban landscape.
Condo in Port of Spain
5 out of 5 average rating, 26 reviews

City Scape Vacation property! (OWP)

DominicRating, 5 stars1 week ago
I had an amazing stay at this Airbnb! The place was spotless, incredibly comfortable, and had the most beautiful views—it was even better than I expected. Everything was exactly as described, and it truly felt like a home away from home. I would definitely stay here again and highly recommend it to anyone looking for a peaceful and well-kept place to unwind. Thank you for a wonderful experience!
Guest favorite
A balcony features two black wicker chairs and a small table, overlooking a view of the city and the Gulf of Paria. The area is framed by a railing, with a cloudy sky reflecting light above.
Condo in Port of Spain
4.83 out of 5 average rating, 40 reviews

Great 3 bedroom condo in the heart of it all

MinawatieRating, 5 stars1 month ago
My family and I spent a month for Easter and we enjoyed our stay. Jennifer responded quickly, the views were amazing and the apartment is safe and conveniently located. I would like to say a big thank you to Jennifer for hosting us. I would certainly stay here again and would highly recommend her place to my friends and family. Thank you! Jean Johansen

Quick stats about vacation rentals with a pool in San Juan

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 before taxes and fees

  • Total number of reviews

    250 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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