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Vacation rentals with a pool in Cascade, Port of Spain

Find and book unique homes with a pool on Airbnb

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Popular amenities for Cascade, Port of Spain rentals with a pool

House rentals with a pool

A two-story guest house features arched windows and a balcony on the upper level. In the foreground, a decorative fountain is surrounded by a tiled area and a shimmering pool, with various outdoor seating options visible under the covered patio.
Home in Chaguanas Borough Corporation
4.86 out of 5 average rating, 7 reviews

Point Manor

CharlesRating, 5 stars6 months ago
This Airbnb experience far exceeded my expectations. The exceptional cleanliness, comfortable accommodations, and serene ambiance provided an ideal setting for my wife and me to embark on our new journey as a married couple. I highly recommend this establishment to my friends, Emmy, who are planning a trip to Trinidad in the near future. The host’s exceptional service has left a lasting impression, and I am confident that I will engage in future business with them.
A private outdoor pool area features a clear pool surrounded by light-colored tiles. A yellow inflatable ring and a large beach ball float on the water's surface. The space includes a seating area and a stone structure for relaxation.
Home in San Juan-Laventille Regional Corporation
4.67 out of 5 average rating, 3 reviews

Santa Cruz Chilling Vibes

CherRating, 5 stars40 months ago
WOW...WOW...WOW!! To say this place is amazing would be an understatement and there is no one word that would describe it all! It is absolutely stunning! Our stay at Troy's beautiful home was simply perfection in every way! it is an absolute must see and must stay and I am honored to be the first guest and write this spectacular review for a place so worth it! The neighborhood: Extremely safe, relaxing, and quiet - a retreat away from all of the hustle and bustle, yet close enough to Port of Spain and Maracas Beach. Nestled in a beautiful neighborhood with mountain views, this place is a hidden gem and we definitely have found a treasure with this one! The host: Troy is awesome, flexible and extremely accommodating! Communication prior to our arrival and during our stay was easy and he was always accessible. We had some changes with our travel dates and Troy was more than understanding and accommodating to our requests, he made everything super easy. We met Troy on the first day we arrived - he showed us the space, gave us the keys, and instantly made us feel as if his home was our home. He checked on us throughout our stay and even met him and a few of his friends out for drinks during the latter part of our stay! Troy is a real cool dude and so happy we got to spend some time to get to know more of him. The space: Incredibly beautifully designed, stylish and modern furnishings with a contemporary chic flair - this place is incredible! Open and airy with the most gorgeous natural light shining through every nook and cranny. Extremely spacious with captivating decor and intriguing pieces of art to visually indulge in. So many areas and spaces to just simply relax, enjoy, and appreciate the true beauty of this home! Every single area brought a level of peace and comfort and we were simply blown away, it was truly love at first sight. The kitchen is a dream!! Equipped with everything...and I do mean everything, for all of your cooking needs. Two large ovens, spacious refrigerator/freezer, gas stove that cooks to perfection, plenty of cabinet space, a beautiful kitchen island perfect for prepping meals with a bonus built in wine chiller! Plenty of utensils, cutlery, pots/pans, and a fancy Ninja coffee maker that served us the perfect brew every single morning! The living room/TV room: sooooo comfortable! Many of days/nights we just chilled and both of these spaces were shear perfection for relaxation and/or conversations! Perfect size smart TV with access to Netflix and Amazon Prime. The bedrooms/bathrooms: Roomy and spacious with comfortable and relaxing beds for a restful night. Every room has air conditioning, a TV, and adequate space to unpack and unwind. The bathrooms are beautiful - tiled walls with glass shower doors, one of the rooms has an ensuite which is absolutely perfect. There is also a bonus room/office space with a desk and comfy couch - perfect for work or study. Outdoor area: Large and spacious! We fired up the grill one night and enjoyed the night breeze with a clear view of the stars! The patio is meant to be enjoyed and that's exactly what we did during daytime and night. How do I rate the space and our overall stay? A PERFECT 20 out of 10!! Airbnb only allows up to 5 stars for ratings but Troy's home deserves well beyond that! We were not disappointed one bit - this place does not owe us a thing!! While I would love to keep it all to myself, it would be impossible to not recommend so you too (future guests) can enjoy and experience the same amazingness we did! Troy's place is a hidden gem and we have definitely found a treasure! BOOK your stay...you won't regret a single moment of it! Troy - Thanks again for opening your home and providing such a stellar and exquisite place for us to enjoy and stay! You have definitely gained a guest that will continue to come back for more and we look forward to booking with you again soon! Until next time...
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 stars13 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 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 stars3 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.
A cozy bedroom is presented with soft pink walls adorned with a vibrant wall art piece. A spacious bed is complemented by decorative pillows, while warm light emanates from bedside lamps. Flowing curtains frame a window, allowing natural light to enter.
Home in Diego Martin
4.8 out of 5 average rating, 5 reviews

TriniBnB Cute 2BR/2BA. Pool, AC, Wi-Fi, Coffee+Tea

LisaRating, 5 stars20 months ago
Dawn is an exceptional host and this was apparent long before I traveled. Her response time to my questions before we met was always quick, sometimes within seconds or minutes..she was always polite, friendly, well spoken and pleasant both in her messages and in person. In fact, it was almost as if I was relating to a family member or friend during our interactions. Dawn thought of EVERYTHING! From a well equipped kitchen (and fridge) to a lovely assortment of local treats including mangoes picked from her garden to bug spray/ mosquito repellant and net to family games and smart TV for entertainment, Dawn ensured that my family and I felt like we were home away from home. Dawn always responded to our requests willingly and without hesitation. She went above and beyond to ensure that we were comfortable and that we had all that we needed. She offers valuable information to help navigate the island to ensure we maximize our stay. I would undoubtedly recommend staying at TriniBnB.
Superhost
Home in Port of Spain
5 out of 5 average rating, 3 reviews

Pandora's Zen

JeffRating, 5 stars1 month 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.
A serene view is presented from a wooden deck, featuring a turquoise pool that blends harmoniously with the surrounding sea. Lush palm trees frame the scene, while distant green mountains rise against a clear blue sky, suggesting a tranquil island environment.
Home in Diego Martin Regional Corporation
4.86 out of 5 average rating, 14 reviews

Breathtaking views

MandiRating, 5 stars9 months ago
This was the perfect weekend getaway with a few close friends. The space is exactly as pictured and we really appreciated ALL the bedrooms being air conditioned. My friends couldn’t stop talking about the gorgeous views, with the little window in the master bath being my quirky fave. It was fabulous and Sam really ensured we were properly prepared + comfortable. Definitely recommend!

Condo rentals with a pool

Guest favorite
A large swimming pool is surrounded by a spacious patio area, featuring a shaded gazebo to the side. Lush greenery frames the scene, while a light fixture stands beside the pool. A sign nearby provides pool rules for guests.
Condo in Petit Valley
4.92 out of 5 average rating, 12 reviews

Diamond H Apartments

HasaniRating, 5 stars2 weeks ago
Jared was always available and if he was unable his colleague was very attentive to all needs and questions. I would definitely recommend Jared for future bookings for myself or family members in the near future
Guest favorite
A comfortable living area features a gray sectional sofa adorned with colorful pillows. A glass coffee table rests on a vibrant area rug, while a wall-mounted television is positioned opposite the seating. Natural light enters through two large windows framed by shades.
Condo in Saint Augustine
4.9 out of 5 average rating, 79 reviews

What a feeling!!!

Anne MarieRating, 5 stars4 days ago
My stay at Apt 304, Emerald Plaza was wonderful! The apt was as clean and neat as in the photos, and with a fully-equipped kitchen, I could not ask for more! It was ideally located for my purpose, which was to attend church over the Easter Triduum! Would recommend this place for anyone wanting the comforts of home, while away from home!
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, 31 reviews

*Luxurious Condo in Woodbrook! *

KaylaRating, 5 stars3 days ago
Renee’s place was great! Her and Adam were accommodating to our needs and checked in on us to see if anything was needed. The location of her place is ideal - walking distance to lots of shops and food places. Would recommend!
A well-lit swimming pool area is visible, surrounded by palm trees and potted plants. Nighttime city lights twinkle in the background, creating a serene atmosphere. Seating areas are positioned nearby for relaxation, under the coverage of a large awning.
Condo in Port of Spain
4.85 out of 5 average rating, 48 reviews

Cozy 2BR condo in Woodbrook, Port-of-Spain

TerriRating, 5 stars1 month ago
Excellent accommodations. The condo is spacious, roomy and well equipped. Restaurants on site within walking distance. Grocery store/market and bars are also within walking distance. Our host, Nadira, is pleasant and professional. She met us at the condo, gave us a tour and explained everything. Our friends visit Trinidad often, were extremely happy with the place and said they will reserve this condo again--next time they are in town.
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
4.81 out of 5 average rating, 32 reviews

Beautiful 2 Bedroom Condo w Pool

ChristopherRating, 5 stars5 months ago
Sonia’s gem of a townhouse is EXACTLY as advertised and the loft space is ideal for teenagers who sometimes need their own space. Within minutes of the airport and a shopping plaza that has everything (grocery, takeout & dine-in restaurants, pharmacy etc). Would recommend this place without hesitation!
Condo in Port of Spain
4.75 out of 5 average rating, 36 reviews

Woodbrook Place, Three Bedroom LuXury Scenic View

MariaRating, 5 stars2 months ago
Everything was perfect the stay was perfect. We do see ourselves going back again and stay at the same place. The only down side was the front desk at the lobby area we asked a simple question and she was not very helpful with the respond or answer.
Guest favorite
Condo in Port of Spain
4.82 out of 5 average rating, 39 reviews

Great 3 bedroom condo in the heart of it all

KevonRating, 5 stars2 months ago
Jennifer is a great host, very responsive and gave detailed instructions on how to access the apartment. The apartment is great, convenient location and looks exactly the way it looks in the picture. The location is close to bars and restaurants and is very safe and walkable. Would definitely stay again and would recommend to anyone.
Top guest favorite
An inviting living area features two sofas, an armchair, and a coffee table. A dining table for eight is positioned under a ceiling light. Large windows offer views of the surrounding hills, complemented by warm-toned walls and decorative accents.
Condo in Port of Spain
4.98 out of 5 average rating, 49 reviews

Island Charm. Chic Escape. Adventure Await

EarlRating, 5 stars2 months ago
This is now the third time I’ve stayed here and I always feel welcomed and like I was at home! Both Kirk and Jo go above and beyond always! Thank you both for making mom’s trip so rememberable! Earl and Jane

Quick stats about vacation rentals with a pool in Cascade, Port of Spain

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    310 reviews

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Massy Stores, The Cascadia Hotel and Conference Centre, and Rituals Coffee House

Destinations to explore