Vacation rentals with a pool in Cascade, Port of Spain

Vacation home in Port of Spain

A serene backyard area features a refreshing swimming pool surrounded by stone paving. Comfortable seating in turquoise is arranged nearby, complemented by greenery lining the back wall. Vertical garden structures add a touch of nature to the space, providing a peaceful ambiance.

4.88 out of 5 average rating, 128 reviews

Jungle Oasis: Sea&City Views with Ruby Sunsets

Experience the ultimate escape at our luxurious villa. With breathtaking views of the Caribbean Sea, a serene environment, and fully-equipped amenities, this is the perfect getaway for couples, families, and business professionals. Let the cool windward breezes rejuvenate your soul while gazing upon the majestic boats sailing towards the horizon, painting the sky with a stunning array of ruby hues during the unforgettable sunsets. Book now and indulge in the tranquility of this tropical paradise

4.87 out of 5 average rating, 15 reviews

Condo in Petit Valley

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

Nestled in the hills yet close to the city, unwind at our cozy, peaceful oasis with hill views, beautiful sunsets &ocean views.. Modern Ground floor apartment: 2 bedrooms each with its owndesignated workspace , Queen beds , 2 full baths, fully air conditioned, fully equipped kitchen. Washing machine & dryer, Open living space which opens on to pool deck. Ping-Pong Table, Board Games. Close proximity to POS, shopping malls, banks, cinema, grocery, Pharmacy. Access to Food delivery services

An open-concept living area is highlighted by modern furnishings, featuring a large sectional sofa and a sleek entertainment unit. The adjoining kitchen boasts contemporary appliances and an island, with warm wooden flooring enhancing the spacious feel. Soft, natural light fills the space through recessed lighting.

5 out of 5 average rating, 109 reviews

Contemporary Port of Spain Condo

Enjoy a stylish experience at this centrally located place. The unit it located steps away from any amenity you can think of. The best restaurants the island has to offer, banking, supermarkets, pharmacy, recreation, hospitals and much more. You can’t ask for a better or safer location. Perfect for your visit to Trinidad or for a luxury staycation. This unit aims to cater to your every need so your vacation or business trip is an enjoyable one. You will feel totally relaxed at this unit .

Townhouse in San Juan-Laventille Regional Corporation

The spa pool features a mosaic of blue tiles that reflect the light, creating a calming ambiance. A waterfall shower is visible nearby, adding to the soothing experience. Plants are placed around the area, enhancing the tranquil environment.

4.84 out of 5 average rating, 19 reviews

Beautiful Villa w/Spa Pool in safe gated Mt Hope

Villa Halcyon is a spacious fully furnished home in a secure gated community in Mt. Hope. The 2nd floor features a main bedroom with ensuite bathroom and balcony, plus 2 more bedrooms and a modern bathroom. All bedrooms have air conditioning. The 1st floor features an open living/dining room, 1/2 bath, kitchen, pantry, breakfast banquette and porch. Down the spiral stairs to the ground level is the Spa Pool, 4th bedroom (bonus) suite, kitchenette, bar area, wet bathroom and laundry area.

4.95 out of 5 average rating, 130 reviews

A modern living area features a plush sectional sofa with decorative pillows, oriented towards a sleek glass coffee table. A large flat-screen TV is mounted on a stylish accent wall, with calming blue lighting enhancing the contemporary design. An open layout is visible, leading to a well-appointed kitchen.

Condo in Piarco

Modern Condo in Piarco Trinidad (With Pool)

The Pad: Modern Condo Near Piarco International Airport Dive into a realm of elegance and ease at "The Pad at Piarco" – our contemporary 2-bedroom condo nestled within a secure gated community. Situated just a stone's throw away from Piarco International Airport. This refined haven is crafted for those with an eye for luxury. Cool off at the swimming pool or relax in the plush interiors. The Pad at Piarco is in close proximity to 24hr gas stations, groceries, and vibrant malls.

4.91 out of 5 average rating, 130 reviews

A serene swimming pool features a clear blue surface, surrounded by a tiled deck. Lush greenery, including potted plants, enhances the inviting ambiance. The property’s entrance includes large French doors, allowing natural light to flow into the space.

Guest suite in San Juan

Oasis, Your home away from home.

Nestled at the foothills of the Northern Range in the lush, peaceful valley of Santa Cruz, this property offers the beauty of nature - birds chirping in the morning, fruit trees. as well as the comforts of modern day life. Only 30 minutes drive from the beautiful beaches of the north coast in general and Maracas Beach in particular, this modern property is also in walking distance of supermarkets, pharmacies and local food joints. It's a mere 20 from the Queen's Park Savannah.

Apartment in Port of Spain

A tranquil outdoor area features a swimming pool surrounded by potted plants and comfortable lounge chairs. String lights illuminate the space, highlighting a dining table with chairs in the background. The blend of greenery and cozy seating creates an inviting ambiance for relaxation.

4.96 out of 5 average rating, 26 reviews

Perfect location/ Pool - White Sand Apt

Welcome to “Sands of Time”, a secure compound with beautiful apartments. This apartment, which is named “White Sand” is perfect if you like a little bit of everything. Top-tier location. Comfortable living. Stylish and modern amenities. A place to retreat. You can choose to enjoy coffee on your private patio or lounge by the poolside. Also, if you are a nature lover, take advantage of the patio between 4:30 -5:30 pm as you see flocks of birds returning to their homes.

Villa in Diego Martin Regional Corporation

A private pool is surrounded by lush tropical vegetation, creating a tranquil retreat. A small table with a bottle and glasses is set nearby, inviting relaxation. Sunlight filters through the leaves, adding warmth to the serene outdoor space.

4.94 out of 5 average rating, 36 reviews

Garden Oasis 1: Villa with Private Pool

A stylish and spacious 3 bedroom villa located in one of the most desirable neighbourhoods in Trinidad. This duplex villa is fully serviced, and designed to define opulence. It awaits guests in a completely private and serene setting, where the only desire is to never leave. This property is located close to shopping, attractions, and an array of dining options. It is outfitted with five star furnishings, has a private pool, and BBQ grill to enhance the overall experience

4.86 out of 5 average rating, 21 reviews

A spacious balcony is featured, surrounded by lush greenery and tall palm trees. Two individuals engage in conversation near the railing, overlooking a serene outdoor area that includes a pool and lounge seating. The modern architecture blends with the natural environment.

Guest suite in Loango

Vista Stays ....Bamboo View

Need to get away for that much needed staycation or from the hustle and bustle of everyday living. Look no further, this modern self contained space captures the tranquility and beauty of the rainforest and affords the conveniences that you are used to at home. Leave the cooking to our Chef, as we serve up breakfast, lunch and fine dining dinner experiences. It gets even better as our massage therapist pamper you with massage and spa treatments tailored for you.

Apartment in Port of Spain

An outdoor pool is framed by wooden decking and surrounded by lush greenery. A gazebo with a wooden roof is positioned nearby, complemented by comfortable seating options in the form of black woven chairs.

4.87 out of 5 average rating, 68 reviews

Short/Long term rental 2BD Gated-Pool-Netflix-A/C

Located in an attractive and safe neighborhood our modern 2 bed self contained space has 2 queen beds, ample closet space with a spacious living, dining and kitchen area for your comfort. SmarTV with Netflix signed in, YouTube & fast WIFI. The kitchen is fully equipped with stove top, utensils, small appliances, in unit washer & dryer. Outdoor garden and shared pool area to enjoy. Easy access to Port Of Spain, the Savannah, restaurants, grocery and shops.

Apartment in Port of Spain

A light-filled living area features a comfortable sofa adorned with decorative pillows. Two round mirrors enhance the space, while a stylish coffee table sits atop a patterned rug. The ceiling fan adds a touch of comfort, and large glass doors lead to a balcony with outdoor seating.

4.68 out of 5 average rating, 19 reviews

Spacious 3 Bed Apartment | Pool | Maraval | Gated

Experience the perfect home away from home in Maraval, Trinidad! Nestled on Valleton Avenue, this charming 2-bedroom, 1-bathroom, fully equipped apartment offers a serene retreat with modern amenities and convenient proximity to nearby attractions. It is located within a minutes walk or drive away from restaurants, pharmacies, grocery stores, and shopping plazas and the Savannah.

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.

5 out of 5 average rating, 22 reviews

City Scape Vacation property! (OWP)

Enjoy a stylish experience at this centrally located in-demand, secure property! Experience T&T in the liveliest place on the island, with beautiful mountain views, access to the nicest beaches (Maracas, Las Quevas & more), pool, on site restaurants & bars, and easy access to the hottest entertainment and dining experience on the island Even home to some popular local celebs!”

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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

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

4.86 out of 5 average rating, 7 reviews

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

Ankara Hill

4.9 out of 5 average rating, 48 reviews

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

The Prestige

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

5 out of 5 average rating, 3 reviews

Home in Port of Spain

Pandora's Zen

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Condo rentals with a pool

4.92 out of 5 average rating, 12 reviews

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

Diamond H Apartments

4.9 out of 5 average rating, 79 reviews

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

What a feeling!!!

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.

5 out of 5 average rating, 31 reviews

*Luxurious Condo in Woodbrook! *

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.

4.85 out of 5 average rating, 48 reviews

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

4.81 out of 5 average rating, 32 reviews

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

Beautiful 2 Bedroom Condo w Pool

4.75 out of 5 average rating, 36 reviews

Woodbrook Place, Three Bedroom LuXury Scenic View

4.82 out of 5 average rating, 39 reviews

Great 3 bedroom condo in the heart of it all

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.