Vacation rentals with a pool in Port of Spain Corporation

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.

4.98 out of 5 average rating, 60 reviews

Island Charm. Chic Escape. Adventure Await

🛏️ 3 bedrooms w/1 king & 2 queen. Lots artwork and 2 1/2 baths 🍽️ Full kitchen, 8-seater dining, 3 TVs, 1 of 75" 🌇 Balcony w/ skyline, hills, parks & some sunset views 🏊 Private pool, secure underground parking 📍 Walk to Queen’s Pk. Savannah, Botanic Gardens, restaurants, movies & more 🥁 Steps to steel pan yards, theatres, culture 🌿 30 mins drive to north coast: Maracas Bay, Paramin, rainforest, etc 🏙️ Shops, banks, gyms, close by ✨ Perfect for couples, families or business

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, 124 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 .

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, 40 reviews

*Luxurious Condo in One Woodbrook!* PoS

You’ll enjoy easy access to everything from this centrally located place, located in the most exclusive building in Port of Spain, Trinidad. -Secure & gated entrance -Parking included -5 minute drive to Ariapita avenue (“The Ave”) Our LUXURIOUS condo at 1 Woodbrook Place will make you feel at home while being the perfect getaway. Gym, Pool, Restaurants, Bars, IMAX Theater, Shopping, & NightClub are all conveniently located in the complex. Enjoy Amazing views of the city & the hills!!!

Apartment in Port of Spain Corporation

The condominium towers rise against a clear blue sky, featuring balconies and large windows. Lush palm trees line the base, complementing the modern architectural design with warm tones and varying heights, creating a distinct city skyline.

4.89 out of 5 average rating, 45 reviews

One Great Place to Stay

Ideal location for short and long stay. Conveniently located in centric Woodbrook. This luxurious condo with all inclusive facilities works both as a getaway site as well as a starting point with access to it all. Saint James’ western Main road is known as the street that never sleeps, The Savanah, Imax and Cinema One, Pharmacies, Banks, Shopping malls, Carnival prime location, Car rentals, Ariapita Avenue (The Avenue) Restaurants all within walking distance of this great place to stay.

The living area is comprised of stylish seating, including two armchairs with yellow and white stripes and plush cushions, alongside a comfortable grey sofa. A wall-mounted TV is positioned above a decorative table. Framed artwork enhances the modern aesthetic of the space.

4.9 out of 5 average rating, 69 reviews

Exquisite 1BR • Modern • Vibrant • City View

✨ About This Space✨ Welcome to your private escape at One Woodbrook Place — a sleek, 1 bedroom, 1 bath apartment crafted for travelers who appreciate refined comfort, modern amenities and convenience. Step into a bright, thoughtfully designed space featuring an open-concept layout and amazing city views by day and dazzling lights by night. Whether you're a business traveler, consultant, digital nomad, or simply escaping for a relaxing getaway, this apartment is exactly what you need.

A serene outdoor area is depicted, featuring a lush green lawn and a tranquil pool surrounded by palm trees. Gazebo structures with red roofs provide shaded seating, with the calm coastal waters visible in the background.

4.86 out of 5 average rating, 72 reviews

Luxury Condo with Amenities on the Sea

Welcome to Luxury Condo with Amenities on the Sea-your tropical escape! This spacious 2BR/2BA condo features 1 king & 2 queen beds with 24/7 Security, Pool, Tennis Courts & Playground. Enjoy breathtaking bay and hillside, right on the seafront. This resort-style retreat has it all! Perfect for families or groups (up to 6 guests). CARNIVAL SPECIAL: 10-Night Package Stay close to the action! 10 nights | Up to 6 guests | USD 7,650 Book now and celebrate Carnival in comfort and style!

A bright living area features a green sofa and a dark leather couch, complemented by a glass coffee table. Large sliding doors open to a balcony with outdoor seating, offering views of the mountains. Artistic decor adorns the walls, enhancing the space.

5 out of 5 average rating, 35 reviews

Beautiful and Spacious One Woodbrook Place Apt

Beautiful and spacious apartment in One Woodbrook Place, the best located upscale residence in Trinidad & Tobago. Quiet and secure, yet steps away from restaurants, bars, clubs and main entertainment areas, some within the complex. A short walk to the Queen’s Park Savannah, the heartbeat of Port of Spain, as well as offices of multinational companies, embassies and private medical facilities.

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.

4.97 out of 5 average rating, 31 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!”

A tranquil outdoor space features a two-level hot tub surrounded by lush green foliage. The area is marked by a sign that reads 'Stacy's Place,' blending seamlessly with the inviting environment. The clean lines of the tub enhance the serene atmosphere.

4.96 out of 5 average rating, 75 reviews

Stacys Place #1: 2 Bedroom Apartment

The first self contained apartment built at Stacy's Place and its charm always surprises guests. It comprises of 2 bedrooms, and is tucked quietly away ensuring the feeling of safety and being right at home in an active neighbourhood rich in culture, and minutes away from Port Of Spain and Woodbrook. It's the ideal location for a truly authentic island experience.

Superhost

A private pool area features a sparkling swimming pool surrounded by green artificial grass. The wall behind is adorned with a striking abstract mural, while a flat-screen television is mounted nearby. Comfortable seating options can be seen, making it suitable for relaxation and entertainment.

4.89 out of 5 average rating, 9 reviews

Lavish Livin’

Cozy Getaway with Private Pool – Perfect for Two! Escape to your own private oasis! This charming retreat is ideal for couples or solo travelers looking to relax and unwind. Enjoy sun-soaked days by the sparkling pool, peaceful evenings and all the comforts of home. Thoughtfully designed for two, it’s the perfect spot for a romantic weekend or a refreshing break.

An outdoor terrace features a spacious area with well-manicured artificial grass. A few potted plants enhance the green ambiance, while comfortable seating options are arranged for relaxation. The backdrop includes distant city views under a gently clouded sky.

5 out of 5 average rating, 6 reviews

Enchanted garden oasis! OWP

Welcome to a modern and luxurious apartment in the heart of the city, offering the perfect blend of style, comfort, and unbeatable location. Just steps from the city’s top restaurants, nightlife, Carnival venues, and entertainment, this spacious home is ideal for group trips, family getaways, or a chic urban escape.

A view of lush green trees and landscaped areas is presented, alongside urban structures and distant mountains under a clear blue sky. The scene captures an inviting balance of nature and modern architecture, enhancing the tranquil atmosphere of the surrounding area.