Holiday rentals in Port of Spain Corporation

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Top-rated holiday rentals in Port of Spain Corporation

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Superhost
A spacious studio apartment features an inviting layout with a full bed, a dining table, and a sofa. Vibrant red lanterns hang from the ceiling, complemented by teal walls and white tiled flooring. A small television hangs on the wall, and natural light enters through the window.
Guest suite in Woodbrook
4.76 out of 5 average rating, 25 reviews

Secret Haven Chinese Suite

HUGE, well-appointed ground-floor studio apartment in rear annex of main house for 2 guests. Private entrance, en-suite bathroom, kitchenette, fast and free WiFi, BASIC cable, and air-conditioning. Convenient to all entertainment, businesses, easy tourism access. Early check-in/late check-out may incur US$25 fee. (Please see Additional Rules for further info.) Please inquire about our weekly and monthly rate discounts. **7-day minimum stay and no discounts available during Carnival season.**

Top guest favourite
A modern living area is shown, featuring a comfortable gray sofa with decorative cushions, placed near a large window that allows natural light to fill the space. A stylish coffee table sits in front, complemented by a vibrant rug and elegant wall art.
Flat in Port of Spain
4.96 out of 5 average rating, 57 reviews

Savannah Bliss

Welcome to Savannah Bliss, your tranquil retreat only steps away from the iconic Queen’s Park Savannah. This modern 2-bedroom apartment offers cozy furnishings, a fully equipped kitchen, and plush beds with premium linens for a restful stay. Perfect for families, couples, or small groups, it’s conveniently located near top attractions, restaurants and nightlife. Whether visiting for Carnival, business, or leisure, Savannah Bliss provides the perfect base to relax and create lasting memories.

Guest favourite
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.
Apartment in Port of Spain
4.98 out of 5 average rating, 143 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 .

Top guest favourite
A modern living area is depicted, featuring a cozy sofa and a stylish butterfly chair beside a round side table. A wall-mounted TV is visible, and a spacious bed is located in the background. Natural light filters in from large sliding doors, revealing greenery outside.
Flat in Port of Spain
5.0 out of 5 average rating, 33 reviews

Stylish Urban Oasis, Woodbrook (Corner House)

Newly renovated and modern, this centrally located ground floor space is the perfect base for anyone who wants to work or play in Port of Spain — it's steps away from the oldest bar in town, a block away from nightlife on Ariapita Avenue, and a short walk away from cricket, coffee shops, pharmacies, food, and a grocery. There's lots of greenery, and secure parking for two cars. This is an owner-occupied property, but you'll be in a private unit with a separate entrance and outdoor space.

Guest favourite
Apartment in Port of Spain
4.86 out of 5 average rating, 72 reviews

Deluxe 2BR Condo • Elegant • Homey • Amazing Views

✨ About This Space ✨ Recharge, reflect, and stay productive in this classic executive 2-bedroom, 2- bath condo located in POS at One Woodbrook Place. Perfectly suited for business travelers, executives, consultants, couples, friends and family. This well-appointed space offers the ideal balance of privacy, luxury, convenience and location. Just steps away from top restaurants, entertainment and key business hubs, this home away from home is your space for productivity and relaxation.

Guest favourite
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.
Flat
4.9 out of 5 average rating, 59 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.

Superhost
Flat in Port of Spain
5.0 out of 5 average rating, 7 reviews

Modern and fun comfort in Woodbrook|Prime location

Designed for Guests Who Expect More… This is not just a place to stay - we offer ✔ Hotel-level comfort with private studio exclusivity (bed, linens, kitchen, spa like bathroom and complimentary items) ✔ Modern luxury aesthetic ✔ Impeccable cleanliness ✔ An atmosphere to relax, work, have fun, eat, central walking location in absolute convenience and safety. If you’re seeking elevated comfort with boutique-style charm, and intentional details - this modern cozy studio delivers.

Superhost
Flat in Port of Spain
4.81 out of 5 average rating, 36 reviews

-20% 1BR Loft at One Woodbrook Place

Take it easy at this cozy and high-end ground-floor getaway. - Self Check-In ✅ - Gated Compound with 24/7 security 🔐 - Communal Pool 🏊 - Fully Equipped Kitchen 🧑‍🍳 - On-site Restaurant Plaza 👌 - 2 minutes away from D'Dial Fitness Gym 🏋️ and CinemaOne IMAX theatre 🎬 - 5 minutes from Ariapita Avenue and Kappa Pharmacy 👍 - 5 minutes away from Massy Grocery and Tru Valu Grocery 🥬 - 30 minutes from Maracas Bay 🏝️ Perfect for travelers or business professionals.

Guest favourite
A brightly lit living area features a glass dining table surrounded by four upholstered chairs. A cozy seating space is arranged with an orange sofa and a wicker chair, complemented by decorative plants. A piece of wall art adds visual interest to the neutral space.
Flat in Port of Spain
4.93 out of 5 average rating, 163 reviews

Stylish Woodbrook 2 Bedroom Apartment(3)

Newly built, comfortable apartment that is conveniently located in the Woodbrook area of Port of Spain. Walking distance to Ariapita Avenue, the famous Queen's Park Oval and many restaurants and bars on Tragarete Road. Easy access to many popular spots but quiet enough to have a night in. The flat is equipped with two double bedrooms, a living room, a kitchen, a washer and dryer, free wifi and fully air conditioned.

Top guest favourite
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.
Flat in Port of Spain
5.0 out of 5 average rating, 40 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.

Top guest favourite
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.
Apartment in Port of Spain
4.98 out of 5 average rating, 45 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!”

Superhost
An outdoor seating area is visible, featuring two chairs and a small table in a shaded corner. The entrance to the rental unit is marked by a white door, with stair access leading to the space. A wall-mounted air conditioning unit is installed nearby.
Flat in Port of Spain
4.76 out of 5 average rating, 152 reviews

Winsome One bedroom Ideally Situated in Woodbrook

Fresh self-contained 1 bedroom with double-sized bed, kitchenette, dining/sitting area, wall mounted TV, cable, WIFI, private bathroom, and private entrance. Fully air-conditioned separate bedroom area. Unit also has a separate fully air-conditioned sitting/kitchen area. Based on a tiny home concept. The stack washer/dryer is housed in the external Courtyard area.

Popular amenities for Port of Spain Corporation holiday rentals