Vacation rentals in Woodbrook

Tiny home in Port of Spain

A cozy courtyard is illuminated by warm string lights, featuring a small dining table surrounded by chairs. Green plants are arranged in pots along the dark walls, creating a calm outdoor space for relaxation, with a doorway leading to the interior of the apartment.

5 out of 5 average rating, 13 reviews

the micro owlet | studio on the avenue (5 of 5)

The newest addition to The Owlet, hides the ultimate micro apartment in Woodbrook - just 10 secs walk to the MIDDLE of Ariapita Ave. Ever seen a tiny IKEA model apt and quipped, "You know, I could live in this!"? Then THIS is the place for you! This urban oasis has a place for you to feel safe while you sleep, work, cook, eat, binge watch, relax outside or do laundry! The tiniest details will surely impress you. Don't define comfort by sq footage only. This is all you need, nothing you don't.

Guest suite in Port of Spain

A compact sleeping area is arranged with a full-size bed featuring pastel blue bedding and a decorative bolster. A small side table made of vertical wooden slats holds a vase with blue flowers. A textured area rug complements the room's color scheme.

4.92 out of 5 average rating, 106 reviews

Cozy, 1 Room Tiny Home Retreat, Woodbrook, T'Dad

Jay's Place A self contained 1 bedroom unit suitable for a lone traveller or up to 2 persons it's a stone's throw from Embassies and all must-see options in the heart of Woodbrook. Whether you're in town for business or to explore, this "Tiny Home" is perfect for you. Delight in the variety of Cafes, Restaurants, Bars, Street Food and entertainment calling to you. Private entrance, high speed internet, comfortable full size bed, kitchen, small patio area, with Street PArking for your vehicle.

A cozy sitting area is presented with a round black table and two chairs, accompanied by a decorative plant in the corner. A round mirror reflects light, while a large photograph of a serene dock graces the wall, enhancing the minimalist decor.

4.94 out of 5 average rating, 18 reviews

Fitt Inn #1 One Bedroom NEW Woodbrook apartment

Location! Location! Location! Perfect place for a business trip, attending an event, visiting family or just to get away. Steps from Ariapita Avenue - the hub of exciting entertainment, restaurants galore, supermarket, bank, and pharmacy. 2 km from the capital city of Port of Spain and close proximity to shopping malls. This newly renovated modern, clean apartment is fully airconditioned and can accomodate 2 persons. Outdoor patio, laundry facilities and a kitchenette make your stay perfect!

5 out of 5 average rating, 180 reviews

An open floor plan reveals a spacious bedroom with a large bed and a cozy armchair, surrounded by expansive windows that provide views of the lush rainforest. A modern dining table is situated nearby, while natural light filters through the space, highlighting the wooden floors.

Place to stay in Paramin

Paramin Sky Studio

A luxurious observatory for experiencing nature like never before. Wake up to clouds and birds soaring beneath your feet. Have a one-of-a-kind bath experience, 1524 ft above the Caribbean Sea, lathered with bubbles and surrounded by humming birds. See the mist roll over the forest canopy and submerse you completely. Explore Paramin community and fall in love with its people & culture. Whether for remote work, a romantic get away, creative inspiration, or lazy days, Paramin Sky welcomes you!

A spacious living area is depicted with two soft bean bag chairs and a low table placed on a patterned rug. A large smart TV is mounted on the wall, displaying a serene nature scene. A doorway leads to another room.

4.84 out of 5 average rating, 19 reviews

Uptown Unwind: Tranquil 1 Bedroom in the City.

Keep it simple at this peaceful and centrally-located place. This smartly appointed spot is perfect for hassle-free access to all the wonders of the city. Key Aspects: . 1 Intimate & cozy bedroom with a unique Queen floating bed . Modern bathroom with walk in shower . Fully equipped kitchenette with modern appliances . Spacious living area with large smart TV . Work desk with wide screen monitor . High Speed WiFi . Walking distance from restaurants and shopping malls . Easily Accessible

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.

4.96 out of 5 average rating, 24 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.

5 out of 5 average rating, 122 reviews

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.

Condo in Port of Spain

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 .

The image displays a compact living area featuring a cozy couch and a small dining table set for four. Natural light illuminates the room, where a wall clock and framed artwork add character. A kitchenette is visible, along with a television and plants for decoration.

4.91 out of 5 average rating, 120 reviews

Warm 1-Bedroom Annexe Woodbrook

Hamilton House has a warm and cosy annexe attached to the back of the main house with limited natural light. Sufficiently decorated 1-bedroom in Woodbrook ideally suited for the lone traveller or up to 2 persons. Comes with all the amenities close to significant conveniences (walking distances) such as parks, pharmacies, restaurants, supermarkets, bars, cinemas, public/private health institutions, embassies & more. It is located on a short, quiet street but can get noisy on the weekends.

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.

5 out of 5 average rating, 11 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.

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.

4.89 out of 5 average rating, 66 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.

Tiny home in Port of Spain

A modern kitchenette is visible with stainless steel appliances and a compact dining area featuring a blue table and two stools. The space is illuminated by recessed lighting and natural light from a window. A red couch and a striped chair are positioned in the inviting living area.

4.95 out of 5 average rating, 119 reviews

Hamilton Place

Newly renovated, fully self contained, stand alone, tiny dwelling with its own secure parking for one, as well as free accessible street parking. Tucked away in the heart of the Woodbrook residential area but still close enough to the commercial and entertainment districts which are a short walk away. Recreational spaces are also readily accessible with green spaces and parks within walking distance. Truly a place set apart.

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.