Holiday rentals in Woodbrook

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Woodbrook

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Superhost
A serene balcony features a hammock and a small dining set with two chairs, all placed on lush green turf. A telescope is positioned for panoramic views of the ocean and surrounding landscape, complemented by bright sunlight streaming in.
Place to stay
4.91 out of 5 average rating, 128 reviews

Enchanted Forest:Projector/Pool/Jacuzzi/King Bed

Step into the enchanting embrace of our forest-themed villa nestled in the heart of Port of Spain. Elegance meets adventure in this central haven, where captivating ocean views and stunning sunsets, with boats dotting the horizon, await your arrival. This space promises an experience beyond the ordinary. With proximity to shopping malls, restaurants, nightlife and more. Our villa is the perfect blend of convenience and serenity, making it an ideal retreat for travelers seeking the extraordinary.

Top guest favourite
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.
Flat in Woodbrook
4.95 out of 5 average rating, 22 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!

Top guest favourite
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
5 out of 5 average rating, 194 reviews

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!

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 Newtown
4.94 out of 5 average rating, 32 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, 129 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 .

Guest favourite
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.
Flat in Woodbrook
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.

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 Woodbrook
5 out of 5 average rating, 16 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
A stylish living room features a beige sofa and a polished wooden coffee table, topped with a decorative bowl. Floor-to-ceiling curtains frame a sliding glass door that opens to a private balcony with two outdoor chairs, allowing natural light to brighten the space.
Flat in Woodbrook
4.75 out of 5 average rating, 60 reviews

Graceful 1BR Suite • Balcony Views • Cozy • Secure

✨ About This Space✨ Step into your private city-view retreat at One Woodbrook Place — In the heart of Port of Spain. Perfect for business travelers, executives, consultants, couples, or long-stay explorers. This 1 bedroom, 1 bath condo combines luxury, security, and unbeatable location. Enjoy stunning relaxing views, Wi-Fi, modern amenities, and 24/7 secure parking — all steps away from dining, nightlife, and cultural events.

Guest favourite
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.
Tiny home in Woodbrook
4.93 out of 5 average rating, 130 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.

Top 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 Woodbrook
4.93 out of 5 average rating, 133 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 Tragrete 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 modern living area is depicted, featuring two teal sofas and a round wooden coffee table at the center. A large flat-screen TV is mounted on a light wall with subtle backlighting. A stylish rug and decorative elements create a cozy ambiance.
Flat in Port of Spain
5 out of 5 average rating, 10 reviews

Charming 2-Bedroom Retreat in Vibrant Woodbrook

Explore the charm of this cozy 2-bedroom apartment located in the vibrant heart of Woodbrook. Positioned on the lower floor of a two-storey building, it offers privacy with modern comforts. The living area is perfect for relaxation, and local amenities are just a short walk away. An ideal choice for those seeking convenience and style in a sought-after location

Guest favourite
A modern kitchen area features dark cabinetry and a sleek countertop. A dining table with two chairs lies adjacent to a spacious grey sofa in a living area. Natural light fills the room, highlighting a simple wall art piece above the table.
Flat in Saint James
4.91 out of 5 average rating, 112 reviews

#2 Stylish Centrally Located Apartment

Brand new building located in the heart of Saint James with six fully furnished, stylish apartments on the first floor. Supermarket, pharmacy, ATM, fast-food, beauty salons, public transportation within one minute walk. Bars, restaurants and shopping, less than 5 minutes walk.

Popular amenities for Woodbrook holiday rentals

When is the best time to visit Woodbrook?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price£56£81£82£56£56£56£56£57£56£55£56£56
Avg. temp27°C27°C27°C28°C29°C28°C28°C28°C29°C28°C28°C27°C

Quick stats about holiday rentals in Woodbrook

  • Total holiday rentals

    Explore 130 holiday rentals in Woodbrook

  • Nightly prices starting at

    Woodbrook holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 3,870 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    130 of Woodbrook holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodbrook rentals

  • 4.8 Average rating

    Woodbrook stays are highly rated by guests – averaging 4.8 out of 5!