Vacation rentals in Woodbrook

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Top-rated vacation rentals in Woodbrook

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

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Top guest favourite
The kitchen area features modern white cabinetry and appliances, including a microwave and refrigerator. A round wooden dining table with four chairs occupies the center. A fold-out sofa is positioned against a wall adorned with a vibrant tropical mural, contributing to the overall spacious feel.
Apartment in Newtown
4.93 out of 5 average rating, 28 reviews

Intimate 1 bedroom apartment

New, beautiful, peaceful air-conditioned one bedroom apartment near all the fun safe areas in Port of Spain. The apartment is well equipped with fridge, toaster oven, microwave, water filter, pots, pans, cooking and eating utensils, glassware and plates. It has excellent wifi. The bed is a very comfortable pillow top mattress with a bed protector. The fold out sofa can sleep 2 persons It is an excellent accommodation for the solo traveller, small family who come to Trinidad for fun or business.

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.
Apartment 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, 187 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!

Top 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.
Condo in Port of Spain
4.99 out of 5 average rating, 126 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
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.
Apartment 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.
Apartment in Woodbrook
5 out of 5 average rating, 13 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.

Top guest favourite
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.
Condo in Port of Spain
4.98 out of 5 average rating, 42 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!!!

Guest favourite
A stylish living room is featured, showcasing a comfortable seating arrangement with two beige sofas adorned with decorative cushions. A coffee table with a decorative bowl sits in the center, while large glass doors lead to a private balcony, with soft drapes partially framing the view.
Apartment in Woodbrook
4.87 out of 5 average rating, 47 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
A spacious living area features a mix of comfortable seating options, including a white sofa, a blue chair, and a dining table. Abundant natural light fills the room through multiple framed windows adorned with white shutters. A neutral color palette enhances the clean design.
Apartment in Port of Spain
5 out of 5 average rating, 31 reviews

Fantastic Woodbrook Apartment

Enjoy a stylish experience at this 3-bedroom modern apartment centrally located in the heart of Woodbrook. The large wrap-around balcony overlooks the pool and offers fantastic views over the mountain range and is close to excellent eateries, a movie theatre and other amenities. The apartment is located in a tower away from public roads so offers a quiet location despite being centrally located. The apartment is fully-equipped and with parking available for 2 cars.

Superhost
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 homes in Woodbrook
4.93 out of 5 average rating, 125 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.
Apartment in Woodbrook
4.93 out of 5 average rating, 130 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.
Apartment 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

Popular amenities for Woodbrook vacation rentals

When is the best time to visit Woodbrook?

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Avg. price$105 CAD$152 CAD$155 CAD$105 CAD$105 CAD$105 CAD$105 CAD$107 CAD$105 CAD$103 CAD$105 CAD$105 CAD
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Quick stats about vacation rentals in Woodbrook

  • Total vacation rentals

    Explore 130 vacation rentals in Woodbrook

  • Nightly prices starting at

    Woodbrook vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,870 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    130 of Woodbrook vacation 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!