Holiday houses in Woodbrook

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Quick stats about holiday rentals in Woodbrook

  • Total holiday rentals

    Explore 180 holiday rentals in Woodbrook

  • Nightly prices starting at

    Woodbrook holiday rentals start at $50 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    180 of Woodbrook holiday rentals include Wi-Fi 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!

Top-rated holiday rentals in Woodbrook

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

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Top Guest favourite
A spacious bedroom features a large window offering sweeping views of the ocean and surrounding greenery. A cozy bed is complemented by soft bedding and decorative pillows, with a wooden table showcasing lanterns. Warm lighting from a bedside lamp adds a serene ambiance.
Apartment in Paramin
5.0 out of 5 average rating, 110 reviews

Paramin Sky Suite

A luxurious observatory for experiencing nature like never before Unwind in a lush, king sized bed overlooking the Caribbean Sea & forest canopy. Have a glass of wine at sunset on a private, panoramic rooftop. Live fully in a unique space where a Japanese couch faces a freestanding tub with the backdrop of a tree & endless ocean.Explore Paramin & fall in love with its people & culture Whether for remote work, a romantic get away, creative inspiration, or lazy days, Paramin Sky welcomes you!

ValueFamilySleep quality

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.
Apartment in Port of Spain
4.96 out of 5 average rating, 56 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.

LocationFamilyAccuracy

Guest favourite
Apartment in Port of Spain
4.88 out of 5 average rating, 8 reviews

Woodbrook Studio, modern, fun, convenient, cozy!

Welcome to your home away from home… this modern, convenient, cozy and fully equipped studio is ideal for vacationers, business travelers, and locals who want comfort, security, and walkable convenience in the heart of Woodbrook - awesome local and international foods for every palette, a vibrant nightlife, shopping and easy transportation. This property has 2 separate similar studios - so a family of four or two couples can book a stay at the same time if there is availability. USD & TTD

LocationValueWalkability

Top Guest favourite
Condo in Maraval
4.98 out of 5 average rating, 41 reviews

It’s Modern Luxury! 1 king bed, 1 bath with a view

A beautifully designed modern NYC styled 1 bed/1bath, 2nd floor apartment with mountain views within a charming, older, secured gated compound. An open concept living space with a fully equipped kitchen, fast Wi-Fi, smart tv, fully ac, non smoking, a comfy king bed, generous closet space, an amazing bathroom for relaxing. Minutes away from the savannah, city center, malls. Steps to many restaurants, cafes, pharmacies and Massy supermarket. Amazing views for coffee mornings and evening sips!

LocationFamilyCheck-in

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
4.98 out of 5 average rating, 142 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 .

FamilyLocationAccess

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 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.

FamilyLocationDecor

Guest favourite
Condo in Port of Spain
4.86 out of 5 average rating, 70 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.

LocationValueIndoor spaces

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.
Apartment
4.9 out of 5 average rating, 58 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.

LocationValueBreakfast

Superhost
A round glass dining table is surrounded by four metal chairs featuring floral designs. A neutral placemat sits in the center, and a decorative candle holder adds a touch of simplicity. Greenery is present in the background, enhancing the space's natural appeal.
Apartment in Port of Spain
4.93 out of 5 average rating, 117 reviews

Stylish Woodbrook 2 Bedroom Apartment(2)

Beautiful 2 bedroom apartment on a quiet street in the Woodbrook area, close to Oval and just off Ariapita Avenue. The apartment building was recently built and this downstairs apartment opens unto a lovely garden area which can be used for sunbathing or dining outside. The apartment is also close to all the entertainment areas and provides ease of access to the business district. The two bedrooms, living and dining areas are fully air conditioned and the kitchen is well equipped.

ValueLocationBathroom

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

-20% One Woodbrook Place 1BR Loft in Port-of-Spain

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.

ValueLocationCheck-in

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
4.98 out of 5 average rating, 43 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.

ValueFamilyLayout

Top Guest favourite
Apartment in Port of Spain
5.0 out of 5 average rating, 8 reviews

Modern Ocean & City View Apartment with Balcony

Welcome to your stylish hillside retreat, a bright and modern apartment designed for guests who want comfort, calm and a beautiful view from the moment they walk in. The space opens into a warm, neutral-toned living area with a large cream sofa, natural wood furniture, soft lighting and carefully selected décor that gives the apartment a clean, relaxed, premium feel.

LocationHospitalityTV

Popular amenities for Woodbrook holiday rentals