Apartment holiday rentals in Woodbrook

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Quick stats about flat rentals in Woodbrook

  • Total holiday rentals

    Explore 90 holiday rentals in Woodbrook

  • Nightly prices starting at

    Woodbrook holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    90 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!

Top-rated apartment rentals in Woodbrook

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

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Top guest favourite
The living and dining area features modern seating arrangements, including two armchairs and a dining table with two chairs. A smart TV stands in front of a decorative wooden coffee table. Natural light filters through a nearby window, illuminating the space with greenery present.
Flat in Port of Spain
5 out of 5 average rating, 42 reviews

the owlet 4 | modern upper 1 bdr Ave view (4 of 5)

You are 20 footsteps away from the middle of Ariapita Ave! This upper level unit is perfect for work or retreat. All linked by a lush garden, these modern styled apts offer on-site parking and walk in through remote controlled gates. Feel at home as you enter the compound designed with security in mind. Each with private bath, kitchen. Laundry facilities on site. Fully AC'd. Fast Wi-Fi and smart TV. Your home away from home with an avenue view from your private balcony. Compound sleeps up to 11!

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.
Flat in Paramin
5 out of 5 average rating, 89 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!

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, 49 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.

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.
Flat in Port of Spain
4.91 out of 5 average rating, 131 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 Port of Spain
5 out of 5 average rating, 27 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
Flat in Port of Spain
4.98 out of 5 average rating, 43 reviews

Luxury 2BR Apartment in Woodbrook – Prime Location

Step into luxury in the heart of Woodbrook. This spacious, fully furnished upper-floor apartment offers the perfect blend of elegance and ease — ideal for both business and leisure. Yes, you’re just minutes from Ariapita Avenue’s restaurants, cafes, and nightlife — all just a 5–8 minute stroll away. Step onto your private balcony each morning with coffee in hand, or unwind in the evening with a quiet sunset lime as the city hums around you. Your Woodbrook escape awaits — say yes today!

Guest favourite
Flat in Port of Spain
4.77 out of 5 average rating, 70 reviews

Graceful 1BR Suite • Cozy • Safe • Relaxation

✨ About This Space✨ Step into your private city-view retreat at One Woodbrook Place — in the heart of the Capital, Port of Spain. Ideal for business travellers, consultants, couples, and extended-stay guests, this 1-bedroom, 1-bath condo blends comfort, peace of mind, security, and a prime location. Enjoy calming balcony views, Wi-Fi, modern amenities, and 24/7 secure parking — just moments from dining, nightlife, cultural events, and Ariapita Avenue. Your home away from home awaits.

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 in Port of Spain Corporation
4.91 out of 5 average rating, 54 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.

Guest favourite
A private pool is framed by a wooden deck and lush greenery, creating a calm outdoor space. The surrounding building features large windows that allow light to filter in, with carefully arranged plants adding a touch of color to the environment.
Flat in Port of Spain
4.94 out of 5 average rating, 103 reviews

Carnival safe 1BR, pool, kitchen, in St. Anns

Located in an attractive and safe neighborhood our 1 bed self contained apartment features 1 queen bed, ample closet space along with a spacious living, dining and kitchen area for your comfort. Fast wifi, SmarTV with Netflix signed in, BBC, YouTube apps. The kitchen is fully equipped with utensils, small appliances, washer & dryer so everything you need is in one place. Outdoor garden and pool area to enjoy. Easy access to Port Of Spain, the Savannah, restaurants, grocery and shops.

Top guest favourite
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.
Flat in Port of Spain
4.93 out of 5 average rating, 112 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.

Guest favourite
Flat in Port of Spain
4.92 out of 5 average rating, 24 reviews

Luxurious 2-bedroom One Woodbrook Place Apartment

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.

Superhost
A cozy bedroom features a spacious bed dressed in a patterned duvet cover. Natural light filters through the wooden blinds, with a small bedside table positioned beside the bed. A framed artwork adorns the wall, complementing the warm tones of the room.
Flat in Port of Spain
4.87 out of 5 average rating, 172 reviews

Comfy Apt, fantastic Woodbrook, POS location

This is a comfy apartment located in the heart of Woodbrook in Port of Spain, Trinidad. It is a stone's throw away from the shops, restaurants and the night life and is opposite One Woodbrook Place which hosts a variety of bars, restaurants, an IMAX theatre and much more! The Apartment is located in a quiet and secure gated compound. It comes fully furnished and equipped with everything one would need to feel at home. Looking forward to welcoming our new guests!

Popular amenities for Woodbrook apartment rentals