
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 $52 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.

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 compound. An open concept living space with a fully equipped kitchen, fast Wi-Fi, smart tv, fully ac, non smoking, king bed, ample closet space, an amazing bathroom for a refreshing start or relaxing unwind. Minutes away from the savannah and city center. Walk to many restaurants, cafes, pharmacies and a supermarket. Amazing views for coffee mornings and evening sips!

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!

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.

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 .

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.

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.

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!

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.

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.

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.

Modern and fun comfort in Woodbrook|Prime location
Designed for Guests Who Expect More… This is not just a place to stay - we offer ✔ Hotel-level comfort with private studio exclusivity (bed, linens, kitchen, spa like bathroom and complimentary items) ✔ Modern luxury aesthetic ✔ Impeccable cleanliness ✔ An atmosphere to relax, work, have fun, eat, central walking location in absolute convenience and safety. If you’re seeking elevated comfort with boutique-style charm, and intentional details - this modern cozy studio delivers.

Upscale 2-beds, 2 baths oasis
Escape to our stunning 2-bedroom, 2-bathroom condo for a relaxing getaway. This beautifully appointed unit features: - A modern kitchen equipped with appliances - A spacious living area - Two bedrooms, each with en-suite bathrooms - A private balcony offering ocean and city views - A dedicated workspace Amenities: - 24-hour security - Swimming pool - Gym - Parking - In-house laundry facilities This stylish accommodation is perfect for a group trip!
Popular amenities for Woodbrook holiday rentals
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