
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.

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!
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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.
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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!
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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 .
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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.
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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.
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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.
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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.
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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.
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-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.
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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.
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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.
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Popular amenities for Woodbrook holiday rentals
Other great holiday rentals in Woodbrook

Luxury 2BR Apartment in Woodbrook – Prime Location
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The QUAD Luxury Condo (2 mins walk to Savannah)
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Luxury 3 BR, Ocean view, Pool, 10 mins from POS
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the owlet 4 | modern upper 1 bdr Ave view (4 of 5)
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Carnival HQ, Woodbrook, 1m to Band Routes, Sleep 6
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Cool Carib 3BR Flat Off “The Avenue” in Woodbrook
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Fitt Inn #1 One Bedroom NEW Woodbrook apartment
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Luxury 3BR | Maraval | Pool | Gated With Security
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