
Holiday rentals 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 $38 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
180 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 holiday rentals in Woodbrook
Guests agree: these stays are highly rated for location, cleanliness and more.

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!
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Secret Haven Chinese Suite
HUGE, well-appointed ground-floor studio apartment in rear annex of main house for 2 guests. Private entrance, en-suite bathroom, kitchenette, fast and free WiFi, BASIC cable, and air-conditioning. Convenient to all entertainment, businesses, easy tourism access. Early check-in/late check-out may incur US$25 fee. (Please see Additional Rules for further info.) Please inquire about our weekly and monthly rate discounts. **7-day minimum stay and no discounts available during Carnival season.**
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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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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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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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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 Tragarete 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.
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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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The QUAD Luxury Condo (2 mins walk to Savannah)
Located just steps away from the iconic Queen’s Park Savannah, The QUAD offers a chic and cozy retreat in the heart of the city. Perfectly designed for comfort and convenience, this luxury condo is ideal for travelers seeking modern amenities and a prime location. Book your stay today and discover the best of comfort and location
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One Woodbrook Place
Welcome to our chic 3-bedroom apartment in the city's most coveted area! Spacious and offering stunning views, it's an urban oasis. On-site perks include restaurants, bars, a gym, a bank, and even a night club. Ideal for a luxurious and convenient stay. Your urban escape awaits!
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Popular amenities for Woodbrook holiday rentals
Other great holiday rentals in Woodbrook

-20% 1BR Loft at One Woodbrook Place
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City Scape Vacation property! (OWP)
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Fantastic Woodbrook Apartment
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the owlet 2 | modern 1br off Ariapita Ave (2 of 5)
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Luxury 3 BR, Ocean view, Pool, 10 mins from POS
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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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Luxury 3BR | Maraval | Pool | Gated With Security
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