
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.

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 and gated compound…A great location! Open concept living, a fully equipped kitchen, fast Wi-Fi, smart tv, fully ac, non smoking, comfy king bed, generous closet space, a spa inspired bath just for relaxing. Minutes away from the savannah, city center, malls. Steps to many restaurants, gyms, pharmacies and supermarket. Calming views for coffee mornings and evening sips!
4.95 out of 5 average rating, 42 reviews
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!
5.0 out of 5 average rating, 243 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.
4.96 out of 5 average rating, 57 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 .
4.98 out of 5 average rating, 144 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.
5.0 out of 5 average rating, 33 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.
4.85 out of 5 average rating, 73 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.
4.93 out of 5 average rating, 119 reviews
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.
5.0 out of 5 average rating, 7 reviews
Cozy 1-Bedroom Studio at One Woodbrook Place
Take it easy at this cozy and tranquil getaway. - Self Check-In ✅ - Gated Compound with 24/7 security 🔐 - Communal Pool 🏊 - Private Patio 👍 - On-site Restaurant Plaza 👌 - 2 minutes away from D'Dial Fitness Gym 🏋️ and CinemaOne IMAX theatre 🎬 - 5 minutes from Kappa Pharmacy and Ariapita Avenue - 5 minutes away from Massy Grocery and Tru Valu Grocery 🥬 - 30 minutes from Maracas Bay 🏝️ Perfect for travelers or business professionals.
4.86 out of 5 average rating, 14 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.
5.0 out of 5 average rating, 11 reviews
Winsome One bedroom Ideally Situated in Woodbrook
Fresh self-contained 1 bedroom with double-sized bed, kitchenette, dining/sitting area, wall mounted TV, cable, WIFI, private bathroom, and private entrance. Fully air-conditioned separate bedroom area. Unit also has a separate fully air-conditioned sitting/kitchen area. Based on a tiny home concept. The stack washer/dryer is housed in the external Courtyard area.
4.76 out of 5 average rating, 152 reviews
SNUG QUIET CITY Studio near Restaurants & Embassy
INSTANTLY BOOK and ENJOY your peaceful, modern, self-contained Woodbrook CITY STUDIO apartment. Sofa-bed topped with a FULL MATTRESS. Steps away from Restaurants, Nightlife, Supermarkets, Carnival Festivities and all conveniences. Public transportation is also steps away. Private transportation at a reasonable price is available if preferred.
4.9 out of 5 average rating, 103 reviewsPopular amenities for Woodbrook holiday rentals
Other great holiday rentals in Woodbrook

One Woodbrook Place
4.86 out of 5 average rating, 90 reviews
One Great Place to Stay
4.9 out of 5 average rating, 60 reviews
Carnival HQ, Woodbrook, 1m to Band Routes, Sleep 6
4.74 out of 5 average rating, 181 reviews
Cool Carib 3BR Flat Off “The Avenue” in Woodbrook
4.84 out of 5 average rating, 104 reviews
Fitt Inn #1 One Bedroom NEW Woodbrook apartment
4.97 out of 5 average rating, 37 reviews
Luxury 3BR | Maraval | Pool | Gated With Security
4.86 out of 5 average rating, 99 reviews
Spacious 3BR Woodbrook Condo · Pool · Walk to Ave
4.75 out of 5 average rating, 36 reviews
The Dream27 (B)- Boutique Room w/Priv Bath and Kit
4.82 out of 5 average rating, 176 reviews




