Holiday rentals in Woodbrook

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!

Value · Location · Condition

Prime Location - Beautiful La Reine at Flagstaff

Welcome to La Reine at Flagstaff — a well-appointed, tri-level townhouse offering 5 spacious bedrooms and 3.5 bathrooms, in a gated community with 24-hour security. Conveniently located obliquely opposite Long Circular Mall, you're just a short walk away from groceries, pharmacies, gyms, and a variety of casual and fine dining options. Whether you're here for business, leisure, or Carnival, La Reine at Flagstaff offers comfort, convenience, and a touch of luxury in the heart of Port of Spain.

Location · Value · Checkout

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.

Family · Location · Condition

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 .

Value · Family · Bathroom

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.

Location · Family · Nearby

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.

Family · Value · Getting around

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.

Family · Location · Laundry

-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.

Value · Family · Pool

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.

Value · Family · Quiet

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.

Family · Value · Hospitality

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.

Location · Comfort · Condition

Cloud 9 Penthouse apartment

Welcome to Cloud 9 – Your Luxury Escape! Stay just one minute from Queen’s Park Savannah in this stylish penthouse. Enjoy secure parking, key code lobby access, and an elevator for a seamless experience. Whether for business, leisure, or Carnival, this prime location puts you in the heart of it all. Book now and experience elevated comfort!

Location · Long stay · Accuracy