Holiday houses in Chacachacare

Luxury 3BR Condo • Executive • Stunning Views •

✨About This Space✨ Luxury, Comfort, Business or Family, come immerse yourself in this stunning panoramic view suite at One Woodbrook Place, POS. Perfect for business travelers, executives, couples and family getaways. This 3 bedroom, 2 1/2 bath condo combines stunning views, comfort, security and unbeatable location. Wake up to sunrises over the city, Wi-Fi, stylish furnishings, modern amenities, and 24/7 secure parking—all just steps from the best in dining, nightlife, and cultural events.

Location · Family · Pool

Luxurious Oasis 3Br. Villa with Private Pool

Luxurious villa with private pool and beautifully sculpted gardens, offering privacy and relaxed elegance. The master bedroom and spacious living room both open directly onto the pool deck, perfect for seamless indoor-outdoor living. Fully air-conditioned, modern 3-bedroom home is exceptionally spacious and includes parking for up to four cars. Ideally located on Trinidad’s Gold Coast Minutes from The Falls Mall, supermarkets, pharmacy, and walking distance to Park & Trinidad Yacht Club.

Location · Family · Layout

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 · Family · Access

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 · Sleep quality

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 · Hospitality

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 · Outdoor spaces

The Pad Luxury, Santa Cruz (With Pool)

The Pad: Luxury Condo in Santa Cruz Welcome to The Pad at Santa Cruz, a stylish modern condo tucked away in the lush Santa Cruz valley just minutes from Port of Spain. Located within a secure gated community, this peaceful retreat offers comfort, privacy, and signature Pad Luxury hospitality. Relax in beautifully designed interiors or unwind by the shared swimming pool while enjoying the calm hillside surroundings. Perfect for business trips, weekend escapes, or Carnival stays.

Family · Location · Cleanliness

NORTH DECK CABIN 4 - Sea View, Air/Con, Private

Perched on the side of the lush green Northern Range forest, adults can unwind, bird watch, savor the sunset or soak in the sounds and beautiful sea view of the peaceful North Coast. Perfectly surrounded by nature to focus, regroup, relax or simply switch off. Nearby hiking trails to beaches. Only 12 minutes by car to the famous Maracas. Please note kids under 12 not allowed.

Location · Kitchen · Quiet

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 · Indoor spaces · Decor

Luxurious 2-Bed Condo near Beach (With Pool)

Kick back and relax in this calm, stylish apartment. - Self Check-In ✅ - Gated Compound with dedicated parking 🔐 - 5 minutes away from Massy Supermarket, Superharm (pharmacy), Starlite (pharmacy) and Box Park (food hub) 👌🏾 - 25 minutes from Maracas Bay 🏝️ - 15 minutes from Ariapita Avenue 🍱 Perfect for travelers or business professionals.

Family · Location · Indoor spaces

Luxury 3 BR, Ocean view, Pool, 10 mins from POS

Experience the perfect blend of luxury and tranquility at Avaya, a bright and breezy island-inspired apartment in Glencoe, Trinidad and Tobago. Enjoy spacious accommodations with three bedrooms, a refreshing swimming pool, and modern amenities. Perfect for events, this apartment offers a serene escape with easy access to local attractions.

Family · Location · Check-in

Tropical Haven - 2 bedroom apartment in Maraval

This spacious and tropical apartment has two bedrooms and two bathrooms, as well as a large open-plan kitchen and living room. There is also a luxurious pool in the lush garden. It is located in a quiet neighbourhood on the St. Andrews Golf Course in Moka and is only 20 minutes away from Maracas Beach or Port of Spain.

Family · Location · Kitchen