Vacation rentals in Carenage

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 · Hospitality

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 · Getting around

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.

Value · Family · Getting around

Toucan Cottage - Off-grid 2 bed 2.5 bath house

Escape to your perfect off-grid mountain getaway! This 2-bedroom, 2.5-bath house offers stunning ocean views and a perfect blend of luxury and sustainability. Enjoy bird watching from the deck area, and access to a beautiful beach via 4x4 vehicle or a scenic hike. Ideal for nature lovers and adventurers alike or families looking for a peaceful haven 4x4 or AWD vehicle is needed to access house OR vehicle can park by entrance gate and someone can be hired to take you down to house and back up

Location · Value · 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 · Quiet

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 · Location · Comfort

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.

Location · Family · TV

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 · Cleanliness · View

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 · Value · Check-in

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 · Comfort

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.

Location · Value · Shared spaces

#2 Stylish Centrally Located Apartment

Brand new building located in the heart of Saint James with six fully furnished, stylish apartments on the first floor. Supermarket, pharmacy, ATM, fast-food, beauty salons, public transportation within one minute walk. Bars, restaurants and shopping, less than 5 minutes walk.

Value · Family · Beach