Smoking friendly vacation rentals in Diego Martin

Cozy, 1 Room Tiny Home Retreat, Woodbrook, T'Dad

Jay's Place A self contained 1 bedroom unit suitable for a lone traveller or up to 2 persons it's a stone's throw from Embassies and all must-see options in the heart of Woodbrook. Whether you're in town for business or to explore, this "Tiny Home" is perfect for you. Delight in the variety of Cafes, Restaurants, Bars, Street Food and entertainment calling to you. Private entrance, high speed internet, comfortable full size bed, kitchen, small patio area, with Street PArking for your vehicle.

Private Villa for Birdwatchers, Hikers & Couples

Birdwatchers and couples, an exclusive villa set on a forested ridge which affords an incredible view of El Tucuche, Trinidad’s 2nd tallest mountain. This stunning property is all yours to escape to and dream away. The sublime mountainous greenscape transforms with sunlight, mist & clouds. Woodpeckers, scarlet macaws, green parrots, toucans, tanagers and a host of other birds. Close to waterfalls and gorgeous nearby beaches, so we encourage you to also explore, we can also provide local guides.

SuiteDreams- Modern Condo Piarco | Pool & Gym

Welcome to SuiteDreams; a stylish 2-bedroom, 2-bathroom condo safely nestled within a gated community in the prime area of Piarco, Trinidad. It's just 5 minutes from the Piarco International Airport. Perfect for travelers or staycations, it features modern décor, a fully equipped kitchen, and access to a shared pool and gym. Conveniently located near to malls, groceries, gas stations, banks, restaurants and nightlife. SuiteDreams offers comfort, charm, and convenience for short or long stays.

Avenue Adventure Apartments

Enjoy an adventurous experience at this centrally-located place. Located on Alfredo Street Ariapita Avenue Port of Spain. This apartment is perfectly located to experience the exciting nightlife of Trinidad. Aripita Avenue is one of the most active places to visit in Trindad. Here you can find lots of bars, restaurants, clubs events and entertainment. If you're looking to have a great time for Carnival, here is the best place to be. You will be a short walking distance from all the action!

Cool Carib 1BR Woodbrook Gingerbread House Flat 4

This absolutely fabulous Carnival front-line gem on Woodbrook’s popular Carlos St which is a main route for the Carnival bands in the festive masquerade is an unsurpassable residential address. A stone’s throw from “the Avenue” places you within walking distance to all the bars, restaurants and main city locations. Offering 1 en-suite bedroom, open plan living, dining & kitchen area, a/c’s, and WiFi throughout lends itself to great use either as a business or an unforgettable vacay stay.

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.

Massy Cottage

Our Cottage is located off of Trinidad’s north western peninsula, a nature lovers paradise. Far away from the hustle and bustle of cars and city life, only accessible by boat. The home is very rustic and simple, one of the last true DDI homes from an era almost all but forgotten. Relax on your private dock and swim on your private beach and if you are lucky enough to meet someone, listen to the tales that make up the history of these beautiful islands. Recommended for nature lovers only.

Scenic 3BR/2BTH Flat- Spacious & Clean. Serene.

Enjoy a space that is all yours, with a room for everyone. Emerse yourself in the tranquility that this home provides as it over looks the scenic hills of Diego Martin. This modern 3 bedroom, 2 bathroom home is the clean, spacious and comfortable environment for the quiet getaway you have been looking for. Take full advantage of the conveinient access to the hub of entertainment and amenities located in the capital city. Book your stay and discover all that Millie's Air BnB has to offer.

St Helena Guesthouse Property / Triple K Complex!

St Helena Guest House Property/Triple K Complex, is conveniently situated just eight minutes from Piarco Airport in Trinidad, West Indies. This well-established area boasts a range of amenities, including food outlets, grocery stores, and easily accessible public transportation. Each room is equipped with a toilet and bath, TV, mini refrigerator, and complimentary Wi-Fi. Our staff members strive to provide a warm and welcoming atmosphere, ensuring that our guests feel right at home! 🏡

Free Airport Transfers Divine Source 1: Entire Apt

More than a stay—enjoy an authentic Trinidad experience with Free airport transfers, local food, island tours, and personal guidance. Hosts up to 10 guests 5 mins from Piarco Airport. Features 3 bedrooms (2 with AC) with queen, double, bunk beds, and a futon. Includes 24/7 self-check-in & fast Wi-Fi. Tours from $65 USD (1–2 guests), optional taxi, and meals. Walk to transit and eateries; easy access to Port of Spain. Perfect for layovers, families, large groups, and business.

Opal Suite #1

Enjoy Caribbean living with this 2 bedroom, 1 bathroom apartment that combines contemporary decor with modern amenities and an experience all can enjoy. Relax and unwind in this charming location nestled minutes away from shopping, restaurants, and more! Peaceful mornings and fun filled afternoons await you at this unique experience complete with a private outdoor pool. Full kitchen, flat screen television, WiFi, coffee bar, patio with grill and much more!

Cozy & Modern Apartment -Belmont

This fully furnished central 2-bedroom, 1-bathroom apartment offers comfort, convenience and security. Plus, enjoy free parking, open-plan living area, comfy queen beds and flexible check-in. Stay connected with Wi-Fi, cool off with air conditioning, and enjoy home-cooked meals in a fully equipped kitchen. Whether you’re here for relaxation or adventure, this location puts the best of Port of Spain at your doorstep!