Smoking friendly holiday rentals in San Juan

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.

Cosy Secluded Studio, Nature Views,Outside Seating

Nestled between a stretch of bamboo sits this cozy studio equipped with all amenities you may need for short or long term stays. Located off Saddle Road but down a 230-foot private driveway, guests reap all the benefits of proximity to a busy main road, while staying in a tucked-away, peaceful and quiet compound. This studio is smack in the middle of POS and Maracas Bay (proclaimed as the island’s best beach) just a short 20 - 25 mins away. (On request - picnic basket, beach towels, raincoats.)

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!

River Garden Courtyard 2

Beautiful newly built apartments in a gorgeous courtyard setting just 15 minutes away from the airport. We offer Airport Pick-up for 1-4 guests between the hours of 6:00 am to 11:00 pm and Drop- Off at a fee of $30 USD per trip/vehicle between the hours of 6:00 am - 11:00 pm, any drop-offs between the hours of 11:30 pm - 5:45 am will be at a cost of $50 USD per trip/vehicle. NOW AVAILABLE: Makeup appointments are available on-site upon request when booking. Cost $45-$60USD or $300-$420 TTD

Graceful 1BR Suite • Cozy • Safe • Relaxation

✨ About This Space✨ Step into your private city-view retreat at One Woodbrook Place — in the heart of the Capital, Port of Spain. Ideal for business travellers, consultants, couples, and extended-stay guests, this 1-bedroom, 1-bath condo blends comfort, peace of mind, security, and a prime location. Enjoy calming balcony views, Wi-Fi, modern amenities, and 24/7 secure parking — just moments from dining, nightlife, cultural events, and Ariapita Avenue. Your home away from home awaits.

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.

The Relaxant

In gated community close toi airport, Opposite is a Domino's Pizza and Wendy's and the entrance to plaza which contains a casino, supermarket, severals restaurants, a pub, bank etc Within 500 feet is a gas station, KFC, prestomarket for breakfast and bakery needs and The CR highway which goes direct to Port of Spain. One can stay here without a vehicle. If on foot, one can get a taxi in front the community to Arima Central and from there to POS

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!

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.