Pet-friendly holiday rentals in Port of Spain

Free Airport Transfers Divine Source 1: Entire Apt

MORE THAN ACCOMMODATION, WE OFFER A GENUINE TRINIDAD EXPERIENCE from a local family, with FREE AIRPORT TRANSFERS, local food, island tours, and personal guidance. Hosts up to 10 guests 5 mins from Piarco Airport. Features 3 bedrooms 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.

Outdoor spaces · Walkability · Value

Anayah's Place| 2bdr condo (Port of Spain)

Discover the Heart of Trinidad at Anayah’s Place- Wake up to sweeping views of the mountains and the Gulf of Paria, where each sunrise feels like an invitation to explore or simply bask in the beauty around you. At Anayah’s Place, you’ll find a peaceful escape—a spacious, two-bedroom hilltop haven designed for you to reconnect and recharge. Whether for Carnival, island-hopping adventures, or getaway, Anayah’s Place brings together comfort, style and easy access to the best of Trinidad. Book now!

Outdoor spaces · Indoor spaces · Decor

WINDCREST VILLA - Great view near Port of Spain

Windcrest is a charming 2-bedroom 1 bath apartment. My place is 5 min. from the city center. Close to parks (4.5 min. to Grand Savannah), art and culture, with wonderful views down the Cascade Valley to the sea...You’ll love my place because of the great location, the kitchen, the coziness, the views and the high ceilings. My place is good for couples, solo adventurers, business travelers, and families (with kids). Very safe in an up-scale gated community. Minutes to entertainment district.

Walkability · Outdoor spaces · Back garden

Steph’Inn Comfort

Celebrate Family Friends Anniversary or a Quiet Weekend at this Great Space with Amenities. Pet Friendly Explore Trinidad and Tobago’s local culture cuisine entertainment arts & sporting events. Summer-Winter Holidays Island Cruises Carnival TRINI LIME” FETE Nature Reserves Wild Fowl-Bird Sanctuary Beaches Borough Day Cricket Soccer Tournaments Temple by the Sea XXXL Hanuman Mirtif Kite Flying Parang Harvest Independence Celebration Tours Chef Available on request Transportation

Value · Location · Sleep quality

D Plunge Relief - Brentwood/Edinburgh 500

A modern, peaceful retreat in the upscale Brentwood community of Chaguanas. Perfect for couples, solo travelers, business guests, and small groups seeking comfort, convenience, and relaxation. Enjoy a walkable neighborhood close to parks, gyms, shopping, and dining. Airport transfers are available (additional fee). Looking for adventure? Ask us about guided eco-tours with 868 Eco Hikers Adventure, including the stunning Double River Waterfall and other unforgettable rainforest experiences.

Outdoor spaces · Getting around · Cleanliness

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.

Outdoor spaces · Walkability · Layout

Private Villa for Birdwatchers, Hikers & 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. See toucans, macaws, flocks of parrots, tanagers, Trinidad Piping Guan, woodpeckers other exotics. Close to waterfalls & lovely nearby beaches, so we encourage you to explore. We can also provide local guides.

Outdoor spaces · Pets · Beach

Moriah Estate- Cabin retreat

Escape to Moriah Estate, a peaceful tropical retreat surrounded by lush greenery and island charm. Enjoy modern accommodations, comfortable bedrooms, and relaxing outdoor spaces designed for rest and relaxation. Perfect for couples, families, business travelers, and long-term guests seeking privacy, comfort, and convenience. Experience the beauty of nature, fresh Caribbean breezes, and a serene atmosphere that makes every stay unforgettable.

Outdoor spaces · Hospitality · Laundry

The Loft

Settle into this chic and cozy loft in St. Augustine, ideal for Carnival adventures, UWI visits or work trips with a little style. Sitting right across from The UWI St. Augustine Main Campus and just off the highway, getting around is a breeze. You’re 12–15 minutes from Piarco International Airport, 15 minutes from Port of Spain, and just minutes from supermarkets, pharmacies, restaurants, and all the everyday conveniences.

Walkability · Comfort · View

Hidden Gem in the Heart of St James

This self-contained studio has a metropolitan vibe that is ideal for a traveller on the go. It has its own private entrance on the ground floor and is conveniently located along the public transportation lines on the St. James Main Rd. There are nearby coffee shop, convenience stores, restaurants, bars pubs and medical facilities. N: Please contact me prior to making a carnival booking, thanks!

Walkability · Pets · Kitchen

Q1 on the Savannah

Bringing Carnival Closer to You with this contemporary abode located just a 5 minute walk from the Queen's Park Savannah (QPS). Experience Trinidad and Tobago like a local with Street food and Flee Market activities from Friday to Sunday at the QPS. Buy a 'Lil Prince' snow cone on an extra hot day or take a 7 min car ride via TTRS to lime on the avenue at night!

Walkability · Nearby · Access

Fabulous 1 bedroom flat in the Heart of Port Spain

Fabulous 1 bedroom apartment with private balcony-terrace in the heart of Port of Spain. The apartment is well equipped with all the essentials. Room has a luxury bedding, an excellent accommodation for solo travelers, family, romantic getaway, friends. Second floor 1 bedroom apartment with a balcony-terrace and a balcony to the main patio.

Walkability · Getting around · Parking