Pet-friendly holiday rentals in Diego Martin

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!

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.

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.

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

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.

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 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.

Stylish Woodbrook 2 Bedroom Apartment(3)

Newly built, comfortable apartment that is conveniently located in the Woodbrook area of Port of Spain. Walking distance to Ariapita Avenue, the famous Queen's Park Oval and many restaurants and bars on Tragarete Road. Easy access to many popular spots but quiet enough to have a night in. The flat is equipped with two double bedrooms, a living room, a kitchen, a washer and dryer, free wifi and fully air conditioned.

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!

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!

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.

Beautiful, Cozy Two Bedroom Home (FineTime Stay)

We are 9 minute drive from the Piarco Airport. This "Fine time" stay is perfect for a small family, couples, friends or students seeking fun, rest and relaxation. The ambience is to die for. Come visit our cozy space, we are an on site host and it will be our pleasure to host you! This listing includes the entire space.