Pet-friendly holiday rentals in Diego Martin

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Guest favourite

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 · Condition

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Guest favourite

Intimate 1 bedroom apartment

New, beautiful, peaceful air-conditioned one bedroom apartment near all the fun safe areas in Port of Spain. The apartment is well equipped with fridge, toaster oven, microwave, water filter, pots, pans, cooking and eating utensils, glassware and plates. It has excellent wifi. The bed is a very comfortable pillow top mattress with a bed protector. The fold out sofa can sleep 2 persons It is an excellent accommodation for the solo traveller, small family who come to Trinidad for fun or business.

Walkability · Pets · Checkout

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Guest favourite

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 · Hospitality · Bathroom

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.

Outdoor spaces · Walkability · Sleep quality

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Guest favourite

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. @sanjose_retreat (IG)

Outdoor spaces · Pets · Hospitality

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Guest favourite

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 · Kitchen

Private House - Down the Islands

*12 guests total (inclusive of adults and children) *Infants in cots can be in addition to the 12. Relax and unwind at this peaceful getaway. A hilltop oasis nestled up on Gasparee Island, Boca View has panoramic views of Down the Islands. The perfect spot for a family vacation. Conveniently located just a short boat ride from the mainland, there is a grocery and restaurant 5 minutes away. The jetty area benefits from a small private bay for swimming and a platform for wading.

Outdoor spaces · Value · Hospitality

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 · Value · Kitchen

Santo Villa

Wake to the sound of the waves at Santo Villa, an exclusive beachfront retreat on Trinidad’s wild and beautiful north coast, located at the centre of D2 beach. Tucked into Blanchisseuse where the rainforest meets the sea, this is your private escape for a family holiday, a group getaway, or a staycation you won’t forget. Direct beach access, room for up to 15 guests, and everything you need to unwind in comfort.

Amenities · Checkout · Access

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!

Pets · Walkability · Solo travel

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 · Outdoor spaces · Bathroom

The Prestige

Bright and spacious ultra modern 4 bedroom house with 3 full baths and spacious living and dining room. Clean and well maintained. Prime location . 7 minutes from the Airport and 20 Minutes from the Capital .Shopping amenities nearby a short walking distance from property.

Walkability · Pets · Cleanliness