Pet-friendly holiday rentals in Diego Martin

5 out of 5 average rating, 6 reviews

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 spacesKitchenComfort

5 out of 5 average rating, 43 reviews

Bungalow in Las Cuevas

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.

Outdoor spacesPetsDecor

A modern living area is depicted, featuring a cozy sofa and a stylish butterfly chair beside a round side table. A wall-mounted TV is visible, and a spacious bed is located in the background. Natural light filters in from large sliding doors, revealing greenery outside.

5 out of 5 average rating, 27 reviews

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 spacesWalkabilityParks

4.94 out of 5 average rating, 53 reviews

Home in Kelly Village

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.

WalkabilityOutdoor spacesIndoor spaces

Superhost

Flat in Saint Augustine

4.9 out of 5 average rating, 10 reviews

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.

WalkabilityAccuracyIndoor spaces

A stylish living area features a dark sectional sofa adorned with decorative pillows, arranged around a coffee table. Colorful artwork decorates the walls, complemented by a large mirror and a bookshelf displaying various items. A warm rug adds texture to the space.

4.84 out of 5 average rating, 158 reviews

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!

PetsWalkabilityCleanliness

Superhost

A modern living area features a light-colored sofa with plush cushions and a small table set for two. Soft curtains drape over the windows, allowing gentle light to fill the space. A decorative plant adds a touch of greenery, while a wall-mounted television is visible.

Apartment in Port of Spain

4.83 out of 5 average rating, 23 reviews

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!

WalkabilityLong stayCondition

4.92 out of 5 average rating, 48 reviews

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.

WalkabilityCheck-inFamily

5 out of 5 average rating, 5 reviews

Flat in D'Abadie

Luxury Vacation Condo 10 mins from Airport!

Whether you're travelling as a family,a group of friends, a couple on a staycation. Halo Place offers something for everyone- cozy bedrooms,fully equipped kitchen,smart entertainment, safe and secure parking and inviting indoor/outdoor areas perfect for bonding and making unforgettable memories. Relax,explore,and enjoy every moment!

Outdoor spacesFamilyLocation

4.94 out of 5 average rating, 18 reviews

The kitchen features warm wooden cabinetry and sleek marble countertops. Modern appliances include a convection oven and refrigerator. An electric stovetop with five burners is positioned centrally, complemented by a well-organized space with utensils and cookware visible on the counter.

Home in Tacarigua

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.

PetsCleanlinessIndoor spaces

4.92 out of 5 average rating, 61 reviews

Home in Tacarigua

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.

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