Holiday rentals in Port of Spain

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Top-rated holiday rentals in Port of Spain

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
A modern kitchen with sleek black appliances is featured, complemented by a center island with bar seating. Lush greenery is present throughout the space, including potted plants. Decorative baskets and artistic sculptures enhance the visual interest of the room, while large windows allow natural light to illuminate the area.
Holiday home in Port of Spain
4.85 out of 5 average rating, 151 reviews

Jungle Oasis: Sea&City Views with Ruby Sunsets

Experience the ultimate escape at our luxurious villa. With breathtaking views of the Caribbean Sea, a serene environment, and fully-equipped amenities, this is the perfect getaway for couples, families, and business professionals. Let the cool windward breezes rejuvenate your soul while gazing upon the majestic boats sailing towards the horizon, painting the sky with a stunning array of ruby hues during the unforgettable sunsets. Book now and indulge in the tranquility of this tropical paradise

Top guest favourite
An open floor plan reveals a spacious bedroom with a large bed and a cozy armchair, surrounded by expansive windows that provide views of the lush rainforest. A modern dining table is situated nearby, while natural light filters through the space, highlighting the wooden floors.
Place to stay in Paramin
5 out of 5 average rating, 184 reviews

Paramin Sky Studio

A luxurious observatory for experiencing nature like never before. Wake up to clouds and birds soaring beneath your feet. Have a one-of-a-kind bath experience, 1524 ft above the Caribbean Sea, lathered with bubbles and surrounded by humming birds. See the mist roll over the forest canopy and submerse you completely. Explore Paramin community and fall in love with its people & culture. Whether for remote work, a romantic get away, creative inspiration, or lazy days, Paramin Sky welcomes you!

Top guest favourite
A modern living space is presented with a sleek black sofa adorned with colorful cushions. Natural light enters through large windows, providing views of surrounding greenery. A mirror and framed artwork add visual interest, while stylish pendant lighting enhances the ambiance.
Flat in Maraval
4.93 out of 5 average rating, 14 reviews

The One Six! A Modern•Cozy•King Bed & 1 bath•Views

A beautifully designed modern NYC styled 1 bed/1bath, 1st floor apartment with mountain views within a charming secured compound. An open concept living space with a fully equipped kitchen, fast Wi-Fi, a smart tv, fully air conditioned, king sized bed, generous closet space, a spa inspired bathroom for a refreshing start or relaxing unwind. Steps away from many restaurants, cafes, pharmacies and a major supermarket. Convenient transportation. Amazing views for coffee mornings and evening sips

Top guest favourite
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.
Flat in Woodbrook
5 out of 5 average rating, 13 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.

Top guest favourite
A well-maintained studio apartment is nestled within a lush tropical garden, surrounded by greenery. A stone pathway leads to the entrance, framed by vibrant plants and shaded by mature trees. The porch is accessible, providing a welcoming view of the serene outdoor environment.
Flat in Port of Spain
4.95 out of 5 average rating, 83 reviews

Modern apartment in a tropical garden

This self-contained studio apartment is in a tropical garden next to the main house. To be comfortable at our place it's important that you're at ease with dogs. Our cozy apartment has wifi, AC, a Smart TV w/ Cable and a well-equipped kitchen. Guests will be provided with a remote for the electronic gate and there is secure parking on the property. Steps from the Botanical Gardens and less than a 10min walk to Massy Stores, food takeout & restaurants. Close to the Savannah & downtown POS.

Superhost
A cozy sleeping area features a spacious bed draped with a delicate canopy. Large windows provide views of the surrounding trees and distant sea. A chair is positioned nearby, with soft curtains allowing natural light to filter through, enhancing the serene ambiance.
Treehouse in Port of Spain
4.84 out of 5 average rating, 148 reviews

Private treehouse, cozy space, spectacular views

Enjoy the sounds of birds and the rustle of wind through the leaves of a 100-year-old nutmeg tree in this cozy treehouse. Surrounded by trees with stunning views of the surrounding forest, lush mountains and the Caribbean Sea this wood and glass treehouse is a great space to escape the hustle and bustle of city life. Access via a short hike but on arrival relax and enjoy the quiet, comfort and modern amenities while immersing yourself in the raw beauty of nature.

Top guest favourite
A restful sleeping area is featured with a spacious bed adorned in soft linens and a patterned throw. A wooden headboard adds a touch of warmth, while bedside lamps provide gentle illumination. A tray holds beverages and snacks, complemented by a vase of colorful flowers.
Flat in Belmont
4.94 out of 5 average rating, 97 reviews

-20% Convenient Studio Queens Park Savannah Getway

Location, Location, Location – mins from everything in a super safe and convenient area. Newly remodeled, very clean, studio apartment with a private bathroom, kitchenette, and private workspace. Superfast WIFI and Netflix included This studio is centrally located steps off the Queens Park Savannah and just up the road from the heart of the city We are happy to share our well-proved insider tips with our guests to enjoy Trinidad at its best!

Top guest favourite
A modern kitchenette is visible with stainless steel appliances and a compact dining area featuring a blue table and two stools. The space is illuminated by recessed lighting and natural light from a window. A red couch and a striped chair are positioned in the inviting living area.
Tiny home in Woodbrook
4.95 out of 5 average rating, 123 reviews

Hamilton Place

Newly renovated, fully self contained, stand alone, tiny dwelling with its own secure parking for one, as well as free accessible street parking. Tucked away in the heart of the Woodbrook residential area but still close enough to the commercial and entertainment districts which are a short walk away. Recreational spaces are also readily accessible with green spaces and parks within walking distance. Truly a place set apart.

Top guest favourite
A brightly lit living area features a glass dining table surrounded by four upholstered chairs. A cozy seating space is arranged with an orange sofa and a wicker chair, complemented by decorative plants. A piece of wall art adds visual interest to the neutral space.
Flat in Woodbrook
4.93 out of 5 average rating, 129 reviews

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 Tragrete 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.

Top guest favourite
A modern living area features a spacious gray sectional sofa positioned around a light wooden coffee table. A potted plant adds a touch of greenery beside a large window, which is layered with dark curtains. Light wood finishes and natural light create a serene environment.
Apartment in Belmont
5 out of 5 average rating, 39 reviews

Luxurious 1-Bedroom Condo in Port of Spain

This sleek, modern 1-bedroom apartment offers a luxurious stay just off the Queen’s Park Savannah. Perfect for business travelers or vacationers, it features high-speed WiFi, A/C, dedicated workspace, and a fully equipped kitchen. Enjoy elegant finishes and a peaceful atmosphere while being minutes from the city’s top dining, offices, and embassies. Ideal for short or extended executive stays.

Superhost
The kitchen area features a spacious counter with wooden cabinets and an oven. A dining table with yellow chairs is positioned at the center, while a shelf above displays a colorful collection of glassware. Natural light is invited through large windows draped with dark curtains.
Guest suite in Saint Joseph
4.88 out of 5 average rating, 292 reviews

Tropical hillside studio perfect for hikers

A perfect place for eco-tourists and bird enthusiasts looking for a relaxing spot to explore the northern range on foot from. We are situated at the base of El Tucuche, fabled in Amerindian lore as a sacred mountain. The studio is large and comfortable with good views and perfectly located for guests seeking to explore the island. The apartment also has a projector system with Netflix.

Guest favourite
Flat in Port of Spain
5 out of 5 average rating, 18 reviews

Prime Location 1BD | Pool | Gated

Experience the perfect home away from home in Maraval, Trinidad! Nestled on Valleton Avenue, this charming1-bedroom, 1.5 bathroom, fully equipped apartment offers a serene retreat with modern amenities and convenient proximity to nearby attractions. It is located within a minutes walk or drive away from restaurants, pharmacies, grocery stores, and shopping plazas and the Savannah.

Popular amenities for Port of Spain holiday rentals

When is the best time to visit Port of Spain?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$130 SGD$184 SGD$183 SGD$125 SGD$129 SGD$127 SGD$127 SGD$129 SGD$114 SGD$118 SGD$123 SGD$127 SGD
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Quick stats about holiday rentals in Port of Spain

  • Total holiday rentals

    Explore 780 holiday rentals in Port of Spain

  • Nightly prices starting at

    Port of Spain holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 12,230 verified reviews to help you choose

  • Family-friendly holiday rentals

    320 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    180 properties feature pools

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wifi availability

    760 of Port of Spain holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Port of Spain rentals

  • 4.8 Average rating

    Port of Spain stays are highly rated by guests – averaging 4.8 out of 5!