
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.

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

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!

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

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.

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.

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.

-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!

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.

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.

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.

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.

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
Other great holiday rentals in Port of Spain

Penthouse studio- Port of Spain

Great 1 bedroom apartment in Uptown Port of Spain

The Cozy Nest

Warm & Sunny in Port of Spain

POS Eco Studio, Cannabis,Carnival,Netflix,Birds

The Pad Luxury, Port of Spain (With Rooftop)

Charming 2-Bedroom Retreat in Vibrant Woodbrook

Cozy, Modern One Bedroom Suite.
When is the best time to visit Port of Spain?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 27°C | 27°C | 27°C | 28°C | 29°C | 28°C | 28°C | 28°C | 29°C | 28°C | 28°C | 27°C |
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!
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