Holiday houses in Port of Spain

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Top-rated holiday rentals in Port of Spain

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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, 152 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, 187 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!

Guest favourite
A modern living area is shown, featuring a comfortable gray sofa with decorative cushions, placed near a large window that allows natural light to fill the space. A stylish coffee table sits in front, complemented by a vibrant rug and elegant wall art.
Apartment in Newtown
4.93 out of 5 average rating, 27 reviews

Savannah Bliss

Welcome to Savannah Bliss, your tranquil retreat only steps away from the iconic Queen’s Park Savannah. This modern 2-bedroom apartment offers cozy furnishings, a fully equipped kitchen, and plush beds with premium linens for a restful stay. Perfect for families, couples, or small groups, it’s conveniently located near top attractions, restaurants and nightlife. Whether visiting for Carnival, business, or leisure, Savannah Bliss provides the perfect base to relax and create lasting memories.

Top Guest favourite
An open-concept living area is highlighted by modern furnishings, featuring a large sectional sofa and a sleek entertainment unit. The adjoining kitchen boasts contemporary appliances and an island, with warm wooden flooring enhancing the spacious feel. Soft, natural light fills the space through recessed lighting.
Condo in Port of Spain
4.99 out of 5 average rating, 126 reviews

Contemporary Port of Spain Condo

Enjoy a stylish experience at this centrally located place. The unit it located steps away from any amenity you can think of. The best restaurants the island has to offer, banking, supermarkets, pharmacy, recreation, hospitals and much more. You can’t ask for a better or safer location. Perfect for your visit to Trinidad or for a luxury staycation. This unit aims to cater to your every need so your vacation or business trip is an enjoyable one. You will feel totally relaxed at this unit .

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.
Apartment 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.

Guest favourite
A modern living area features a plush sectional sofa with decorative pillows, oriented towards a sleek glass coffee table. A large flat-screen TV is mounted on a stylish accent wall, with calming blue lighting enhancing the contemporary design. An open layout is visible, leading to a well-appointed kitchen.
Condo in Piarco
4.95 out of 5 average rating, 166 reviews

The Pad Luxury, Piarco Trinidad (With Pool)

The Pad: Modern Condo Near Piarco International Airport Dive into a realm of elegance and ease at "The Pad at Piarco" – our contemporary 2-bedroom condo nestled within a secure gated community. Situated just a stone's throw away from Piarco International Airport. This refined haven is crafted for those with an eye for luxury. Cool off at the swimming pool or relax in the plush interiors. The Pad at Piarco is in close proximity to 24hr gas stations, groceries, and vibrant malls.

Superhost
The three-story villa is illuminated at dusk, showcasing its elegant architecture. Arched balconies and large windows create a welcoming facade, while the surrounding landscape features palm trees. The entrance is framed by soft outdoor lighting, enhancing the serene atmosphere of the property.
Villa in Port of Spain
4.65 out of 5 average rating, 34 reviews

3 Story Villa | Maraval | Pool | Gated & Security

Experience the perfect home away from home in Maraval, Trinidad! This luxurious 3-bedroom, 3.5-bathroom, fully equipped villa 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. This home promises complete safety at all times with 24-hour security and inside a gated community aiming to ensure our guest's safety.

Guest favourite
A spacious living area features a mix of comfortable seating options, including a white sofa, a blue chair, and a dining table. Abundant natural light fills the room through multiple framed windows adorned with white shutters. A neutral color palette enhances the clean design.
Apartment in Port of Spain
5 out of 5 average rating, 31 reviews

Fantastic Woodbrook Apartment

Enjoy a stylish experience at this 3-bedroom modern apartment centrally located in the heart of Woodbrook. The large wrap-around balcony overlooks the pool and offers fantastic views over the mountain range and is close to excellent eateries, a movie theatre and other amenities. The apartment is located in a tower away from public roads so offers a quiet location despite being centrally located. The apartment is fully-equipped and with parking available for 2 cars.

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 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.
Apartment in Woodbrook
4.93 out of 5 average rating, 131 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.
Condo in Belmont
5 out of 5 average rating, 42 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.

Top Guest favourite
A serene pool area is surrounded by lush greenery, featuring a stone wall and a gentle waterfall. Comfortable lounge chairs are positioned nearby, enhancing the tropical ambiance. The garden's vibrant plants contribute to a peaceful retreat, inviting relaxation in the outdoor space.
Guest suite in Port of Spain
4.91 out of 5 average rating, 127 reviews

Tropical Haven - 2 bedroom apartment in Maraval

This spacious and tropical apartment has two bedrooms and two bathrooms, as well as a large open-plan kitchen and living room. There is also a luxurious pool in the lush garden. It is located in a quiet neighbourhood on the St. Andrews Golf Course in Moka and is only 20 minutes away from Maracas Beach or Port of Spain.

Popular amenities for Port of Spain holiday rentals

When is the best time to visit Port of Spain?

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Avg. price$154 AUD$219 AUD$217 AUD$148 AUD$153 AUD$151 AUD$147 AUD$154 AUD$148 AUD$140 AUD$147 AUD$151 AUD
Avg. temp27°C27°C27°C28°C29°C28°C28°C28°C29°C28°C28°C27°C

Frequently Asked Questions

  • How is the weather in Port of Spain?

    Port of Spain experiences a tropical climate, with temperatures typically ranging between 70°F (21°C) and 90°F (32°C) throughout the year. The city has a rainy season from June to December, with heavier rainfall typically occurring in the day and clear, warm nights. During the dry season, from January to May, the weather is typically sunny and hot with sporadic rain showers.

  • What are some of the best things to do in Port of Spain?

    Visitors in Port of Spain can explore the Queen's Park Savannah, a large park often used for various outdoor activities, soak in the serene beauty of the Royal Botanic Gardens, or learn about local history at the National Museum and Art Gallery. For those interested in culture, attending a live performance at the National Academy for the Performing Arts can be an enriching experience.

  • What is the best time of year to visit Port of Spain?

    The most popular time to visit Port of Spain is during the dry season, from January to May. The city's renowned Carnival, celebrated in February or early March, attracts many visitors with its vibrant parades, music contests, and cultural events. Another popular time to visit is during the Emancipation Day celebration in August.

  • What are the best places to stay in Port of Spain?

    Woodbrook is a popular area to stay in Port of Spain, known for its vibrant nightlife and dining scene. For those seeking a quieter stay, St. Clair, with its lush greenery and proximity to the Royal Botanic Gardens, is often recommended. The downtown area provides easy access to key attractions and shopping centers.

  • What are the best places to visit in Port of Spain?

    Popular places to visit in Port of Spain include the Magnificent Seven Houses, a row of impressive colonial-style buildings, the National Museum and Art Gallery, and the Cathedral of the Immaculate Conception. For a taste of local flora, the Royal Botanic Gardens is a frequent choice.

  • What are some hiking trails in Port of Spain?

    While Port of Spain itself doesn't have many hiking trails, there are several within a short drive. The Maracas Waterfall trail, located approximately 7 miles (11 km) from the city, is a popular choice for nature lovers. Another noteworthy trail is the Edith Falls and Chaguaramas trail, approximately 12 miles (19 km) from the city, featuring lush vegetation and waterfall views.

  • What are some family activities to do in Port of Spain?

    Families can explore the Emperor Valley Zoo, home to a variety of local and exotic animals. The Children's Museum of Trinidad and Tobago also provides interactive exhibits designed for young learners. For outdoor fun, families can enjoy a picnic at the Queen's Park Savannah or the Royal Botanic Gardens.

  • What are some of the best day trip ideas in Port of Spain?

    A day trip to Maracas Bay, just 19 miles (30 km) away from Port of Spain, promises a beautiful beach and local cuisine. For nature enthusiasts, a visit to the Caroni Bird Sanctuary, about 10 miles (16 km) away, provides the opportunity to see the national bird - the Scarlet Ibis.

  • Are there vacation rentals with a dedicated workspace in Port of Spain?

    Yes! Work meets play with ease at over 300 vacation rentals in Port of Spain featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Port of Spain?

    Four-legged friends are welcome in Port of Spain. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there Port of Spain vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 180 vacation homes with pools in Port of Spain, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in boutique hotel rentals in Port of Spain?

    Experience the best of Port of Spain with our boutique hotel rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do condo rentals in Port of Spain have a gym?

    Absolutely! We offer over 10 condo rentals with a gym in Port of Spain. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Port of Spain have air conditioning?

    Absolutely! We offer over 110 house rentals with air conditioning in Port of Spain. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Port of Spain have a bbq area?

    Absolutely! We offer over 10 apartment rentals with a bbq area in Port of Spain. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Port of Spain have wifi?

    Absolutely! We offer over 420 apartment rentals with wifi in Port of Spain. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly condo rentals in Port of Spain?

    Port of Spain has more than 40 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Guesthouse Rentals in Port of Spain?

    Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $15 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    760 of Port of Spain holiday rentals include Wi-Fi 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!