Vacation rentals in Port of Spain

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Top-rated vacation rentals in Port of Spain

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Superhost
A serene balcony features a hammock and a small dining set with two chairs, all placed on lush green turf. A telescope is positioned for panoramic views of the ocean and surrounding landscape, complemented by bright sunlight streaming in.
Place to stay in Port of Spain
4.92 out of 5 average rating, 122 reviews

Enchanted Forest:Projector/Pool/Jacuzzi/King Bed

Step into the enchanting embrace of our forest-themed villa nestled in the heart of Port of Spain. Elegance meets adventure in this central haven, where captivating ocean views and stunning sunsets, with boats dotting the horizon, await your arrival. This space promises an experience beyond the ordinary. With proximity to shopping malls, restaurants, nightlife and more. Our villa is the perfect blend of convenience and serenity, making it an ideal retreat for travelers seeking the extraordinary.

Top guest favorite
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, 183 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 favorite
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.
Apartment 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

Guest favorite
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
4.96 out of 5 average rating, 25 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 favorite
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
5 out of 5 average rating, 124 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 favorite
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, 11 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 favorite
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, 160 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.

Guest favorite
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.

Guest favorite
A shimmering swimming pool is framed by elegant columns and lounge chairs, inviting relaxation. The surrounding area features well-maintained gardens and stylish architecture, with a backdrop of bright blue skies.
Villa in Port of Spain
4.85 out of 5 average rating, 71 reviews

Luxury 3BR | Maraval | Pool | Gated With Security

Experience luxury and comfort in this stunning 3-bedroom, 3.5-bathroom villa in Maraval, Trinidad. Fully equipped with modern amenities, this serene retreat is perfect for a relaxing getaway. Conveniently located just minutes from restaurants, pharmacies, grocery stores, and shopping plazas, everything you need is within easy reach. Nestled in a gated community with 24-hour security, this home ensures a safe and peaceful stay for all guests.

Top guest favorite
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, 38 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 favorite
A pool area is highlighted by a clear blue water surface and surrounded by several lounge chairs with striped cushions. Decorative plants in black pots are positioned around the space. A canopy overhead offers shade, with string lights hanging above for a warm ambiance.
Apartment in Port of Spain
4.98 out of 5 average rating, 40 reviews

Sands of Time - Desert Sand Apt

This elegant apartment is near major shopping plazas as well as gourmet shops, and is ideal for persons who enjoy being centrally located. The pool is perfect on a hot day and looks even better at night. The space gives you a luxury resort feel while having the perks/amenities of a home. You can walk to the mall or to the Queen's Park Savannah and drink out of a fresh coconut.

Popular amenities for Port of Spain vacation rentals

Quick stats about vacation rentals in Port of Spain

  • Total rentals

    780 properties

  • Nightly prices starting at

    G$2,091 GYD before taxes and fees

  • Total number of reviews

    12K reviews

  • Family-friendly rentals

    320 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    180 properties have a pool

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 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 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.