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
4.91 out of 5 average rating, 128 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, 193 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 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
4.94 out of 5 average rating, 31 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.

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
4.98 out of 5 average rating, 129 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, 16 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 large outdoor pool is surrounded by a tiled patio, offering expansive views of the nearby hills and sky. Sunlight reflects off the water's surface, while lush greenery and palm leaves frame the scene, highlighting the serene atmosphere of the complex.
Condo in Port of Spain
4.98 out of 5 average rating, 42 reviews

*Luxurious Condo in One Woodbrook!* PoS

You’ll enjoy easy access to everything from this centrally located place, located in the most exclusive building in Port of Spain, Trinidad. -Secure & gated entrance -Parking included -5 minute drive to Ariapita avenue (“The Ave”) Our LUXURIOUS condo at 1 Woodbrook Place will make you feel at home while being the perfect getaway. Gym, Pool, Restaurants, Bars, IMAX Theater, Shopping, & NightClub are all conveniently located in the complex. Enjoy Amazing views of the city & the hills!!!

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, 170 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
4.66 out of 5 average rating, 35 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 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, 32 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, 149 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 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
4.93 out of 5 average rating, 130 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.

Superhost
Condo in Port of Spain
5 out of 5 average rating, 5 reviews

Luxurious 1-Bedroom Condo (With Pool)

Take it easy at this unique and tranquil getaway. This gated compound is located in early Maraval, and is only 5 minutes away from the supermarket, food hubs and 2 of the largest pharmacies in Trinidad (Starlite and Superpharm). Perfect for travelers or business professionals. It is also 25 minutes away from the beautiful Maracas Bay, 20 minutes from Port of Spain and 15 minutes from Ariapita Avenue!

Popular amenities for Port of Spain vacation rentals

When is the best time to visit Port of Spain?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$20,906 GYDG$29,687 GYDG$29,478 GYDG$20,070 GYDG$20,697 GYDG$20,488 GYDG$19,861 GYDG$20,906 GYDG$20,070 GYDG$19,025 GYDG$19,861 GYDG$20,488 GYD
Avg. temp27°C27°C27°C28°C29°C28°C28°C28°C29°C28°C28°C27°C

Frequently Asked Questions

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

    Port of Spain has lively neighborhoods such as Woodbrook, St. Clair, and Belmont, each known for access to dining, music venues, and cultural attractions. Many travelers enjoy staying near Queen's Park Savannah for green spaces and local energy.

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

    Families often explore Queen's Park Savannah for open play, visit Emperor Valley Zoo to see regional wildlife, and wander around botanical gardens. Creativity can flourish at local arts workshops or family-friendly museums.

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

    Discover Queen's Park Savannah, browse fresh produce at local markets, and visit the National Museum and Art Gallery for Trinidadian history. Music, cuisine, and lively street scenes are at the heart of Port of Spain’s appeal.

  • How is the weather in Port of Spain?

    Port of Spain has warm tropical weather year-round, with temperatures typically between 72–91°F (22–33°C). The wet season occurs from June to December, bringing heavier rainfall and lush greenery.

  • When is the best time to visit Port of Spain?

    Many prefer visiting Port of Spain between January and May when rainfall is lower and temperatures are warm. This period is frequently suggested for outdoor activities and seasonal festivities.

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

    Explore Queen's Park Savannah, tour the Magnificent Seven heritage houses, and visit the National Museum and Art Gallery for insights into local culture. The botanical gardens provide a quiet retreat surrounded by tropical plants.

  • What are some hiking trails in Port of Spain?

    Port of Spain has nature trails around the Botanical Gardens, and the nearby foothills offer routes through forested terrain. The Northern Range is often recommended for more adventurous hiking experiences.

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

    Families can picnic at Queen's Park Savannah, meet animals at Emperor Valley Zoo, and explore hands-on exhibits at museums. Parks and art studios also welcome children for creative play.

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

    Travelers often explore Maracas Beach for swimming and local snacks, visit Caroni Swamp for birdwatching, or head to Chaguaramas for nature adventure parks, historical sites, and trails. Each destination is known for a distinct local experience.

  • Are there any pet friendly accommodations available in Port of Spain?

    Port of Spain has pet-friendly stays in neighborhoods such as Woodbrook, St. Clair, and around Queen’s Park Savannah. Local parks and green spaces make it easier to enjoy outings with your pet.

  • What are some local tips for visiting Port of Spain?

    Bring comfortable clothing for warm weather, and try locally rooted street foods at markets. Embrace the city’s rhythm by attending music events or exploring open-air spaces around Queen’s Park Savannah.

  • What is Port of Spain known for?

    Port of Spain is known for its vibrant music, cultural festivals, and historic architecture, including the Magnificent Seven houses. Local markets and lively street celebrations highlight Trinidadian traditions.

  • What are the best hidden gems to explore in Port of Spain?

    Explore local street art in Woodbrook, relax in smaller botanical gardens, or visit artisan studios for Trinidadian crafts. Hinterland neighborhoods often have less-traveled food stalls and music spaces.

  • What are the best foods to try in Port of Spain?

    Port of Spain has distinct dishes such as doubles, bake and shark, and pelau, reflecting diverse influences. Street food vendors often serve roti, tropical juices, and other locally rooted favorites.

  • What should I bring for a trip to Port of Spain?

    Pack breathable clothing, a sun hat, and sunscreen for the tropical climate. A reusable water bottle and walking shoes help with exploring markets, parks, and cultural sites.

  • What is the nightlife in Port of Spain like?

    Port of Spain's nightlife has lively music in Woodbrook clubs, late-night eats in St. James, and relaxed bars near Queen’s Park Savannah. Live soca and calypso are part of the city’s energy, especially during festival seasons.

  • What are the most popular events or festivals in Port of Spain?

    Port of Spain is known for Trinidad Carnival, a vibrant celebration of music and costume often held in early spring. Cultural festivals, steelpan performances, and food fairs are regularly featured throughout the year.

  • Are there family friendly vacation rentals in Port of Spain?

    Port of Spain has family-friendly rentals, especially in neighborhoods like St. Clair, Woodbrook, and Belmont. Many homes are located near parks and local attractions suitable for all ages.

Quick stats about vacation rentals in Port of Spain

  • Total vacation rentals

    Explore 780 vacation rentals in Port of Spain

  • Nightly prices starting at

    Port of Spain vacation rentals start at G$2,091 GYD per night before taxes and fees

  • Verified guest reviews

    Over 12,230 verified reviews to help you choose

  • Family-friendly vacation rentals

    320 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation 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 vacation 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!