Holiday houses 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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Top Guest favourite
Home in Goodwood Park Extension
4.94 out of 5 average rating, 16 reviews

Luxurious Oasis 3Br. Villa with Private Pool

Luxurious villa with private pool and beautifully sculpted gardens, offering privacy and relaxed elegance. The master bedroom and spacious living room both open directly onto the pool deck, perfect for seamless indoor-outdoor living. Fully air-conditioned, modern 3-bedroom home is exceptionally spacious and includes parking for up to four cars. Ideally located on Trinidad’s Gold Coast Minutes from The Falls Mall, supermarkets, pharmacy, and walking distance to Park & Trinidad Yacht Club.

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, 230 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 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 Port of Spain
4.96 out of 5 average rating, 49 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 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
4.98 out of 5 average rating, 138 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 Port of Spain
5 out of 5 average rating, 27 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
Apartment in Port of Spain
4.77 out of 5 average rating, 70 reviews

Graceful 1BR Suite • Cozy • Safe • Relaxation

✨ About This Space✨ Step into your private city-view retreat at One Woodbrook Place — in the heart of the Capital, Port of Spain. Ideal for business travellers, consultants, couples, and extended-stay guests, this 1-bedroom, 1-bath condo blends comfort, peace of mind, security, and a prime location. Enjoy calming balcony views, Wi-Fi, modern amenities, and 24/7 secure parking — just moments from dining, nightlife, cultural events, and Ariapita Avenue. Your home away from home awaits.

Guest favourite
A private pool is framed by a wooden deck and lush greenery, creating a calm outdoor space. The surrounding building features large windows that allow light to filter in, with carefully arranged plants adding a touch of color to the environment.
Apartment in Port of Spain
4.94 out of 5 average rating, 103 reviews

Carnival safe 1BR, pool, kitchen, in St. Anns

Located in an attractive and safe neighborhood our 1 bed self contained apartment features 1 queen bed, ample closet space along with a spacious living, dining and kitchen area for your comfort. Fast wifi, SmarTV with Netflix signed in, BBC, YouTube apps. The kitchen is fully equipped with utensils, small appliances, washer & dryer so everything you need is in one place. Outdoor garden and pool area to enjoy. Easy access to Port Of Spain, the Savannah, restaurants, grocery and shops.

Top Guest favourite
A round glass dining table is surrounded by four metal chairs featuring floral designs. A neutral placemat sits in the center, and a decorative candle holder adds a touch of simplicity. Greenery is present in the background, enhancing the space's natural appeal.
Apartment in Port of Spain
4.93 out of 5 average rating, 112 reviews

Stylish Woodbrook 2 Bedroom Apartment(2)

Beautiful 2 bedroom apartment on a quiet street in the Woodbrook area, close to Oval and just off Ariapita Avenue. The apartment building was recently built and this downstairs apartment opens unto a lovely garden area which can be used for sunbathing or dining outside. The apartment is also close to all the entertainment areas and provides ease of access to the business district. The two bedrooms, living and dining areas are fully air conditioned and the kitchen is well equipped.

Guest favourite
A vibrant pink inflatable float rests in a clear swimming pool, surrounded by smooth concrete edges. The backdrop features a modern building with large windows, contributing to a serene atmosphere. Subtle greenery is visible along the perimeter, enhancing the setting.
Condo in Piarco
4.94 out of 5 average rating, 196 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.

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.
Apartment in Port of Spain
4.95 out of 5 average rating, 112 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!

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 Port of Spain
4.97 out of 5 average rating, 69 reviews

Luxurious 1-Bedroom Condo in Port of Spain

Take it easy at this cozy and luxurious getaway. - Self Check-In ✅ - Modern Gated Compound with keycard only access 🔐 - Dedicated workspace 💪 - Private Balcony 👍 - 2 minutes away from the Queen's Park Savannah 👌 - 5 minutes away from Massy Grocery 🥬 - 10 minutes away from Ariapita Avenue 🍱💃 - 30 minutes from Maracas Bay 🏝️ Perfect for travelers or business professionals.

Guest favourite
Apartment in Carenage
4.89 out of 5 average rating, 9 reviews

Luxury 3 BR, Ocean view, Pool, 10 mins from POS

Experience the perfect blend of luxury and tranquility at Avaya, a bright and breezy island-inspired apartment in Glencoe, Trinidad and Tobago. Enjoy spacious accommodations with three bedrooms, a refreshing swimming pool, and modern amenities. Perfect for events, this apartment offers a serene escape with easy access to local attractions.

Popular amenities for Port of Spain holiday rentals

When is the best time to visit Port of Spain?

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Avg. price$190 NZD$312 NZD$173 NZD$166 NZD$171 NZD$169 NZD$164 NZD$173 NZD$166 NZD$169 NZD$173 NZD$178 NZD
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 holiday rentals in Port of Spain

  • Total holiday rentals

    Explore 930 holiday rentals in Port of Spain

  • Nightly prices starting at

    Port of Spain holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 13,290 verified reviews to help you choose

  • Family-friendly holiday rentals

    350 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    200 properties feature pools

  • Rentals with dedicated workspaces

    350 properties have a dedicated workspace

  • Wi-Fi availability

    900 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!