
Holiday rentals in Port of Spain
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Top-rated holiday rentals in Port of Spain
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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- Modern & Cozy•King Bed & 1 bath•Views
A beautifully designed modern NYC styled 1 bed/1bath, 2nd floor apartment with mountain views within a charming, older, secured compound. An open concept living space with a fully equipped kitchen, Wi-Fi, a smart tv, fully ac, non smoking, 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 supermarket. Convenient transportation. Amazing views for coffee mornings and evening sips!

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.

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.

Luxury 2BR Apartment in Woodbrook – Prime Location
Step into luxury in the heart of Woodbrook. This spacious, fully furnished upper-floor apartment offers the perfect blend of elegance and ease — ideal for both business and leisure. Yes, you’re just minutes from Ariapita Avenue’s restaurants, cafes, and nightlife — all just a 5–8 minute stroll away. Step onto your private balcony each morning with coffee in hand, or unwind in the evening with a quiet sunset lime as the city hums around you. Your Woodbrook escape awaits — say yes today!

Deluxe 2BR Condo • Elegant • Homey • Amazing Views
✨ About This Space ✨ Recharge, reflect, and stay productive in this classic executive 2-bedroom, 2- bath condo located in POS at One Woodbrook Place. Perfectly suited for business travelers, executives, consultants, couples, friends and family. This well-appointed space offers the ideal balance of privacy, luxury, convenience and location. Just steps away from top restaurants, entertainment and key business hubs, this home away from home is your space for productivity and relaxation.

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.

Modern 1 BR Boutique Apt | Savannah
This thoughtfully designed one-bedroom apartment blends the elegance of Woodbrook’s colonial gingerbread charm with modern living. Enjoy a king-size bed, en suite bathroom, and a full kitchen equipped with stainless steel appliances and handcrafted wood finishes. Natural light fills the open-plan layout, featuring a workspace and a cozy pull-out sofa for extra guests. Every detail reflects the soul of Woodbrook’s timeless architecture. * Unit allocated maybe Apt 1 / 2 (same).

Luxury Condo in Port-Of-Spain
Welcome to your stylish home away from home in Belmont, Port of Spain! This gorgeous top-floor 1-bedroom condo is located in a secure gated community steps away from Queen's Park Savannah! Wake up to stunning skyline views, enjoy your morning coffee on the balcony, and unwind in a peaceful space just minutes from the action downtown. Whether you’re visiting for business or leisure, you’ll enjoy comfort, convenience, and peace of mind in this contemporary condo!

-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!

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.

#1 Stylish Centrally Located Apartment
Brand new building located in the heart of Saint James with six fully furnished, stylish apartments on the first floor. Supermarket, pharmacy, ATM, fast-food, beauty salons, public transportation within one minute walk. Bars, restaurants and shopping, less than 5 minutes walk.
Popular amenities for Port of Spain holiday rentals
Other great holiday rentals in Port of Spain

Luxurious Oasis 3Br. Villa with Private Pool

Cool Carib 3BR Flat Off “The Avenue” in Woodbrook

Fitt Inn #1 One Bedroom NEW Woodbrook apartment

Savannah Nest

Lavish Livin’

Tstays Self Check-in Hotel Panorama Suite

Enchanted Forest:Projector/Pool/Jacuzzi/King Bed

The Shire Key at Queens Park Court
When is the best time to visit Port of Spain?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $142 SGD | $233 SGD | $129 SGD | $124 SGD | $128 SGD | $126 SGD | $122 SGD | $129 SGD | $124 SGD | $126 SGD | $129 SGD | $133 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 |
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 $26 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
900 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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