
Holiday rentals in Port of Spain
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Top-rated holiday rentals in Port of Spain
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Luxury 3BR Condo • Executive • Stunning Views •
✨About This Space✨ Luxury, Comfort, Business or Family, come immerse yourself in this stunning panoramic view suite at One Woodbrook Place, POS. Perfect for business travelers, executives, couples and family getaways. This 3 bedroom, 2 1/2 bath condo combines stunning views, comfort, security and unbeatable location. Wake up to sunrises over the city, Wi-Fi, stylish furnishings, modern amenities, and 24/7 secure parking—all just steps from the best in dining, nightlife, and cultural events.

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.

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.

Warm 1-Bedroom Annexe Woodbrook
Hamilton House has a warm and cosy annexe attached to the back of the main house with limited natural light. Sufficiently decorated 1-bedroom in Woodbrook ideally suited for the lone traveller or up to 2 persons. Comes with all the amenities close to significant conveniences (walking distances) such as parks, pharmacies, restaurants, supermarkets, bars, cinemas, public/private health institutions, embassies & more. It is located on a short, quiet street but can get noisy on the weekends.

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.

One Great Place to Stay
Ideal location for short and long stay. Conveniently located in centric Woodbrook. This luxurious condo with all inclusive facilities works both as a getaway site as well as a starting point with access to it all. Saint James’ western Main road is known as the street that never sleeps, The Savanah, Imax and Cinema One, Pharmacies, Banks, Shopping malls, Carnival prime location, Car rentals, Ariapita Avenue (The Avenue) Restaurants all within walking distance of this great place to stay.

Modern safe 1BED - gated,pool,kitchen,WiFi,Netflix
Located in an attractive and safe neighborhood our modern 1 bed self contained apartment has a queen bed, ample closet space with a spacious living, dining and kitchen area for your comfort. SmarTV with Netflix signed in & BBC, YouTube & fast WIFI. The kitchen is fully equipped with utensils, all 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.

-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!

Modern Apartment, Queen’s Park Savannah
Welcome to your comfortable and stylish 2-bedroom, 1-bath apartment, perfectly located directly opposite Queen’s Park Savannah in the heart of Port of Spain, Trinidad. This prime location puts you within walking distance of major attractions, restaurants, and shopping. Whether you’re visiting for business, Carnival, or a relaxing getaway, this apartment offers the perfect mix of comfort and convenience. Book your stay today!

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.
Popular amenities for Port of Spain holiday rentals
Other great holiday rentals in Port of Spain

3 Story Villa | Maraval | Pool | Gated & Security

The QUAD Luxury Condo (2 mins walk to Savannah)

The Cozy Nest

Luxury 2BR Apartment in Woodbrook – Prime Location

Modern 1 BR Boutique Apt | Savannah

1*-bedroom Tranquil Retreat Maraval (Apt5)

Comfort & Style in this newly built Apartment(1)

Cool Carib 1BR Woodbrook Gingerbread House Flat 5
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 | $143 SGD | $235 SGD | $130 SGD | $124 SGD | $128 SGD | $127 SGD | $123 SGD | $130 SGD | $124 SGD | $127 SGD | $130 SGD | $134 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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