
Holiday rentals in Port of Spain
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Top-rated holiday rentals in Port of Spain
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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.

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.

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.

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.

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.

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).

The Cozy Nest
Keep it simple at this peaceful and centrally-located in an upscale neighborhood a mile away from the Queens Park Savannah. Apartment is sperate but attached to the main house. Dedicated parking spot right in front of the unit and no stairs to access. Front yard has views of downtown Port of spain. Apartment is fully air-conditioned with TV with Netflix and all movies and wifi available. Bedroom has queen bed and washer/dryer. Option for breakfast to be provided!

-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!

Comfort & Style in this newly built Apartment(1)
Newly built, comfortable apartment that is conveniently located in the Woodbrook area of Port of Spain. Walking distance to Ariapita Avenue, the famous Queen's Park Oval and many restaurants and bars on Tragarete Road. Easy access to many popular spots but quiet enough to have a night in. The flat is equipped with two double bedrooms, a living room, a kitchen, a washer and dryer, free WiFi and fully air conditioned.
Popular amenities for Port of Spain holiday rentals
Other great holiday rentals in Port of Spain

*Luxurious Condo in One Woodbrook!* PoS *Carnival*

The QUAD Luxury Condo (2 mins walk to Savannah)

Luxury 2BR Apartment in Woodbrook – Prime Location

The Pad Luxury, Santa Cruz (With Pool)

Cool Carib 1BR Woodbrook Gingerbread House Flat 5

Pandora's Zen

Hidden Valley – Samaan 3bdr w Roof Terrace & Pool

Jungle Oasis: Sea&City Views with Ruby Sunsets
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 | $234 SGD | $129 SGD | $124 SGD | $128 SGD | $127 SGD | $123 SGD | $129 SGD | $124 SGD | $127 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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