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Holiday rentals in Port of Spain

Find and book unique accommodation on Airbnb

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
4.95 out of 5 average rating, 19 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
Apartment in Maraval
4.97 out of 5 average rating, 32 reviews

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!

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.
Flat 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.

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.
Flat 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
Flat in Port of Spain
4.98 out of 5 average rating, 44 reviews

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!

Top guest favourite
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.
Apartment in Port of Spain
4.98 out of 5 average rating, 44 reviews

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

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 favourite
Apartment in Port of Spain
4.87 out of 5 average rating, 63 reviews

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.

Guest favourite
The condominium towers rise against a clear blue sky, featuring balconies and large windows. Lush palm trees line the base, complementing the modern architectural design with warm tones and varying heights, creating a distinct city skyline.
Flat in Port of Spain Corporation
4.91 out of 5 average rating, 54 reviews

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.

Superhost
A modern kitchen is displayed, featuring white cabinetry and a stainless steel refrigerator. Natural light enters through a window with sheer curtains. An open layout includes a smooth countertop that separates the kitchen from an adjoining space, equipped with small appliances and a microwave.
Flat in Port of Spain
4.91 out of 5 average rating, 22 reviews

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.

Guest favourite
Flat in Port of Spain
5 out of 5 average rating, 5 reviews

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).

Guest favourite
Flat in Port of Spain
5 out of 5 average rating, 5 reviews

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

When is the best time to visit Port of Spain?

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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. 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 $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!