Holiday houses in Port of Spain Corporation

Tiny home in Port of Spain

5 out of 5 average rating, 8 reviews

the micro owlet | studio on the avenue (5 of 5)

The newest addition to The Owlet, hides the ultimate micro apartment in Woodbrook - just 10 secs walk to the MIDDLE of Ariapita Ave. This urban oasis has a place for you to feel safe while you sleep, work, cook, eat, binge watch, relax outside or do laundry! The tiniest details will surely impress you. Ever seen a tiny IKEA model apt and quipped, "You know, I could live in this!"? Then THIS is the place for you! Don't define comfort by sq footage only. This is all you need, nothing you don't.

Superhost

4.79 out of 5 average rating, 34 reviews

JON Suite (B)- Entire 1 bedroom/1 bath Apartment

Breathtaking design, views, and location. This 1 bedroom, 1 bathroom combines contemporary decor with modern amenities and an experience all can enjoy. Perfectly located in the heart of downtown, this modern apartment allows for easy access of everything the city has to offer. Nestled just steps away from the Queen’s Park Savannah, Performing Arts Academy, The Avenue, Cinemas, restaurants, shopping, and much more! Peaceful mornings and fun-filled afternoons await you at this unique experience!

Superhost

4.93 out of 5 average rating, 15 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.

5 out of 5 average rating, 113 reviews

Condo in Port of Spain

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 .

4.95 out of 5 average rating, 79 reviews

Modern apartment in a tropical garden

This self-contained studio apartment is in a tropical garden next to the main house. To be comfortable at our place it's important that you're at ease with dogs. Our cozy apartment has wifi, AC, a Smart TV w/ Cable and a well-equipped kitchen. Guests will be provided with a remote for the electronic gate and there is secure parking on the property. Steps from the Botanical Gardens and less than a 10min walk to Massy Stores, food takeout & restaurants. Close to the Savannah & downtown POS.

4.95 out of 5 average rating, 42 reviews

Cottage in Port of Spain

Cozy City Sanctuary

Discover your urban oasis at The Cottage, nestled in the vibrant epicenter of the city. Just a leisurely five-minute stroll from the Queen's Park Savannah, essential amenities, and a diverse array of culinary delights, this retreat is a haven for both the astute business traveler and the remote worker, boasting lightning-fast Wi-Fi. Experience peace of mind with secure on-site parking for your vehicle. Welcome to your serene sanctuary, where convenience meets tranquility.

4.88 out of 5 average rating, 120 reviews

Comfy Apt, fantastic Woodbrook, POS location

This is a comfy apartment located in the heart of Woodbrook in Port of Spain, Trinidad. It is a stone's throw away from the shops, restaurants and the night life and is opposite One Woodbrook Place which hosts a variety of bars, restaurants, an IMAX theatre and much more! The Apartment is located in a quiet and secure gated compound. It comes fully furnished and equipped with everything one would need to feel at home. Looking forward to welcoming our new guests!

4.86 out of 5 average rating, 90 reviews

Calypso Cottage

The Property is located in the heart of Woodbrook just a 5 minute walk away from either Ariapita Avenue or Tragarete Road. It is in close proximity to the Long Circular Mall, Queen's Park Savannah, the Oval and the restaurants, bars and cinemas in One Woodbrook Place or MovieTowne. Public Transport is accessible from either Ariapita Avenue or Tragarete Road. Alternatively there is one parking space to the front of the building for a rental car.

Superhost

4.77 out of 5 average rating, 102 reviews

3 minutes walk to everything on the Avenue

Two bedroom modern and stylish space for friends, family and even a couple who enjoy a spacious dwelling while spending quality time together. Uniquely minutes away from the city's most popular entertainment hub it's very quiet yet has the easiest access to all services, is guaranteed for your comfort and for the adventurous type a myriad of fun, spunky mini hubs are within walking distance.We make it easy for you to have a great stay.

5 out of 5 average rating, 8 reviews

Condo in Port of Spain

Elegant, Classy 2-bedroom on Ana Street Woodbrook

Feel at home in this peaceful and centrally-located 2 bedroom apartment, equipped with kitchen, full bathroom and living area. This space is ideal for those traveling or working near Port of Spain and families on vacation. You'll find restaurants, grocery stores, pharmacies, shopping centers, and entertainment options all within a minute's walk. Whether you're here for work or leisure, everything you need is just steps away.

4.92 out of 5 average rating, 112 reviews

Stylish Woodbrook 2 Bedroom Apartment(3)

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 Tragrete 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.

4.87 out of 5 average rating, 144 reviews

Hidden Gem in the Heart of St James

This self-contained one bedroom studio has a metropolitan vibe that is ideal for a traveller on the go. It has its own private entrance on the ground floor and is conveniently located along the public transportation lines on the St. James Main Rd. There are nearby coffee shop, convenience stores, restaurants, bars pubs and medical facilities. N: Please contact me prior to making a carnival booking, thanks!

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Other great holiday rentals in Port of Spain Corporation

Private room in Port of Spain

4.58 out of 5 average rating, 84 reviews

Quick Rest in the City - Unit 2

JohnRating, 5 stars1 month ago

Great stay! Close to Arapita Ave and movietowne shopping center so lots to do. Thank you Hamid and much love from USA

5 out of 5 average rating, 4 reviews

The QUAD Luxury Condo (2 mins walk to Savannah)

SashaRating, 5 stars1 month ago

Absolutely beautiful place. Quite cozy and comfortable. Clean, has all the amenities that a home has. Aesthetically beautiful. Both host and co-host were awesome. Very responsive, Anika very warm and easy to communicate with. Would definitely recommend and would definitely make it my home away from home when visiting Trinidad.

Hotel room in Port of Spain

4.77 out of 5 average rating, 100 reviews

The Dream27 (B)- Boutique Room w/Priv Bath and Kit

JendayiRating, 5 stars1 month ago

Enjoy my stay and would definitely book again! Place was very clean and cozy. The location was very convenient, there were places to get things to eat as soon as you stepped out and within walking distance and a bar to hang out near by. 10/10 would recommend.

Condo in Port of Spain

4.86 out of 5 average rating, 49 reviews

Cozy 2BR condo in Woodbrook, Port-of-Spain

NatashaRating, 5 stars1 month ago

The place was perfect and the host was super responsive, friendly and helpful. Great location, comfortable and clean. Will definitely use again. Love that there is reserved parking. Felt safe and at home. Many great restaurants near by.

4.84 out of 5 average rating, 45 reviews

Medella Place - Ideal for Vacation/Business Trip.

EricaRating, 5 stars9 months ago

I really enjoyed my stay at Andrea and Ashraf’s Airbnb. If you are familiar with the New Town/Woodbrook area, their Airbnb is the perfect place for you. It is close to numerous restaurants, stores, and there is a supermarket very close by. It is also only a short walk to the Savannah. I would recommend this Airbnb to absolutely anyone.

4.97 out of 5 average rating, 32 reviews

Veroniques House Two Bedroom Apartment

StefanyRating, 5 stars1 week ago

Joevorn was a great host. Easy to communicate with. Clear instructions to get into the house. He even helped us out. The place was exactly as pictured. The place seems to be centrally located so we didn’t have problems finding food or anything else we need. Truly enjoyed our stay. We definitely recommend staying here.

Private room in Port of Spain

4.89 out of 5 average rating, 270 reviews

Warm & Sunny in Port of Spain

DanielRating, 5 stars1 week ago

Ally’s place was a very comfortable place to stay in a good location within Port-of-Spain. She was lovely to speak with, easy to find and the check-in/checkout process was smooth. Would highly recommend.