Holiday houses in Port of Spain

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Top-rated holiday rentals in Port of Spain

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Guest favourite

Apartment in Port of Spain

5.0 out of 5 average rating, 25 reviews

the owlet 4 | modern upper level Ave view (4 of 4)

You are 20 footsteps away from the middle of Ariapita Ave! This upper level unit is perfect for work or retreat. All linked by a lush garden, these modern styled apts offer on-site parking and walk in through remote controlled gates. Feel at home as you enter the compound designed with security in mind. Each with private bath, kitchen. Laundry facilities on site. Fully AC'd. Fast Wi-Fi and smart TV. Your home away from home with an avenue view from your private balcony. Compound sleeps up to 10!

17–24 Jun

$200 NZD per night

Guest favourite

Apartment in Port of Spain

4.96 out of 5 average rating, 95 reviews

SoHo

Central air condition, spacious, modern, 2 bdr- 3 mins from everything . Perfect for Carnival, located in Newtown, Port of Spain, and very cozy once inside. Enjoy the best of both worlds, be in the city and also have the luxury of a quiet, cozy location. Ideal for business or vacation. Walk to 24-hour convenience shop, the Savannah, US embassy, local food, casual dining, fine dining, sports bar, coffee shop, public transport, pharmacy, grocery, Ariapita Avenue and more. Fully equipped kitchen.

13–20 Sep

$215 NZD per night

Guest favourite

Holiday home in Port of Spain

4.93 out of 5 average rating, 84 reviews

Jungle Oasis: Sea&City Views with Ruby Sunsets

Experience the ultimate escape at our luxurious villa. With breathtaking views of the Caribbean Sea, a serene environment, and fully-equipped amenities, this is the perfect getaway for couples, families, and business professionals. Let the cool windward breezes rejuvenate your soul while gazing upon the majestic boats sailing towards the horizon, painting the sky with a stunning array of ruby hues during the unforgettable sunsets. Book now and indulge in the tranquility of this tropical paradise

18–25 Nov

$377 NZD per night

Guest favourite

Home in Port of Spain

4.97 out of 5 average rating, 31 reviews

Beautiful Villa near City & Beach

Enjoy this perfectly situated Modernised Villa in St. Anns, located just 2 mins from the Queens Park Savannah, Port of Spain; making it a prime vacation spot! This entirely modernised split level home boasts three bedrooms, open plan living and dining area, WiFi and 50" Smart TV which lends itself to good use either as a vacation or business trip. Plan an eventful time as this home is near all of your favourite places and activities while being in a peaceful fully gated and secured location!

13–20 Oct

$237 NZD per night

Guest favourite

Place to stay in Paramin

5.0 out of 5 average rating, 40 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!

27 Mar – 3 Apr

$320 NZD per night

Guest favourite

Apartment in Port of Spain

4.98 out of 5 average rating, 45 reviews

Savannah Retreat

Contemporary designer-decorated, 1 bedroom apartment in the heart of Port of Spain; across from Queens Park Savannah. Offers all amenities to make your stay feel like home away from home. Located in securely gated building with night-time security and daytime janitor. 6th floor rooftop terrace with panoramic views of the Savannah, city, sea and mountain range. Steps away from major Embassies or High Commissions; walking distance to restaurants and close proximity to major entertainment venues.

24 Sep – 1 Oct

$218 NZD per night

Guest favourite

Apartment in Port of Spain

5.0 out of 5 average rating, 9 reviews

Perfect location/ Pool - White Sand Apt

Welcome to “Sands of Time”, a secure compound with beautiful apartments. This apartment, which is named “White Sand” is perfect if you like a little bit of everything. Top-tier location. Comfortable living. Stylish and modern amenities. A place to retreat. You can choose to enjoy coffee on your private patio or lounge by the poolside. Also, if you are a nature lover, take advantage of the patio between 4:30 -5:30 pm as you see flocks of birds returning to their homes.

22–29 Nov

$216 NZD per night

Guest favourite

Apartment in Port of Spain

4.82 out of 5 average rating, 213 reviews

Cozy Apartment in the heart of Woodbrook, POS

This is a cozy 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 strip 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!

16–23 Aug

$168 NZD per night

Guest favourite

Guesthouse in Port of Spain

4.96 out of 5 average rating, 26 reviews

Cozy City Sanctuary

A cozy one-bedroom apartment with an open-plan kitchen and dining area. Modern interior with a fully equipped kitchen with all amenities for your convenience. Pictures from local artists adorned the apartment walls. The living room has a smart tv for your viewing pleasure and Wi-fi is available throughout the apartment. The utility room has a washer and dryer combo along with a clothes rack. The outdoor patio is perfect to relax and enjoy the Caribbean breeze.

23–30 Aug

$183 NZD per night

Guest favourite

Condo in Port of Spain

4.91 out of 5 average rating, 11 reviews

Modern Condo in Port of Spain

The Pad: Modern Condo Near The Queens Park Savannah, Port of Spain. Dive into a realm of elegance and ease at "The Pad at Queens Park" – our contemporary 1-bedroom condo nestled within a secure gated community. Situated 1 minute walk away from Queens Park Savannah and the city. This refined haven is crafted for those with an eye for luxury. The Pad at Queens Park is located at the most convenient location close to all the fun and action downtown.

29 Jun – 6 Jul

$214 NZD per night

Superhost

Apartment in Port of Spain

4.89 out of 5 average rating, 27 reviews

One Bedroom Exquisite Luxury

Fully furnished 1 bedroom, 1 bathroom, One Woodbrook Place Condo. Convenient location, Excellent Decor, Modern with an Amazing Sceneic Balcony View and Safe Environment. Designed for that client traveling for business, couples traveling for vacation or stay-cation. Considered a home away from home haven. Please feel free to message with any questions, queries and specials. Looking forward to hosting you. Regards, Sir

9–16 Sep

$225 NZD per night

Guest favourite

Guest suite in Port of Spain

4.89 out of 5 average rating, 110 reviews

Tropical Haven - 2 bedroom apartment in Maraval

This spacious and tropical apartment has two bedrooms and two bathrooms, as well as a large open-plan kitchen and living room. There is also a luxurious pool in the lush garden. It is located in a quiet neighbourhood on the St. Andrews Golf Course in Moka and is only 20 minutes away from Maracas Beach or Port of Spain.

10–17 May

$232 NZD per night