Holiday houses in Port of Spain

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Top-rated holiday rentals in Port of Spain

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Guest favourite

Holiday home in Port of Spain

4.91 out of 5 average rating, 102 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

Guest favourite

Rental unit in Port of Spain

4.96 out of 5 average rating, 97 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.

Guest favourite

Place to stay in Paramin

5 out of 5 average rating, 66 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!

Guest favourite

Rental unit in Port of Spain

5 out of 5 average rating, 29 reviews

the owlet 2 | modern 1br off Ariapita Ave (2 of 5)

Firstly, you are *10 secs* walk from The Avenue. Part of an apartment cluster (can sleep up to 10!) located steps away from exciting Ariapita Avenue yet tranquil enough to serve as a peaceful retreat. All linked by a lush garden, these modern styled apts offer on-site parking on a compound designed with security in mind. Private bath, kitchen and laundry facilities. Fully AC'd. Fast Wi-Fi and smart TVs. Your home away from home. Park outside your doorstep. No planned events.Strict min stay.

Guest favourite

Guesthouse in Port of Spain

4.97 out of 5 average rating, 30 reviews

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.

Guest favourite

Rental unit in Port of Spain

4.82 out of 5 average rating, 230 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!

Guest favourite

Condo in Port of Spain

4.9 out of 5 average rating, 31 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.

Superhost

Rental unit in Port of Spain

4.86 out of 5 average rating, 37 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

Guest favourite

Rental unit in Port of Spain

4.98 out of 5 average rating, 43 reviews

Stacys Place #3: Studio Apartment

This studio apartment is ideal for any single traveler or couple seeking convenience of location. Surprisingly spacious with multiple living spaces and optimal functionality. Guests most certainly are delightfully surprised that this space lacks nothing. It is private and checks all the boxes of a home. A hotel room allure with an at home vibe. Perfect for work from home or traveling for business.

Guest favourite

Rental unit in Port of Spain

5 out of 5 average rating, 12 reviews

Sands of Time - Desert Sand Apt

This elegant apartment is near major shopping plazas as well as gourmet shops, and is ideal for persons who enjoy being centrally located. The pool is perfect on a hot day and looks even better at night. The space gives you a luxury resort feel while having the perks/amenities of a home. You can walk to the mall or to the Queen's Park Savannah and drink out of a fresh coconut.

Guest favourite

Guest suite in Port of Spain

4.89 out of 5 average rating, 113 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.

Guest favourite

Rental unit in Port of Spain

4.91 out of 5 average rating, 65 reviews

#2 Stylish Centrally Located Apartment

Brand new building located in the heart of Saint James with six fully furnished, stylish apartments on the first floor. Supermarket, pharmacy, ATM, fast-food, beauty salons, public transportation within one minute walk. Bars, restaurants and shopping, less than 5 minutes walk.