Vacation rentals with a pool in Port of Spain Corporation

A well-lit living room features a comfortable seating area with soft furnishings and decorative plants. A large sliding door opens to a balcony with ocean views, while a hammock is visible outdoors. A media console displays a flat-screen TV, enhancing the inviting atmosphere.

4.5 out of 5 average rating, 8 reviews

Enchanted Oasis: 2 Apts/KingBed/Jacuzzi/Views

Step into the enchanting embrace of our forest-themed villas nestled in the heart of Port of Spain. Elegance meets adventure in this central haven, where captivating ocean views and stunning sunsets, with boats dotting the horizon, await your arrival. This space promises an experience beyond the ordinary. With proximity to shopping malls, restaurants, nightlife and more. Our villa is the perfect blend of convenience and serenity, making it an ideal retreat for families seeking the extraordinary

Top guest favorite

An inviting living area features two sofas, an armchair, and a coffee table. A dining table for eight is positioned under a ceiling light. Large windows offer views of the surrounding hills, complemented by warm-toned walls and decorative accents.

4.98 out of 5 average rating, 59 reviews

Island Charm. Chic Escape. Adventure Await

🛏️ 3 bedrooms w/1 king & 2 queen. Lots artwork and 2 1/2 baths 🍽️ Full kitchen, 8-seater dining, 3 TVs, 1 of 75" 🌇 Balcony w/ skyline, hills, parks & some sunset views 🏊 Private pool, secure underground parking 📍 Walk to Queen’s Pk. Savannah, Botanic Gardens, restaurants, movies & more 🥁 Steps to steel pan yards, theatres, culture 🌿 30 mins drive to north coast: Maracas Bay, Paramin, rainforest, etc 🏙️ Shops, banks, gyms, close by ✨ Perfect for couples, families or business

Top guest favorite

A bright outdoor space features a stunning pool complemented by a stone patio. Lounge chairs are positioned near the water, while a stylish seating area with a canopy sits to one side. Lush greenery surrounds the area, enhancing a serene atmosphere.

Home in Port of Spain

5 out of 5 average rating, 9 reviews

Pandora's Zen

Pandora is ideally located on real estate that boasts of being one of Trinidad’s, most prestigious communities. The interior is inviting, therapeutic and awe inspiring; furnished with premium, furniture, fixtures and fittings, and decorated with innovative fine art from around the globe which serves as an all endowed, all gifted, all giving space. It offers a luxurious, serene getaway right at the heart of First-class shopping, recreational activities, an exciting nightlife. We await you.

Top guest favorite

An open-concept living area is highlighted by modern furnishings, featuring a large sectional sofa and a sleek entertainment unit. The adjoining kitchen boasts contemporary appliances and an island, with warm wooden flooring enhancing the spacious feel. Soft, natural light fills the space through recessed lighting.

5 out of 5 average rating, 122 reviews

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 .

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.

5 out of 5 average rating, 37 reviews

*Carnival ‘26 open!* Luxurious Condo in Woodbrook!

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!!!

Apartment in Port of Spain Corporation

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.

4.89 out of 5 average rating, 44 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.

A serene outdoor area is depicted, featuring a lush green lawn and a tranquil pool surrounded by palm trees. Gazebo structures with red roofs provide shaded seating, with the calm coastal waters visible in the background.

4.86 out of 5 average rating, 72 reviews

Luxury Condo with Amenities on the Sea

Welcome to Luxury Condo with Amenities on the Sea-your tropical escape! This spacious 2BR/2BA condo features 1 king & 2 queen beds with 24/7 Security, Pool, Tennis Courts & Playground. Enjoy breathtaking bay and hillside, right on the seafront. This resort-style retreat has it all! Perfect for families or groups (up to 6 guests). CARNIVAL SPECIAL: 10-Night Package Stay close to the action! 10 nights | Up to 6 guests | USD 7,650 Book now and celebrate Carnival in comfort and style!

A modern living area features a comfortable sectional sofa adorned with black and gold accent pillows. A geometric area rug adds texture to the space, while large windows allow natural light to illuminate the room. A stylish chandelier hangs overhead, enhancing the contemporary design.

4.57 out of 5 average rating, 7 reviews

The Lux Royale

Welcome to Your Luxury Escape located in Port of Spain, Maraval, Trinidad and Tobago. Step into elegance and comfort in this stunning, modern apartment boasting breathtaking views and exclusive amenities. Enjoy your morning coffee or evening wine on a private balcony, take a refreshing dip in the sparkling pool, or unwind in a sun lounger with the world at your feet. Whether you're here for a romantic getaway, or a luxurious vacation, this space is the perfect blend of tranquility.

A serene outdoor space features a swimming pool surrounded by wooden decking. Poolside seating is arranged with black lounge chairs, and lush greenery adds a natural touch. An elevated wooden pavilion is visible in the background, providing shaded seating areas.

4.82 out of 5 average rating, 11 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.

A contemporary living area features a light-colored sectional sofa accompanied by a black throw blanket. A patterned area rug lies beneath, while a modern chandelier hangs from the ceiling. A large television is positioned on a black console, complemented by framed artwork on the walls.

4.77 out of 5 average rating, 53 reviews

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

Enjoy a cozy experience at this conveniently located place in the capital city. This fully furnished contemporary 2-bedroom condo is perfect for either business travel accommodation or a safe and enjoyable getaway for couples or families. Access via a private entrance from a secure free parking spot for one vehicle. On-compound facilities include a swimming pool and gym. You can also access a variety of restaurants/ bars, IMAX cinema, and banking services within the complex

A stylish living room features a beige sofa and a polished wooden coffee table, topped with a decorative bowl. Floor-to-ceiling curtains frame a sliding glass door that opens to a private balcony with two outdoor chairs, allowing natural light to brighten the space.

4.72 out of 5 average rating, 53 reviews

Graceful 1BR Suite • Balcony Views • Cozy • Secure

✨ About This Space✨ Step into your private city-view retreat at One Woodbrook Place — In the heart of Port of Spain. Perfect for business travelers, executives, consultants, couples, or long-stay explorers. This 1 bedroom, 1 bath condo combines luxury, security, and unbeatable location. Enjoy stunning relaxing views, Wi-Fi, modern amenities, and 24/7 secure parking — all steps away from dining, nightlife, and cultural events.

An open-concept living area features a comfortable gray sectional sofa with decorative pillows. A round wooden dining table for two is located nearby, complemented by a mounted flat-screen TV and wall clock. Bright lighting enhances the spacious layout, with shelves displaying decorative items.