Vacation rentals with a pool in Port of Spain Corporation

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Top-rated rentals with a pool in Port of Spain Corporation

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost

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.

Apartment in Port of Spain

4.83 out of 5 average rating, 6 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

Guest favorite

A balcony features two black wicker chairs and a small table, overlooking a view of the city and the Gulf of Paria. The area is framed by a railing, with a cloudy sky reflecting light above.

Condo in Port of Spain

4.83 out of 5 average rating, 41 reviews

Great 3 bedroom condo in the heart of it all

Have a great stay in Port of Spain at this spacious, tastefully-furnished 3 bedroom, 2.5 bath condo at One Woodbrook Place. Have your morning coffee on the balcony with a view of downtown and the Gulf of Paria. Enjoy easy walking access to amazing restaurants, Imax movie theater, bakery and more -- minutes away from all that Port of Spain has to offer! **We offer a 20% discount for monthly stays and a 15% discount for weekly stays. **PLEASE NOTE: The unit is already booked for Carnival 2025.**

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.

Condo in Port of Spain

4.98 out of 5 average rating, 52 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, 5 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.

Condo in Port of Spain

5 out of 5 average rating, 114 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 .

Guest favorite

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.

Condo in Port of Spain

5 out of 5 average rating, 33 reviews

*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!!!

Guest favorite

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.

Apartment in Port of Spain Corporation

4.89 out of 5 average rating, 38 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.

Guest favorite

An outdoor pool area is visible, surrounded by well-kept landscaping and several lounge chairs. A multi-story condominium building stands adjacent, featuring large windows and balconies. The clear sky reflects on the pool's surface, creating a serene environment.

Apartment in Port of Spain

4.89 out of 5 average rating, 63 reviews

Exquisite 1BR • Modern • Vibrant • City View

✨ About This Space✨ Welcome to your private escape at One Woodbrook Place — a sleek, 1 bedroom, 1 bath apartment crafted for travelers who appreciate refined comfort, modern amenities and convenience. Step into a bright, thoughtfully designed space featuring an open-concept layout and amazing city views by day and dazzling lights by night. Whether you're a business traveler, consultant, digital nomad, or simply escaping for a relaxing getaway, this apartment is exactly what you need.

Superhost

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.

Apartment in Port of Spain

4.33 out of 5 average rating, 3 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 modern multi-story building complex is depicted against a bright blue sky. The architecture features a combination of glass and concrete with balconies visible on the upper floors. Lush palm trees are present at the forefront, adding a touch of greenery to the urban scene.

Apartment in Port of Spain

4.8 out of 5 average rating, 10 reviews

Luxurious 1-bedroom One Woodbrook Place Apartment

Cozy 1-bedroom apartment located at One Woodbrook Place, Port of Spain’s top location! This ground-floor unit features a fully equipped kitchen, private patio, high-speed WiFi, and A/C. Enjoy 24/7 security, free parking, a pool, gym, restaurants, bars, an IMAX cinema, and more—all on-site! Just minutes from Ariapita Avenue & Queen’s Park Savannah, it's perfect for business or leisure. Book now for a stylish, convenient stay!

Guest favorite

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.

Apartment in Port of Spain

4.93 out of 5 average rating, 58 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.

Top guest favorite

A night view captures the scenic hills illuminated by countless city lights. The vibrant colors of the buildings contrast with the dark sky, while greenery from palm trees frames the image, creating a serene urban landscape.

Condo in Port of Spain

5 out of 5 average rating, 27 reviews

City Scape Vacation property! (OWP)

Enjoy a stylish experience at this centrally located in-demand, secure property! Experience T&T in the liveliest place on the island, with beautiful mountain views, access to the nicest beaches (Maracas, Las Quevas & more), pool, on site restaurants & bars, and easy access to the hottest entertainment and dining experience on the island Even home to some popular local celebs!”