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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
4.56 out of 5 average rating, 9 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.
Condo in Port of Spain
4.98 out of 5 average rating, 60 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
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, 124 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 .

Top 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, 40 reviews

*Luxurious Condo in One Woodbrook!* PoS

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
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.
Condo in Port of Spain
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!

Superhost
A modern kitchen is displayed, featuring white cabinetry and a stainless steel refrigerator. Natural light enters through a window with sheer curtains. An open layout includes a smooth countertop that separates the kitchen from an adjoining space, equipped with small appliances and a microwave.
Apartment in Port of Spain
4.83 out of 5 average rating, 12 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.

Guest favorite
The living room features two comfortable sofas with decorative pillows, complemented by a stylish ottoman. A large window allows natural light to brighten the space, which is adorned with tropical-themed wall art. A dedicated workspace is positioned near a second seating area.
Apartment in Port of Spain
4.97 out of 5 average rating, 92 reviews

Stacys Place #2: 2 Bedroom Apartment

This perfectly located spacious 2 bedroom apartment transports you to a home like sanctuary nestled calmly within the surroundings of an area diverse in it's offerings. You will be close enough to the hustle and bustle of the city but yet feel apart from it due to the level of privacy and tranquility within this self contained unit. A wonderful space close to many sites, attractions, entertainment, and shopping all within walking distance.

Superhost
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.
Apartment in Port of Spain
4.74 out of 5 average rating, 57 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.

Top guest favorite
A bright living area features a green sofa and a dark leather couch, complemented by a glass coffee table. Large sliding doors open to a balcony with outdoor seating, offering views of the mountains. Artistic decor adorns the walls, enhancing the space.
Apartment in Port of Spain
5 out of 5 average rating, 35 reviews

Beautiful and Spacious One Woodbrook Place Apt

Beautiful and spacious apartment in One Woodbrook Place, the best located upscale residence in Trinidad & Tobago. Quiet and secure, yet steps away from restaurants, bars, clubs and main entertainment areas, some within the complex. A short walk to the Queen’s Park Savannah, the heartbeat of Port of Spain, as well as offices of multinational companies, embassies and private medical facilities.

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
4.97 out of 5 average rating, 31 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!”

Superhost
A private pool area features a sparkling swimming pool surrounded by green artificial grass. The wall behind is adorned with a striking abstract mural, while a flat-screen television is mounted nearby. Comfortable seating options can be seen, making it suitable for relaxation and entertainment.
Apartment in Port of Spain
4.89 out of 5 average rating, 9 reviews

Lavish Livin’

Cozy Getaway with Private Pool – Perfect for Two! Escape to your own private oasis! This charming retreat is ideal for couples or solo travelers looking to relax and unwind. Enjoy sun-soaked days by the sparkling pool, peaceful evenings and all the comforts of home. Thoughtfully designed for two, it’s the perfect spot for a romantic weekend or a refreshing break.

Top guest favorite
A view of lush green trees and landscaped areas is presented, alongside urban structures and distant mountains under a clear blue sky. The scene captures an inviting balance of nature and modern architecture, enhancing the tranquil atmosphere of the surrounding area.
Apartment in Port of Spain
4.95 out of 5 average rating, 37 reviews

One Woodbrook Place

Welcome to our chic 3-bedroom apartment in the city's most coveted area! Spacious and offering stunning views, it's an urban oasis. On-site perks include restaurants, bars, a gym, a bank, and even a night club. Ideal for a luxurious and convenient stay. Your urban escape awaits!

Popular amenities for Port of Spain Corporation rentals with a pool

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a pool

A serene outdoor area features a clear swimming pool surrounded by stone flooring. A tranquil statue is positioned next to the pool, while comfortable lounge chairs sit nearby. The background includes a two-story building with a shaded patio area for relaxation.
Home in San Juan

El Socorro Retreat

Superhost
Home in Port of Spain
New place to stay

Celebré House | Your Event & Stay Escape

Guest favorite
A serene pool scene is surrounded by lush tropical plants, creating a private oasis. The sun casts a gentle glow over the water, while a textured stone patio borders the pool, enhancing the tranquil atmosphere.
Home in Port of Spain
4.88 out of 5 average rating, 8 reviews

Ankara Hill

A private pool is visible, surrounded by tropical plants and trees. White lounge chairs are positioned near the water, and a small outdoor dining table with four chairs occupies one corner of the pool area. The surrounding colorful walls enhance the serene atmosphere.
Home in Port of Spain
4.71 out of 5 average rating, 34 reviews

Four bedroom oasis in town with private pool

Guest favorite
An outdoor terrace is presented with modern wicker seating arranged around a glass-top coffee table. Lush green mountains rise in the background under a clear blue sky, creating a serene setting for relaxation.
Home in Maraval
4.93 out of 5 average rating, 15 reviews

Vallée Cachée-Hibiscus 2bdr w Pool & Roof Terrace

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

A serene view captures a vibrant sunset over the water, with hues of orange, pink, and purple illuminating the sky. The silhouette of palm trees frames the scene, and the pool's edge reflects the colorful sky, creating a tranquil atmosphere.
Home in Diego Martin Regional Corporation
4.87 out of 5 average rating, 15 reviews

Breathtaking views

Superhost
The exterior of a two-story retreat is shown, featuring a symmetrical design with prominent arches and large windows. A well-maintained garden with vibrant greenery and colorful flowers surrounds the entrance, enhancing the welcoming atmosphere.
Home in Tunapuna/Piarco Regional Corporation
5 out of 5 average rating, 8 reviews

Esther’s Retreat:

Condo rentals with a pool

Guest favorite
A large swimming pool is surrounded by a spacious patio area, featuring a shaded gazebo to the side. Lush greenery frames the scene, while a light fixture stands beside the pool. A sign nearby provides pool rules for guests.
Condo in Petit Valley
4.92 out of 5 average rating, 13 reviews

Diamond H Apartments

Superhost
A modern building is depicted with a spacious pool area, featuring swimmers enjoying the water. The pool deck includes a railing and is surrounded by outdoor seating. Lush hills are visible in the background, providing a serene setting for relaxation.
Condo in Petit Valley
4.87 out of 5 average rating, 23 reviews

*Spec VClose to POS:Peaceful 2BR Apt

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.
Condo in Port of Spain
4.77 out of 5 average rating, 53 reviews

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

The modern kitchen features dark cabinetry and stainless steel appliances, including a large refrigerator and an oven. A spacious island with red bar stools provides a stylish seating area. The countertop is complemented by a textured stone backsplash, enhancing the sleek design.
Condo in Port of Spain

Modern One Woodbrook Place Condo

A light-filled living area features a white sectional sofa adorned with colorful pillows. A glass coffee table sits on a textured rug, complemented by decorative blue wall art. Natural light filters through the window treatments, highlighting the room's modern design.
Condo in Port of Spain

West Hills Condo Petit Valley Pool 24hr Security

A cozy balcony is furnished with two wicker chairs adorned with colorful cushions. Lush green plants are placed around, creating a serene atmosphere. A vibrant painting depicting a coastal scene adds a touch of art, while the view of hillside homes is visible in the background.
Condo in Port of Spain
4.86 out of 5 average rating, 36 reviews

2-bedroom condo overlooking sea

A balcony with tile flooring and modern bar stools offers a view of the surrounding mountains and greenery. Glass walls provide an unobstructed view, while plants are placed in the corner, adding a touch of nature to the outdoor space.
Condo in Diego Martin
4.66 out of 5 average rating, 35 reviews

Near Downtown - Close To All The Action!

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
4.85 out of 5 average rating, 46 reviews

Great 3 bedroom condo in the heart of it all

Other vacation rentals with a pool

Superhost
A spacious living area is highlighted by large windows allowing natural light to flood the room. Soft, plush seating is arranged around a medium-sized wooden coffee table, providing a welcoming space for relaxation and conversation.
Condo in Port of Spain
4.88 out of 5 average rating, 49 reviews

Comfy 3BR Condo • Family • Getaway • Cozy • Secure

Guest favorite
A stylish living room is featured, showcasing a comfortable seating arrangement with two beige sofas adorned with decorative cushions. A coffee table with a decorative bowl sits in the center, while large glass doors lead to a private balcony, with soft drapes partially framing the view.
Apartment in Port of Spain
4.87 out of 5 average rating, 47 reviews

Deluxe 2BR Condo • Elegant • Homey • Amazing Views

Superhost
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.
Apartment in Port of Spain
4.57 out of 5 average rating, 7 reviews

Le Lux Royale

Superhost
The image showcases a modern condominium complex with two tall, multi-story buildings flanked by a lower structure. Palm trees surround the property, and the blue sky provides a bright backdrop, highlighting the buildings’ architectural features and balconies.
Condo in Port of Spain
4.58 out of 5 average rating, 33 reviews

Cozy 2BR Condo • Welcoming • Retreat • Secure

Superhost
A panoramic view captures the bustling cityscape below, highlighting colorful rooftops and modern buildings. The sky above features soft clouds illuminated by sunlight, offering a serene backdrop to the urban landscape. A distant horizon showcases the blend of city and nature.
Condo in Port of Spain
4.72 out of 5 average rating, 47 reviews

Luxury 3BR Condo • Executive • Stunning Views

Superhost
A well-lit hallway features beige tiled flooring. Decorative vases with bare branches are positioned on either side, enhancing the entrance. A framed mirror and an elegant console table provide functional decor. The hallway leads to a spacious living area, visible in the background.
Condo in Port of Spain
4.79 out of 5 average rating, 48 reviews

Scenic 3BR Condo • Spacious • Inviting • Getaway

Guest favorite
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
4.89 out of 5 average rating, 19 reviews

Luxurious 1-bedroom One Woodbrook Place Apartment

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, 59 reviews

Stacys Place #3: Studio Apartment