Holiday rentals with a pool in Port of Spain

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Port of Spain

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

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Superhost
A modern kitchen with sleek black appliances is featured, complemented by a center island with bar seating. Lush greenery is present throughout the space, including potted plants. Decorative baskets and artistic sculptures enhance the visual interest of the room, while large windows allow natural light to illuminate the area.
Holiday home in Port of Spain
4.85 out of 5 average rating, 151 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

Top guest favourite
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.
Apartment 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 .

Guest favourite
A private backyard pool is showcased, illuminated in calming blue tones under the night sky. Surrounding the pool, there is a stone wall and soft lighting that creates a serene ambiance. An outdoor seating area is visible nearby, enhancing the outdoor space.
Home in Chaguanas Borough Corporation
4.92 out of 5 average rating, 103 reviews

Cheerful 2-bedroom home with a private pool.

This exclusive location is conveniently situated near all amenities, simplifying your trip planning. Situated in a secure gated community in Chaguanas, Trinidad, it features a private backyard pool. Just a one-minute drive from the highway and a mere two-minute drive from the primary shopping districts of Heartland Plaza and Price Plaza and downtown Chaguanas. Moreover, it is just a 30-minute drive from the capital, Port of Spain, and only 20 minutes from the Piarco International Airport.

Guest favourite
The living area is comprised of stylish seating, including two armchairs with yellow and white stripes and plush cushions, alongside a comfortable grey sofa. A wall-mounted TV is positioned above a decorative table. Framed artwork enhances the modern aesthetic of the space.
Flat in Woodbrook
4.9 out of 5 average rating, 69 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 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.
Flat 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.

Top guest favourite
A modern living area features a plush sectional sofa with decorative pillows, oriented towards a sleek glass coffee table. A large flat-screen TV is mounted on a stylish accent wall, with calming blue lighting enhancing the contemporary design. An open layout is visible, leading to a well-appointed kitchen.
Apartment in Piarco
4.95 out of 5 average rating, 162 reviews

The Pad Luxury, Piarco Trinidad (With Pool)

The Pad: Modern Condo Near Piarco International Airport Dive into a realm of elegance and ease at "The Pad at Piarco" – our contemporary 2-bedroom condo nestled within a secure gated community. Situated just a stone's throw away from Piarco International Airport. This refined haven is crafted for those with an eye for luxury. Cool off at the swimming pool or relax in the plush interiors. The Pad at Piarco is in close proximity to 24hr gas stations, groceries, and vibrant malls.

Guest favourite
A modern cottage with a distinctive architectural design features a sloped roof and a mix of soft colors on its façade. Natural stone accents are visible in the landscaping, complemented by a well-kept lawn and outdoor seating areas, creating a relaxing exterior.
Guest house in Saint Joseph
4.84 out of 5 average rating, 103 reviews

Vista Stays ... The Cottage

Looking for a quiet and peaceful setting away from the hustle and bustle of everyday living, look no further. Our modern cottage is set in a rainforest environment with mountain views and tropical garden for relaxation. Rejuvenate in the refreshing salt water pool and jacuzzi. Leave the cooking to our Chef, as we serve up breakfast, lunch and fine dining dinner experiences. It gets even better as our massage therapist pamper you with massage and spa treatments tailored for you.

Superhost
A modern kitchen features sleek white cabinetry and a minimalist design. Counter space is utilized for food preparation, complemented by gray patterned backsplash tiles. Two place settings are arranged, with matching plates and mugs. Stainless steel appliances, including a microwave and refrigerator, are also visible.
Guest suite in San Juan
4.91 out of 5 average rating, 137 reviews

Oasis, Your home away from home.

Nestled at the foothills of the Northern Range in the lush, peaceful valley of Santa Cruz, this property offers the beauty of nature - birds chirping in the morning, fruit trees. as well as the comforts of modern day life. Only 30 minutes drive from the beautiful beaches of the north coast in general and Maracas Beach in particular, this modern property is also in walking distance of supermarkets, pharmacies and local food joints. It's a mere 20 from the Queen's Park Savannah

Guest favourite
The sleeping area is defined by a green accent wall, featuring a spacious bed dressed with white linens and a decorative pillow. A stack of neatly rolled towels is placed on a corner of the bed. A brown bench sits at the foot of the bed, adding functional style.
Flat in Belmont
5 out of 5 average rating, 20 reviews

Stacys Place #4: 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
Flat in Port of Spain
5 out of 5 average rating, 18 reviews

Prime Location 1BD | Pool | Gated

Experience the perfect home away from home in Maraval, Trinidad! Nestled on Valleton Avenue, this charming1-bedroom, 1.5 bathroom, fully equipped apartment offers a serene retreat with modern amenities and convenient proximity to nearby attractions. It is located within a minutes walk or drive away from restaurants, pharmacies, grocery stores, and shopping plazas and the Savannah.

Top guest favourite
A pool area is highlighted by a clear blue water surface and surrounded by several lounge chairs with striped cushions. Decorative plants in black pots are positioned around the space. A canopy overhead offers shade, with string lights hanging above for a warm ambiance.
Flat in Port of Spain
4.98 out of 5 average rating, 40 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.

Top guest favourite
A spacious pool area is surrounded by lush tropical plants and palm trees. The inviting pool features a hot tub nearby. Natural stone borders the pool, while a smooth patio provides a serene outdoor environment, enhancing the feeling of relaxation amidst the verdant garden.
Guest suite in Port of Spain
4.91 out of 5 average rating, 127 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.

Popular amenities for Port of Spain rentals with a pool

When is the best time to visit Port of Spain?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹13,527₹17,216₹17,216₹12,560₹12,033₹12,209₹13,175₹12,297₹11,858₹11,506₹11,594₹14,229
Avg. temp27°C27°C27°C28°C29°C28°C28°C28°C29°C28°C28°C27°C

Quick stats about holiday rentals with a pool in Port of Spain

  • Total holiday rentals

    Explore 180 holiday rentals in Port of Spain

  • Nightly prices starting at

    Port of Spain holiday rentals start at ₹3,513 per night before taxes and fees

  • Verified guest reviews

    Over 3,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    180 of Port of Spain holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Port of Spain rentals

  • 4.8 Average rating

    Port of Spain stays are highly rated by guests – averaging 4.8 out of 5!