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Holiday rentals with a pool in Trinidad and Tobago

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Trinidad and Tobago

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

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Top guest favourite
An infinity pool glistens under a bright blue sky, with clouds casting soft shadows. Comfortable lounge chairs with umbrellas line the poolside, surrounded by lush greenery. The structure of the villa features large windows and a wooden overhang, blending seamlessly with the natural environment.
Flat in Bethel
4.99 out of 5 average rating, 143 reviews

Firefly Villa - 'Roots'

A spacious, modern, beautifully decorated home with a zen vibe and an inspiring location for working away from home. ‘Roots’ has two cozy double bedrooms, comfortable work spaces and fully-equipped kitchen with kitchen island, and deluxe double fronted fridge, en-suite bathrooms and wooden floors. Lie by the infinity pool and watch as a bright blue-grey tanager flies right over your head from one tree to the next. The perfect blend of treehouse and charming, stylish Caribbean poolside villa.

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
4.98 out of 5 average rating, 137 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
4.93 out of 5 average rating, 122 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
An inviting pool area is surrounded by lush greenery and decorative stonework. Palm trees provide shade near the poolside, while a well-maintained garden features various plants. The clear blue water reflects a vibrant sky, creating a serene outdoor retreat.
Home in San Fernando
4.86 out of 5 average rating, 103 reviews

Southern Comfort - Lrg 4/5 BR home - private pool

My place is within 5 minutes from Palmiste park, 10 minutes from Gulf City shopping mall, casinos, food outlets, cinemas and vibrant night life, and within an hour from the capital, Port-of-Spain. You can choose to indulge in any, all or none of these as the spacious, airy feel to the house and the light and ambiance of the surroundings is perfect also for relaxation. Despite the overwhelming requests, and with our apologies, we are unfortunately not set up for single day/night stays.

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, 190 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.

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
4.9 out of 5 average rating, 146 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 - the call and response of at least 10 species of birds, shady fruit trees, as well as the comforts of modern day life. Only 30 minutes drive from the beautiful Maracas Beach, this modern property is also in walking distance of supermarkets, pharmacies and local food joints. It's a mere 20 minutes from the Queen's Park Savannah.

Guest favourite
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.
Flat in Port of Spain
4.95 out of 5 average rating, 101 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.

Guest favourite
Villa in Preysal
4.92 out of 5 average rating, 13 reviews

The Loft at Sallas Getaway

🌿 Experience the Charm of SALLAS Getaway – Romance, Nature & Memorable Moments Perched in the peaceful hills of Gran Couva, SALLAS Getaway is more than just a place to stay—it’s an escape into nature, romance, and togetherness. Whether you’re searching for a quiet retreat for two, a unique venue for life’s milestones, or an inspiring space for a corporate recharge, SALLAS offers the perfect blend of rustic charm and modern comfort. ✨

Top guest favourite
A serene sunset view is captured over the ocean, with the sun dipping below the horizon. The scene is framed by a modern villa structure and lush trees, creating a peaceful ambiance. The vibrant colors of the sky blend beautifully with the calm waters.
Villa in Ortoire
5 out of 5 average rating, 21 reviews

Playa Del Maya Luxury 4BR Beachfront Villa Unit 1

Welcome to Playa del Maya – four luxury beachfront villas nestled within a secure & private gated agricultural estate. Ideal for travelers seeking an escape from crowded beaches, hotels, and the hustle of typical tourist destinations, each villa offers a seamless blend of refined luxury, tropical tranquility, and panoramic views of the North Atlantic Ocean. Currently, two villas are available for short- or long-term stays through Airbnb.

Guest favourite
The covered porch area features wooden lounge chairs, inviting relaxation. A backdrop of lush greenery and the tranquil bay is visible beyond the railing, where palm trees sway gently. The patio flooring is wooden, enhancing the natural ambiance.
Cabin
4.93 out of 5 average rating, 123 reviews

Tamarind House Villa Parlatuvier

Tamarind House Villa is situated on the leeward coast of Tobago in the beautiful fishing village of Parlatuvier. It is suitable for small groups, couples and families who enjoy a relaxed lifestyle away from commercial tourist areas. The villa overlooks the bay on one side and pristine tropical rainforest on the other. Guests will have sole occupancy of the house, pool and gardens.

Guest favourite
Flat in Carenage
4.86 out of 5 average rating, 7 reviews

Luxury 3 BR, Ocean view, Pool, 10 mins from POS

Experience the perfect blend of luxury and tranquility at Avaya, a bright and breezy island-inspired apartment in Glencoe, Trinidad and Tobago. Enjoy spacious accommodations with three bedrooms, a refreshing swimming pool, and modern amenities. Perfect for events, this apartment offers a serene escape with easy access to local attractions.

Top guest favourite
The modern townhouse complex features multiple units, each with a private balcony and contemporary design. Lush greenery surrounds the entrance, and a paved driveway provides easy access. The structure is framed by a clear sky, highlighting its clean lines and architectural style.
Townhouse in Maraval
5 out of 5 average rating, 42 reviews

Vallée Cachée - Poui 3br with Roof Terrace & Pool

Not just a place to stay but a destination. Relax on the roof terrace with a glass of wine in the evening. Enjoy the temperature controlled full size swimming pool in the safety of a well protected property. Just "hang out" or turn up the heat in the charcoal BBQ pit. Ideal for groups as there are more than one Airbnb on property.

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