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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
Home in Goodwood Park Extension
4.95 out of 5 average rating, 20 reviews

Luxurious Oasis 3Br. Villa with Private Pool

Luxurious villa with private pool and beautifully sculpted gardens, offering privacy and relaxed elegance. The master bedroom and spacious living room both open directly onto the pool deck, perfect for seamless indoor-outdoor living. Fully air-conditioned, modern 3-bedroom home is exceptionally spacious and includes parking for up to four cars. Ideally located on Trinidad’s Gold Coast Minutes from The Falls Mall, supermarkets, pharmacy, and walking distance to Park & Trinidad Yacht Club.

Top guest favourite
Apartment in Piarco
4.97 out of 5 average rating, 39 reviews

SuiteDreams- Modern Condo Piarco | Pool & Gym

Welcome to SuiteDreams; a stylish 2-bedroom, 2-bathroom condo safely nestled within a gated community in the prime area of Piarco, Trinidad. It's just 5 minutes from the Piarco International Airport. Perfect for travelers or staycations, it features modern décor, a fully equipped kitchen, and access to a shared pool and gym. Conveniently located near to malls, groceries, gas stations, banks, restaurants and nightlife. SuiteDreams offers comfort, charm, and convenience for short or long stays.

Top guest favourite
Apartment in Edingburgh 500
5 out of 5 average rating, 17 reviews

D Plunge Relief - Brentwood/Edinburgh 500

A modern, peaceful retreat in the upscale Brentwood community of Chaguanas. Perfect for couples, solo travelers, business guests, and small groups seeking comfort, convenience, and relaxation. Enjoy a walkable neighborhood close to parks, gyms, shopping, and dining. Airport transfers are available (additional fee). Looking for adventure? Ask us about guided eco-tours with 868 Eco Hikers Adventure, including the stunning Double River Waterfall and other unforgettable rainforest experiences.

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, 138 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
4.94 out of 5 average rating, 125 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.

Top guest favourite
A wrap-around balcony offers panoramic views of the sunset over lush tropical trees and the Caribbean Sea. Floor-to-ceiling glass doors line one side, inviting natural light and providing easy access to the outdoor space.
Flat in Bethel
4.97 out of 5 average rating, 182 reviews

Firefly Villa - 'Treetop'

Combining luxury and comfort, is any holidaymakers dream, romantic getaway for couples or an ideal space for working away from home. Open-plan floor to ceiling sliding glass doors that open out onto a wrap-around balcony, elevates outdoor living to a whole new level. Admire the stunning views of the Caribbean Sea and Buccoo reef or look down at the treetop canopy and watch the exotic tropical birds fly by. Peaceful, relaxed and inspiring. Contemporary comfort - timeless Caribbean charm.

Guest favourite
A private pool is framed by a wooden deck and lush greenery, creating a calm outdoor space. The surrounding building features large windows that allow light to filter in, with carefully arranged plants adding a touch of color to the environment.
Flat in Port of Spain
4.94 out of 5 average rating, 104 reviews

Carnival safe 1BR, pool, kitchen, in St. Anns

Located in an attractive and safe neighborhood our 1 bed self contained apartment features 1 queen bed, ample closet space along with a spacious living, dining and kitchen area for your comfort. Fast wifi, SmarTV with Netflix signed in, BBC, YouTube apps. The kitchen is fully equipped with utensils, 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 favourite
A refreshing private pool is surrounded by sun loungers and framed by neatly arranged tiles and grass. Water features gently spray from the pool, adding a tranquil element to the outdoor space. The clear blue water reflects the sunlight under a bright sky.
Villa in D'Abadie
4.98 out of 5 average rating, 40 reviews

Caspian Villa: Poolside Paradise

Dive into pure relaxation at Caspian Villa, where sun, style and a stunning pool await you! This cozy villa features modern amenities, a fully equipped kitchen, and a serene outdoor space with a refreshing pool perfect for families. Ideal for couples or solo travelers as well, enjoy nearby local eateries and vibrant culture. Unwind in style with plush bedding and stunning views. Create unforgettable memories in this perfect blend of relaxation and adventure. Book your stay today!

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, 201 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
Guest suite in San Juan
4.89 out of 5 average rating, 148 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.

Superhost
A two-story building is shown, featuring large windows that provide ample natural light. The structure is painted in warm tones and is surrounded by well-kept greenery. A patio area with seating can be seen below, enhancing the inviting outdoor space.
Villa in Preysal
4.92 out of 5 average rating, 13 reviews

Couples Retreat in the Hills | Pool & Sunset Views

🌿 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. ✨

Guest favourite
Home in Mayaro
5 out of 5 average rating, 5 reviews

Playa Del Maya Luxury 4BR Beachfront Villa Unit 4

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.

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