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Holiday rentals with a pool in Trinidad

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Trinidad

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

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Superhost
Condo in Port of Spain
4.73 out of 5 average rating, 60 reviews

Luxury 3BR Condo • Executive • Stunning Views •

✨About This Space✨ Luxury, Comfort, Business or Family, come immerse yourself in this stunning panoramic view suite at One Woodbrook Place, POS. Perfect for business travelers, executives, couples and family getaways. This 3 bedroom, 2 1/2 bath condo combines stunning views, comfort, security and unbeatable location. Wake up to sunrises over the city, Wi-Fi, stylish furnishings, modern amenities, and 24/7 secure parking—all just steps from the best in dining, nightlife, and cultural events.

Guest favourite
Home in Goodwood Park Extension
4.81 out of 5 average rating, 31 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
Condo in Piarco
4.98 out of 5 average rating, 48 reviews

SuiteDreams- Modern 2BR 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
Home in Blanchisseuse
5.0 out of 5 average rating, 15 reviews

Modern container home in scenic Blanchisseuse

Moonrise is a unique hillside AirBnB retreat in Blanchisseuse, designed and curated by Trinidadian Artist and Entrepreneur Kevin Allister Garcia, where a late 5pm checkout is standard. Built using two repurposed marine containers, it offers 3 bedrooms, 2 baths, AC, WiFi, above-ground pool, and sweeping sea views from every balcony and the rooftop deck. Minutes from north coast beaches, waterfalls, hiking trails, and fishing adventures, Moonrise blends modern comfort with wild coastal beauty.

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.
Condo in Port of Spain
4.98 out of 5 average rating, 142 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
4.94 out of 5 average rating, 128 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, 109 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.
Condo in Piarco
4.94 out of 5 average rating, 211 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 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
4.95 out of 5 average rating, 43 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!

Top Guest favourite
Condo in Piarco
5.0 out of 5 average rating, 15 reviews

The Nest Haven - Pool & Gym - Piarco, Trinidad

Welcome to your home away from home in the Caribbean — a space thoughtfully designed for comfort, relaxation, and ease. Whether you're working remotely or simply unwinding, you'll enjoy a bright, airy condo with modern finishes, a fully equipped kitchen, and inviting indoor and outdoor spaces with a shared pool and gym. Whether you're here for a short escape or a longer retreat, our space is curated to help you feel at ease from the moment you arrive.

Guest favourite
Home in Arima
4.82 out of 5 average rating, 77 reviews

The Relaxant

In gated community close toi airport, Opposite is a Domino's Pizza and Wendy's and the entrance to plaza which contains a casino, supermarket, severals restaurants, a pub, bank etc Within 500 feet is a gas station, KFC, prestomarket for breakfast and bakery needs and The CR highway which goes direct to Port of Spain. One can stay here without a vehicle. If on foot, one can get a taxi in front the community to Arima Central and from there to POS

Superhost
Large windows frame expansive views of the lush countryside and distant hills. A cozy sofa with decorative pillows sits in front, inviting relaxation. Light curtains allow natural light to fill the living space, enhancing the connection to the stunning outdoor scenery.
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. ✨

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