Vacation rentals with a pool in Trinidad and Tobago

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.

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.

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 .

Le Chalet

Located 25 minutes from the airport and nestled in the hills of Maracas valley, this cabin is just a 7 minute drive from the trail head of the highest waterfall in Trinidad at 300 feet and 3 minute drive from the hummingbird sanctuary. Also located nearby is the Ortinola estate where you can make your own chocolate. Please feel free to ask about airport transfers and additional tours of the island that we offer. Our home is very family oriented, we do not allow events or large gatherings.

Treetop Villa - sleeps 8

This villa is fully furnished, fully air-conditioned with 3 bedrooms, 3 bathrooms (2 are en-suite), open floor living room, kitchen and dining room. The cozy interior with its natural material and earthy tones, creates a harmonious blend with the surrounding nature. Dive into the pool, unwind to the rustle of the leaves and the sounds of the birds as you step onto the breezy wrap-around porch. Whether for family, self- restoration, or a simple getaway .... Treetop welcomes you!

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.

Modern container home in scenic Blanchisseuse

Moonrise is a one-of-a-kind, hillside AirBnB retreat in Blanchisseuse, designed and curated by Trinidadian Artist and Entrepreneur Kevin Allister Garcia. Built using two repurposed marine containers, Moonrise 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.

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.

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. ✨

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.

Diamond-ADA Friendly, 5-8mins to beach/airport

This newly renovated unit is perfect for extended family stay or small group trips. Its ambience both inside and outside, provides a convenient and accessible access to family inclusion and bonding time without sacrificing safety or ambience. Ideally located near to the conveniences of the Buccoo and Mount Irvin beach facilities, Shirvan plaza and Shirvan police station.

Luxurious 2-Bed Condo near Beach (With Pool)

Kick back and relax in this calm, stylish apartment. - Self Check-In ✅ - Gated Compound with dedicated parking 🔐 - 5 minutes away from Massy Supermarket, Superharm (pharmacy), Starlite (pharmacy) and Box Park (food hub) 👌🏾 - 25 minutes from Maracas Bay 🏝️ - 15 minutes from Ariapita Avenue 🍱 Perfect for travelers or business professionals.