
Vacation 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.

Enchanted Forest:Projector/Pool/Jacuzzi/King Bed
Step into the enchanting embrace of our forest-themed villa nestled in the heart of Port of Spain. Elegance meets adventure in this central haven, where captivating ocean views and stunning sunsets, with boats dotting the horizon, await your arrival. This space promises an experience beyond the ordinary. With proximity to shopping malls, restaurants, nightlife and more. Our villa is the perfect blend of convenience and serenity, making it an ideal retreat for travelers seeking the extraordinary.

Garden Oasis 2: Villa with Private Pool
A stylish and spacious two-bedroom with a media lounge room located in one of the most desirable neighbourhoods in Trinidad. This duplex villa is fully serviced, and designed to define opulence. It awaits guests in a completely private and serene setting, where the only desire is to never leave. This property is located close to shopping, attractions, and an array of dining options. It is outfitted with five star furnishings, has a private pool, and BBQ grill to enhance the overall experience

Firefly Villa - 'Roots'
A spacious, modern, beautifully decorated home with a zen vibe and an inspiring location for working away from home. âRootsâ 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 canât 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 .

Riverside Bed & Breakfast Poolside
* Fully air-conditioned bedroom situated on the ground floor * Private entrance * Queen-size bed, mini refrigerator, microwave, hot water kettle, mini coffee/tea station, iron and ironing board * Bathtub in spacious bathroom (requires stepping into high bathtub), bathtub pillow * Towels & toiletries * Wifi-ready desk with office chair, free high speed internet * 55" HD Smart TV, free Netflix, Standard Cable TV * Heated plunge pool available until 12am Essentially clean, cozy, homey....

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" â 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.

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.

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

La Casa de Serenidad, Juego & Familia
This place is perfect for a small or relatively large group. It is equipped with a fully-functional modern-styled kitchen, a spacious communal area, a family-friendly pool and beautiful garden. The place is situated in a secured gated community in lively Crown Point! We are also located close to the airport (5 mins drive), beaches (e.g. Pigeon Point - the #1 attraction in Tobago!), restaurants, bars, shops, grocery stores and ATMs (bank) for all your needs and amenities.

3 Story Villa | Maraval | Pool | Gated & Security
Experience the perfect home away from home in Maraval, Trinidad! This luxurious 3-bedroom, 3.5-bathroom, fully equipped villa 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. This home promises complete safety at all times with 24-hour security and inside a gated community aiming to ensure our guest's safety.

Playa Del Maya | Luxury 4BR | Beachfront Villa
Welcome to Playa del Maya â 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.
Popular amenities for Trinidad and Tobago rentals with a pool
House rentals with a pool

La Fuente

Villa Narain, Tobago

BACOLET BLISS

The Relaxant

Beautiful villa nr Castara & beach

The Prestige

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

Estherâs Retreat:
Condo rentals with a pool

*Luxurious Condo in One Woodbrook!* PoS

Secure Stylish Condo: Pool, King Bed, Near Airport

Luxury Condo with Amenities on the Sea

Lux Casa Stylish 2 bedroom with pool in Piarco

Piarco Area Luxury 3 bedroom condo with Pool

SuiteDreams- Modern Condo Piarco | Pool & Gym

City Scape Vacation property! (OWP)

Westmoorings. Pool /security 2 rm - 1 bed/bthrm
Other vacation rentals with a pool

Bynoes Getaway

Buccoolito 2B - Modern Condo w/Pool | Near beach

Beachfront Cabana, Crown Point Beach, Tobago

Beautiful and Spacious One Woodbrook Place Apt

Song Bird Suite at Robynâs Nest

Island breeze penthouse

Sea View Villa Cluster 63A(2BR,Pool,Wifi,Golf)

Cardinal Villas Tobago-Bram Villa, Samaan Grove
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