
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.

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 .

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.

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.

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....

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.

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

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.

Luxury 3BR | Maraval | Pool | Gated With Security
Experience luxury and comfort in this stunning 3-bedroom, 3.5-bathroom villa in Maraval, Trinidad. Fully equipped with modern amenities, this serene retreat is perfect for a relaxing getaway. Conveniently located just minutes from restaurants, pharmacies, grocery stores, and shopping plazas, everything you need is within easy reach. Nestled in a gated community with 24-hour security, this home ensures a safe and peaceful stay for all guests.

Vallée Cachée- Bougainvillea 2bdr Twnhouse w Pool
Vallée Cachée is a destination. Relax on the roof terrace with your drink of choice or enjoy a late evening swim at the temperture 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. This property is ideal for groups as there are 4 airbnb Townhouses available for rent on this compound (sleeps a total of 20 persons)

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.
Popular amenities for Trinidad and Tobago rentals with a pool
House rentals with a pool

Villa Narain, Tobago

The House of Serenity, Play & Family

Villa Anhinga

The Relaxant

Luxurious 3-Bedroom Townhouse

Beautiful villa nr Castara & beach

The Prestige

Southern Comfort - Lrg 4/5 BR home - private pool
Condo rentals with a pool

Opal Suite #1

*Spec VClose to POS:Peaceful 2BR Apt

Secure Stylish Condo: Pool, King Bed, Near Airport

Luxury Condo with Amenities on the Sea

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

SuiteDreams- Modern Condo Piarco | Pool & Gym

Piarco Area Luxury 3 bedroom condo with Pool

City Scape Vacation property! (OWP)
Other vacation rentals with a pool

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

Modern safe 2BED - gated,pool,kitchen,WiFi,Netflix

One Great Place to Stay

Villa Soleil

One Woodbrook Place

Villa Blue Moon

Lux

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