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Trinidad and Tobago Vacation Rentals

Browse 2,475 available vacation homes and compared across 13 trusted partners

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Top-Rated Vacation rentals in Trinidad and Tobago

Book the highest-rated Trinidad and Tobago vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Villa Patience Hill
Stunning Caribbean style villa set on a peaceful hillside surrounded by nature
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Villa Canaan
Villa with private pool & BBQ
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Villa Mount Pleasant
Villa with private pool, patio & grill
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Villa Crown Point
Modern luxury 4 bedroom villa close to Crown Point and beaches
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Villa Lowlands
Villa with garden, barbeque & private pool
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Villa Scarborough
Villa with private pool, patio & garden | Nature view | Perfect for remote work
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Villa Canaan
Sea Glass Villa Tobago in a 24-hr manned gated community close to beaches
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Villa Black Rock
Children-friendly villa with private pool, barbecue & yard
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Villa Crown Point
Family-friendly beautiful villa with private pool, yard & barbeque
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Villa Crown Point
Villa Kiskadee. Large luxury Tobago villa with pool
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Villa Lowlands
Colonial style Villa in Tobago Plantations Golf, Beach & SPA Resort
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Villa Black Rock
Waterfall Villa - Pristine Condition With Splash Pool Near 4 White Sand Beaches
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Apartment Black Rock
Family-Friendly Apartment - Beachfront Access/ Ocean Views /Salt Pool Access
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Apartment Saint James
Nice apartment with BBQ & private pool | Good for workation
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Villa Crown Point
Child-friendly villa with yard, grill & private pool | Nature view | Suitable for remote work
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Top 15 most Recommended Vacation Rentals in Trinidad and Tobago

Discover your ideal Trinidad and Tobago vacation rental with real-time comparisons of 2,475 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Villa Orange Hill
Villa ∙ 10 guests ∙ 4 bedrooms

1000 m² Villa

Orange Hill, Western Tobago, Trinidad and Tobago
This spacious Villa in Orange Hill accommodates 10 guests and features a beautiful pool for relaxation and fun.
from $431
per night
(1)
View deal
House La Pastora Settlement
6 guests ∙ 3 bedrooms

House

La Pastora Settlement, San Juan/Laventille Municipal Corporation, Trinidad and Tobago
This house rental in La Pastora Settlement accommodates 6 guests and features a refreshing pool for relaxation.
from $355
per night
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House Carenage
House ∙ 12 guests ∙ 4 bedrooms

260 m² House

Carenage, Diego Martin Regional Corporation, Trinidad and Tobago
This house rental in Carenage accommodates 12 guests and features a private pool for relaxation and entertainment.
from $325
per night
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Villa Parrot Hall
Villa ∙ 2 guests ∙ 1 bedroom

42 m² Villa

Parrot Hall, Eastern Tobago, Trinidad and Tobago
This cozy villa in Parrot Hall accommodates 2 guests and features a private pool for relaxation and enjoyment.
from $165
per night
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House Crown Point
14 guests ∙ 5 bedrooms

House

Crown Point, Western Tobago, Trinidad and Tobago
This spacious house rental in Crown Point accommodates 14 guests and features a beautiful yard for outdoor enjoyment.
from $420
per night
(1)
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Villa Canaan
Villa ∙ 8 guests ∙ 3 bedrooms

204 m² Villa

Canaan, Western Tobago, Trinidad and Tobago
This spacious villa in Canaan accommodates 8 guests and features a private pool for a relaxing stay.
from $233
per night
(89)
View deal
House Diego Martin
8 guests ∙ 3 bedrooms

House

Diego Martin, Diego Martin Regional Corporation, Trinidad and Tobago
This house rental in Diego Martin accommodates 8 guests and features a pool for relaxation and fun.
from $325
per night
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Apartment Golden Grove
6 guests ∙ 2 bedrooms

Apartment

Golden Grove, Western Tobago, Trinidad and Tobago
This apartment rental in Buccoo accommodates 6 guests and features a refreshing pool for relaxation.
from $142
per night
(23)
View deal
Villa Salybia
24 guests ∙ 6 bedrooms

Villa

Salybia, Sangre Grande, Trinidad and Tobago
This spacious villa in Salybia accommodates 24 guests and features a stunning mountain view from its expansive balcony.
from $706
per night
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