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Trinidad and Tobago Vacation Rentals

Browse 2,290 available vacation homes and compared across 15 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 Canaan
Villa with private pool & BBQ
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Villa Crown Point
Modern luxury 4 bedroom villa close to Crown Point and beaches
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Villa Black Rock
Villa with BBQ, terrace & private pool
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Villa Western Tobago
Fully equipped beautiful villa with terrace, private pool & yard | Sea view | Close to the beach | Suitable for remote work
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Villa Crown Point
Children-friendly villa with terrace, grill & private pool | Nature view
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Villa Black Rock
Children-friendly villa with private pool, barbecue & yard
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Villa Black Rock
Waterfall Villa - Pristine Condition With Splash Pool Near 4 White Sand Beaches
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House San Fernando
Stunning Luxury 3 Bedroom 2 1/2 bath Apartment
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Apartment Western Tobago
Beautiful apartment with yard, barbecue & patio | Beach nearby
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House Golden Grove
Vacation home with pool & garden | City view
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Villa Los Iros
Villa with barbecue, patio & private pool
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Villa Port of Spain
Villa with 3 rooms for 7 persons
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Villa Patience Hill
Stunning, idyllic, Caribbean style 3 bedroom villa in one acre of lush gardens.
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Villa Lowlands
Villa with garden, barbeque & private pool
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Villa Crown Point
Family-friendly beautiful villa with private pool, yard & barbeque
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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 2,290 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Scarborough
House ∙ 10 guests ∙ 4 bedrooms

220 m² House

Scarborough, Western Tobago, Trinidad and Tobago
Spacious house rental in Scarborough for 10 guests featuring a private pool and a large yard for outdoor enjoyment.
from $338
per night
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Apartment Crown Point
Apartment ∙ 6 guests ∙ 1 bedroom

73 m² Apartment

Crown Point, Western Tobago, Trinidad and Tobago
Spacious apartment rental in Crown Point for 6 with a private pool and modern kitchen for a comfortable stay.
from $82
per night
(50)
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Apartment Friendship
3 guests ∙ 1 bedroom

Apartment

Friendship, Western Tobago, Trinidad and Tobago
This apartment rental in Friendship accommodates 3 and features a spacious kitchen for all your cooking needs.
from $74
per night
(96)
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Villa Salybia
8 guests ∙ 4 bedrooms

Villa

Salybia, Sangre Grande, Trinidad and Tobago
This villa in Salybia accommodates 8 guests and features a refreshing pool for relaxation and enjoyment.
from $304
per night
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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 $218
per night
(82)
View deal
Villa Glencoe
10 guests ∙ 5 bedrooms

Villa

Glencoe, Diego Martin Regional Corporation, Trinidad and Tobago
This spacious villa in Glencoe accommodates 10 guests and features a private pool for relaxation and enjoyment.
from $668
per night
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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 $326
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 $407
per night
(1)
View deal
House Bethel
4 guests ∙ 1 bedroom

House

Bethel, Western Tobago, Trinidad and Tobago
Charming house rental in Bethel that accommodates 4 guests, featuring a fully equipped kitchen and pet-friendly policies.
from $219
per night
(6)
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