Trinidad and Tobago holiday rentals

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Booking Insights
Recommended by KAYAK

Best Trinidad and Tobago holiday rentals

Adventure Eco Villas - Plymouth - Living room
Adventure Eco Villas
Plymouth, Trinidad and Tobago
Apartment
Free Wi-Fi
Air conditioning
€119+
Check availability
The Villas at Stonehaven - Black Rock - Pool
The Villas at Stonehaven
Black Rock, Trinidad and Tobago
9.7Wonderful(54)
Villa
Parking
Free Wi-Fi
Pool
Air conditioning
€486+
Check availability
Nature surrounded apartment w/pool and 5 minuets away from the beach! - Plymouth - Balcony
Nature surrounded apartment w/pool and 5 minuets away from the beach!
Plymouth, Trinidad and Tobago
Apartment
Free Wi-Fi
Air conditioning
€91+
Check availability
Plantation Beach Villas - Black Rock - Pool
Plantation Beach Villas
Black Rock, Trinidad and Tobago
9.3Wonderful(15)
Villa
Parking
Free Wi-Fi
Pool
Air conditioning
€443+
Check availability
Foothills Apartment 28 Vacation Nest - San Fernando - Dining room
Foothills Apartment 28 Vacation Nest
San Fernando, Trinidad and Tobago
9.6Wonderful(22)
Apartment
Parking
Free Wi-Fi
Air conditioning
€83+
Check availability
Ri'Biero's Holiday Apartments - Crown Point - Pool
Ri'Biero's Holiday Apartments
Crown Point, Trinidad and Tobago
8.7Very Good(42)
Apartment
Free Wi-Fi
Air conditioning
€131+
Check availability
Birdie's Nest - Black Rock - Beach
Birdie's Nest
Black Rock, Trinidad and Tobago
8.8Very Good(9)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
€131+
Check availability
Main Building, Top O Tobago Villa - Plymouth - Pool
Main Building, Top O Tobago Villa
Plymouth, Trinidad and Tobago
Villa
Air conditioning
€281+
Check availability
Eco Park Inn - Lowlands - Building
Eco Park Inn
Lowlands, Trinidad and Tobago
6.1Okay(22)
Apartment
Air conditioning
€44+
Check availability
Porsche Place in San Fernando - San Fernando - Bedroom
Porsche Place in San Fernando
San Fernando, Trinidad and Tobago
9.0Wonderful(2)
House
Free Wi-Fi
Air conditioning
€51+
Check availability
Tobago Hibiscus Golf Villas & Appartments - Black Rock - Living room
Tobago Hibiscus Golf Villas & Appartments
Black Rock, Trinidad and Tobago
9.1Wonderful(148)
House
Parking
Free Wi-Fi
Pool
Pet friendly
€93+
Check availability
Robbie's Place Tobago - Black Rock - Beach
Robbie's Place Tobago
Black Rock, Trinidad and Tobago
Apartment
Free Wi-Fi
Air conditioning
€107+
Check availability
Eagle's Base Villa & Cottage - Scarborough - Pool
Eagle's Base Villa & Cottage
Scarborough, Trinidad and Tobago
10Wonderful(1)
Villa
Free Wi-Fi
Air conditioning
€209+
Check availability
Captain's Quarters at Bayview Villas, overlooking beautiful Stonehaven Bay - Black Rock - Balcony
Captain's Quarters at Bayview Villas, overlooking beautiful Stonehaven Bay
Black Rock, Trinidad and Tobago
10Wonderful(1)
House
Air conditioning
€195+
Check availability
Two Bedroom Apartment - Diego Martin
Two Bedroom Apartment
Diego Martin, Trinidad and Tobago
8.3Very Good(1)
Apartment
Parking
Free Wi-Fi
Air conditioning
€218+
Check availability
Boyce Guest House - Black Rock
Boyce Guest House
Black Rock, Trinidad and Tobago
8.3Very Good(1)
Apartment
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€68+
Check availability
Booking Insights

KAYAK’s insights for holiday rentals in Trinidad and Tobago

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Trinidad and Tobago with confidence.

How early should you book a vacation rental in Trinidad and Tobago?

Book at least 73 days before your stay begins to get the best price for your Trinidad and Tobago vacation rental.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

March
February
€72
€83
Cheapest month to stay with an average 41% drop in price.
Most expensive month to stay with an average 311% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Trinidad and Tobago holiday rental

FAQs when booking a holiday home in Trinidad and Tobago

  • How much is a holiday rental in Trinidad and Tobago for tonight?

    In the last 72 hours, users have found Trinidad and Tobago holiday rentals for tonight for as little as €66. Search here for similar prices

  • What types of holiday rentals are available in Trinidad and Tobago?

    There are loads of different property types that you can make your holiday home in Trinidad and Tobago. You’ll find apartments, condos, cottages, farm stays, houses, campsites, lodges, villas, homestays and cabins.

  • Are there any pet-friendly holiday rentals in Trinidad and Tobago?

    There are a number of dog and pet-friendly Trinidad and Tobago holiday rentals, with around 3% allowing you to bring your pet along with you.

  • What are the most popular regions of Trinidad and Tobago for holiday rentals?

    Based on KAYAK holiday rental searches, the most popular region to stay in Trinidad and Tobago is Eastern Tobago. Other popular choices include Port of Spain and Tunapuna/Piarco.

Where to stay in Trinidad and Tobago?

Our map will help you find the perfect place to stay in Trinidad and Tobago by showing you the exact location of each holiday home.

Everything you need to know for your stay in Trinidad and Tobago