Trinidad and Tobago holiday rentals

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Best Trinidad and Tobago holiday rentals

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€39 - €936€936 - €1,834€1,834 - €2,731€2,731 - €3,629€3,629+ per night

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ApartmentCondoCottageHomestayHouse

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Most recommended holiday rentals in Trinidad and Tobago

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Lesville Tobago - Crown Point - Pool
Lesville Tobago
Crown Point, Trinidad and Tobago
7.6Good(4)
Parking
Free Wi-Fi
Pool
Air conditioning
€50+
Check availability
Relaxing 2 bedroom with AC, WiFi, Central Location - San Fernando
Relaxing 2 bedroom with AC, WiFi, Central Location
San Fernando, Trinidad and Tobago
9.7Wonderful(6)
Free Wi-Fi
Air conditioning
€61+
Check availability
Tuscany, at Rose's Place. - Chase Village
Tuscany, at Rose's Place.
Chase Village, Trinidad and Tobago
7.0Good(2)
Free Wi-Fi
Air conditioning
€68+
Check availability
Jeanoel Chateau Cozy 2beds 1bath Apartment - San Fernando - Living room
Jeanoel Chateau Cozy 2beds 1bath Apartment
San Fernando, Trinidad and Tobago
9.8Wonderful(3)
Parking
Free Wi-Fi
Air conditioning
€88+
Check availability
Foothills Apartment 28 Vacation Nest - San Fernando - Dining room
Foothills Apartment 28 Vacation Nest
San Fernando, Trinidad and Tobago
9.5Wonderful(21)
Parking
Free Wi-Fi
Air conditioning
€90+
Check availability
Tobago Hibiscus Golf Villas & Appartments - Black Rock - Living room
Tobago Hibiscus Golf Villas & Appartments
Black Rock, Trinidad and Tobago
9.0Wonderful(147)
Parking
Free Wi-Fi
Pool
Pet friendly
€94+
Check availability
Quiet Oasis is located across the street from the community park - Chaguanas - Chaguanas - Living room
Quiet Oasis is located across the street from the community park - Chaguanas
Chaguanas, Trinidad and Tobago
10Wonderful(1)
Free Wi-Fi
Air conditioning
€107+
Check availability
Casa Cicada at 18 Cicada Drive - Chaguanas - Dining room
Casa Cicada at 18 Cicada Drive
Chaguanas, Trinidad and Tobago
Free Wi-Fi
Air conditioning
€126+
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TinyUrb - Experience a modern tiny house - Chaguanas - Kitchen
TinyUrb - Experience a modern tiny house
Chaguanas, Trinidad and Tobago
9.0Wonderful(2)
Free Wi-Fi
Air conditioning
€127+
Check availability
Highend resort - Buccoo
Highend resort
Buccoo, Trinidad and Tobago
9.1Wonderful(28)
Parking
Free Wi-Fi
Air conditioning
€181+
Check availability
Dar es Salaam: Haven of Peace! at Rose's place - Chase Village - Patio
Dar es Salaam: Haven of Peace! at Rose's place
Chase Village, Trinidad and Tobago
Air conditioning
€198+
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Eagle's Base Villa & Cottage - Scarborough - Pool
Eagle's Base Villa & Cottage
Scarborough, Trinidad and Tobago
10Wonderful(1)
Free Wi-Fi
Air conditioning
€211+
Check availability
Tradewinds Villa - Architectural Designed Villa Near Beautiful Beaches - Buccoo - Bedroom
Tradewinds Villa - Architectural Designed Villa Near Beautiful Beaches
Buccoo, Trinidad and Tobago
9.1Wonderful(22)
Air conditioning
€296+
Check availability
Flamingo Villa in quiet & secure gated development close to airport, beaches - Buccoo - Balcony
Flamingo Villa in quiet & secure gated development close to airport, beaches
Buccoo, Trinidad and Tobago
9.2Wonderful(24)
Free Wi-Fi
Air conditioning
€360+
Check availability
Sea Glass Villa Tobago in a 24-hr manned gated community close to beaches - Buccoo - Bedroom
Sea Glass Villa Tobago in a 24-hr manned gated community close to beaches
Buccoo, Trinidad and Tobago
9.5Wonderful(18)
Free Wi-Fi
Air conditioning
€374+
Check availability
Plantation Beach Villas - Black Rock - Pool
Plantation Beach Villas
Black Rock, Trinidad and Tobago
9.1Wonderful(18)
Parking
Free Wi-Fi
Pool
Air conditioning
€389+
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
€93
€114
Cheapest month to stay with an average 55% drop in price.
Most expensive month to stay with an average 217% 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 €47. Search here for similar prices

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

    In the last 72 hours, users have found Trinidad and Tobago holiday rentals for this weekend for as little as €52 per night. 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 Port of Spain. Other popular choices include Tunapuna/Piarco and Eastern Tobago.

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