Book Holiday Homes in Trinidad and Tobago
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Explore these top cities in Trinidad and Tobago
Featured Holiday Homes in Trinidad and Tobago

Glencoe Townhome With Loft Jacuzzi and Pool

3 Bedroom Luxury Villa in the heart of Santa Cruz.

Beautiful 4 bedroom home & additional 2 bedroom detached guess house.

Beachfront 1 Bedroom Apartment on Courland Bay with Salt Water Pool.

Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026

CaribBliss Suite - Tobago Plantations Penthouse

Comfortable 3-bedroom house AC TV in rooms WiFi laundry fully equipped kitchen

TinyUrb, a modern tiny house, big on comfort but with tiny living experience.

Gateway to Carnival City
Trinidad and Tobago Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Trinidad and Tobago vacation homes are the perfect way for you to wing it.
Holiday houses in Trinidad and Tobago let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Trinidad and Tobago in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Trinidad and Tobago adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Trinidad and Tobago with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Trinidad and Tobago vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Trinidad and Tobago Holiday Homes essential information
Accommodation | 205 Holiday Homes |
|---|---|
Lowest Price | NZ$105 |
Highest Price | NZ$717 |
Popular accommodation | Glencoe Townhome With Loft Jacuzzi and Pool, 3 Bedroom Luxury Villa in the heart of Santa Cruz., Beautiful 4 bedroom home & additional 2 bedroom detached guess house., Beachfront 1 Bedroom Apartment on Courland Bay with Salt Water Pool. , Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026, CaribBliss Suite - Tobago Plantations Penthouse , Comfortable 3-bedroom house AC TV in rooms WiFi laundry fully equipped kitchen, TinyUrb, a modern tiny house, big on comfort but with tiny living experience. , Gateway to Carnival City |
Top trending hotels in Trinidad and Tobago

Hyatt Regency Trinidad

Tropikist Beach Hotel & Resort

Kapok Hotel

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG
More ways to explore Trinidad and Tobago
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.

