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Featured Holiday Homes in Trinidad and Tobago

A modern tiny house nestled in a residential community in Chaguanas.

A modern tiny house nestled in a residential community in Chaguanas.

2 out of 5
Chaguanas
Stay at this vacation home in Chaguanas. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Hanuman Murti Statue and Waterloo Temple are ...
A modern tiny house nestled in a residential community in Chaguanas.
Glencoe Townhome With Loft Jacuzzi and Pool

Glencoe Townhome With Loft Jacuzzi and Pool

3.5 out of 5
Lot 13 Gulf View Drive, Diego Martin, Diego Martin
Stay at this 3.5-star vacation home in Diego Martin. Enjoy free WiFi, free parking, and private spa tubs. Popular attractions The Falls At Westmall and Chaguaramas ...
Glencoe Townhome With Loft Jacuzzi and Pool
Beautiful Modern Villa 2 mins from City & Attractions - The Getaway

Beautiful Modern Villa 2 mins from City & Attractions - The Getaway

Port of Spain
Stay at this vacation home in Port of Spain. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Queen's Hall and President's ...
Beautiful Modern Villa 2 mins from City & Attractions - The Getaway
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Charming 3-bedroom villa with WiFi, AC in enjoyable Lowlands

Charming 3-bedroom villa with WiFi, AC in enjoyable Lowlands

2 out of 5
Lowlands
Enjoy air conditioning. Popular attractions Pigeon Point Beach and Gulf City Mall are located nearby.
Charming 3-bedroom villa with WiFi, AC in enjoyable Lowlands
Tobago Hibiscus Villas and Apartments

Tobago Hibiscus Villas and Apartments

3.5 out of 5
Kimme Drive, Mt. Irvine, Mount Irvine, Bethel, Western Tobago
Stay at this 3.5-star beach vacation home in Bethel. Enjoy free WiFi, free parking, and free beach cabanas. Popular attractions Pigeon Point Beach and The Kimme ...
Tobago Hibiscus Villas and Apartments
Mary's Hill Lodge, Tobago

Mary's Hill Lodge, Tobago

Scarborough
Book a stay at this family-friendly vacation home in Scarborough. Enjoy free WiFi, private pools, and a garden. Popular attractions Botanical Gardens and Scarborough ...
Mary's Hill Lodge, Tobago
Cozy 3 bedroom house. Perfect for Couples, Families, Groups etc.

Cozy 3 bedroom house. Perfect for Couples, Families, Groups etc.

Aripero
Stay at this vacation home in La Brea. Enjoy air conditioning. Popular attraction Pitch Lake is located nearby.
Cozy 3 bedroom house. Perfect for Couples, Families, Groups etc.
Standard room B at Bellissimo

Standard room B at Bellissimo

Scarborugh
Stay at this vacation home in Buccoo. Popular attractions Pigeon Point Beach and Buccoo Beach are located nearby.
Standard room B at Bellissimo
Home away from home with quiet and relaxing atmosphere

Home away from home with quiet and relaxing atmosphere

Toco
Stay at this vacation home in Toco. Enjoy free WiFi, patios, and air conditioning. Popular attractions Toco Beach and Toco Folk Museum are located nearby.
Home away from home with quiet and relaxing atmosphere
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
158 Holiday Homes
Lowest Price
NZ$255
Highest Price
NZ$347
Popular accommodation
A modern tiny house nestled in a residential community in Chaguanas. , Glencoe Townhome With Loft Jacuzzi and Pool, Beautiful Modern Villa 2 mins from City & Attractions - The Getaway, Charming 3-bedroom villa with WiFi, AC in enjoyable Lowlands, Tobago Hibiscus Villas and Apartments, Mary's Hill Lodge, Tobago, Cozy 3 bedroom house. Perfect for Couples, Families, Groups etc., Standard room B at Bellissimo, Home away from home with quiet and relaxing atmosphere

Top trending hotels in Trinidad and Tobago

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
No 1 Wrighton Road, Port of Spain, Trinidad
Fully refundableReserve now, pay when you stay
The price is NZ$347 per night from 24 Nov to 25 Nov
NZ$347
includes taxes & fees
24 Nov - 25 Nov
Stay at this 4.5-star luxury resort in Port of Spain. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean ...
Hyatt Regency Trinidad
Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
Lady Young Road, Belmont, Port of Spain
Fully refundableReserve now, pay when you stay
The price is NZ$255 per night from 28 Nov to 29 Nov
NZ$255
includes taxes & fees
28 Nov - 29 Nov
Stay at this 4.5-star luxury resort in Port of Spain. Enjoy free parking, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff in our reviews. ...
Hilton Trinidad & Conference Centre
The BRIX, Autograph Collection

The BRIX, Autograph Collection

4.5 out of 5
2-4 Coblentz Avenue, Cascade, Port of Spain, Trinidad
Fully refundableReserve now, pay when you stay
The price is NZ$302 per night from 16 Dec to 17 Dec
NZ$302
includes taxes & fees
16 Dec - 17 Dec
Stay at this 4.5-star luxury hotel in Port of Spain. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...
The BRIX, Autograph Collection
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Holiday Inn Express Hotel & Suites Trincity Trinidad Airport, an IHG Hotel

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport, an IHG Hotel

3 out of 5
No 1 Exposition Drive, Piarco, Trinidad
Fully refundable
The price is NZ$293 per night from 15 Dec to 16 Dec
NZ$293
includes taxes & fees
15 Dec - 16 Dec
Stay at this 3-star golf hotel in Piarco. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport, an IHG Hotel
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.