Book Holiday Homes in Port of Spain

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Port of Spain

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

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

Tacariga
Stay at this vacation home in Tacarigua. Enjoy air conditioning. Popular attractions Trincity Mall and Millenium Golf Club are located nearby.
Comfortable 3-bedroom house AC TV in rooms WiFi laundry fully equipped kitchen
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 hot 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
Save an average of 15% on thousands of hotels when you're signed in
Robert's Guesthouse in Port of Spain.
In the Heart of Carnival 2025

Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2025

St Clair
Stay at this vacation home in Port of Spain. Enjoy free WiFi and a garden. Popular attractions Queen's Park Oval and Adam Smith Square are located nearby.
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2025
Located in the St. Augustine/Tunapuna twin-town area.

Located in the St. Augustine/Tunapuna twin-town area.

Tunapuna
Stay at this vacation home in Tunapuna. Enjoy air conditioning and a hot tub. Popular attractions Mount St. Benedict Monastery and Tunapuna Market are located ...
Located in the St. Augustine/Tunapuna twin-town area.
Relaxing, private, family friendly, 3 bedroom home

Relaxing, private, family friendly, 3 bedroom home

Couva
Book a stay at this family-friendly vacation home in Couva. Enjoy free WiFi, private pools, and a garden. Popular attractions Indian Caribbean Museum and Waterloo ...
Relaxing, private, family friendly, 3 bedroom home
Spacious 6-bedroom house in Federation Park Port of Spain with AC, WiFi

Spacious 6-bedroom house in Federation Park Port of Spain with AC, WiFi

Port of Spain
Stay at this vacation home in Port of Spain. Enjoy free WiFi, private pools, and a sauna. Popular attractions Long Circular Mall and Ellerslie Plaza are located ...
Spacious 6-bedroom house in Federation Park Port of Spain with AC, WiFi
BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD

BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD

Laventille, Port Of Spain Trinidad
Stay at this vacation home in Port of Spain. Enjoy free breakfast, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Independence Square ...
BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD
Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi

Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi

Piarco
The price is NZ$211 per night from 28 Mar to 29 Mar
NZ$211
includes taxes & fees
28 Mar - 29 Mar
Stay at this vacation home in Piarco. Enjoy air conditioning. Popular attractions Trincity Mall and Millenium Golf Club are located nearby.
Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi
Don't see what you're looking for?
See all available properties in Port of Spain
View all properties
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.

Port of Spain 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 Port of Spain vacation homes are the perfect way for you to wing it.

Holiday houses in Port of Spain 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 Port of Spain 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 Port of Spain adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Port of Spain 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 Port of Spain 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.

Port of Spain Holiday Homes essential information

Accommodation
86 Holiday Homes
Lowest Price
NZ$211
Highest Price
NZ$397
Popular accommodation
Comfortable 3-bedroom house AC TV in rooms WiFi laundry fully equipped kitchen, Glencoe Townhome With Loft Jacuzzi and Pool, Beautiful Modern Villa 2 mins from City & Attractions - The Getaway, Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2025, Located in the St. Augustine/Tunapuna twin-town area., Relaxing, private, family friendly, 3 bedroom home, Spacious 6-bedroom house in Federation Park Port of Spain with AC, WiFi, BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD, Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi

Top trending hotels in Port of Spain

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$397 per night from 4 Apr to 5 Apr
NZ$397
includes taxes & fees
4 Apr - 5 Apr
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$297 per night from 22 Mar to 23 Mar
NZ$297
includes taxes & fees
22 Mar - 23 Mar
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
Radisson Hotel Trinidad

Radisson Hotel Trinidad

4 out of 5
Wrightson Road, Port of Spain, Trinidad
Fully refundable
The price is NZ$296 per night from 1 Apr to 2 Apr
NZ$296
includes taxes & fees
1 Apr - 2 Apr
Stay at this 4-star family-friendly resort in Port of Spain. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff in our reviews. ...
Radisson Hotel Trinidad
Save an average of 15% on thousands of hotels when you're signed in
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$280 per night from 4 Apr to 5 Apr
NZ$280
includes taxes & fees
4 Apr - 5 Apr
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
Don't see what you're looking for?
See all available properties in Port of Spain
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.