Book Holiday Homes in Port of Spain

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Featured Holiday Homes in Port of Spain

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
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
The price is NZ$103 per night from 6 Mar to 7 Mar
NZ$103
includes taxes & fees
6 Mar - 7 Mar
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
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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
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
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$214 per night from 5 Mar to 6 Mar
NZ$214
includes taxes & fees
5 Mar - 6 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
Ohana: Closed and modern holiday home

Ohana: Closed and modern holiday home

Brazil Village
Stay at this vacation home in Brazil. Enjoy free WiFi, breakfast (surcharge), and an in-room coffeemaker. Popular attractions Eco Park and Trinidad and Tobago ...
Ohana: Closed and modern holiday home
Located in the St. Augustine/Tunapuna twin-town area.

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

Tunapuna
The price is NZ$232 per night from 5 Mar to 6 Mar
NZ$232
includes taxes & fees
5 Mar - 6 Mar
Stay at this vacation home in Tunapuna. Enjoy air conditioning and a spa tub. Popular attractions Mount St. Benedict Monastery and Tunapuna Market are located ...
Located in the St. Augustine/Tunapuna twin-town area.
A beautiful and safe 3 bedroom home in a gated community

A beautiful and safe 3 bedroom home in a gated community

Mausica
Stay at this vacation home in Arima. Enjoy balconies, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Cleaver Woods Park and Trinidad ...
A beautiful and safe 3 bedroom home in a gated community
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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.

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$103
Highest Price
NZ$311
Popular accommodation
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, BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD, Relaxing, private, family friendly, 3 bedroom home, Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi, Ohana: Closed and modern holiday home, Located in the St. Augustine/Tunapuna twin-town area., A beautiful and safe 3 bedroom home in a gated community

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$309 per night from 14 Mar to 15 Mar
NZ$309
includes taxes & fees
14 Mar - 15 Mar
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$311 per night from 17 Mar to 18 Mar
NZ$311
includes taxes & fees
17 Mar - 18 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$303 per night from 10 Mar to 11 Mar
NZ$303
includes taxes & fees
10 Mar - 11 Mar
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
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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$287 per night from 24 Mar to 25 Mar
NZ$287
includes taxes & fees
24 Mar - 25 Mar
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
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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.