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 hot tubs. Popular attractions The Falls At Westmall and Chaguaramas ...
Glencoe Townhome With Loft Jacuzzi and Pool
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
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 Emperor ...
Beautiful Modern Villa 2 mins from City & Attractions - The Getaway
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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
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
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.
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 27 Apr to 28 Apr
NZ$103
includes taxes & fees
27 Apr - 28 Apr
Stay at this vacation home in Port of Spain. Enjoy free WiFi and a garden. Popular attractions Queen's Park Oval and Ariapita Avenue are located nearby.
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2025
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$206 per night from 26 Apr to 27 Apr
NZ$206
includes taxes & fees
26 Apr - 27 Apr
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
Charming 3-bedroom house with WiFi and AC in marvelous Maraval

Charming 3-bedroom house with WiFi and AC in marvelous Maraval

Maraval
Enjoy air conditioning. Popular attractions Maracas Beach and Shops of Maraval are located nearby.
Charming 3-bedroom house with WiFi and AC in marvelous Maraval
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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
97 Holiday Homes
Lowest Price
NZ$103
Highest Price
NZ$391
Popular accommodation
Glencoe Townhome With Loft Jacuzzi and Pool, Comfortable 3-bedroom house AC TV in rooms WiFi laundry fully equipped kitchen, Beautiful Modern Villa 2 mins from City & Attractions - The Getaway, BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD, Spacious 6-bedroom house in Federation Park Port of Spain with AC, WiFi, Located in the St. Augustine/Tunapuna twin-town area., Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2025, Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi, Charming 3-bedroom house with WiFi and AC in marvelous Maraval

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
The price is NZ$391 per night from 28 Apr to 29 Apr
NZ$391
includes taxes & fees
28 Apr - 29 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$345 per night from 23 Apr to 24 Apr
NZ$345
includes taxes & fees
23 Apr - 24 Apr
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$342 per night from 12 May to 13 May
NZ$342
includes taxes & fees
12 May - 13 May
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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Radisson Hotel Trinidad

Radisson Hotel Trinidad

4 out of 5
Wrightson Road, Port of Spain, Trinidad
Fully refundable
The price is NZ$291 per night from 22 Apr to 23 Apr
NZ$291
includes taxes & fees
22 Apr - 23 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
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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.