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
With a stay at this vacation home in Diego Martin (Glencoe), you'll be a 4-minute drive from The Falls At Westmall and 7 minutes from Chaguaramas Boardwalk.
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
With a stay at this vacation home in Tacarigua, you'll be within a 5-minute drive of Trincity Mall and Tunapuna Market.
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
With a stay at this vacation home in Port of Spain, you'll be within a 5-minute drive of Queen's Hall and National Museum and Art Gallery.
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
With a stay at this vacation home in Port of Spain (Success), you'll be within a 5-minute drive of Brian Lara Promenade and Caroni Bird Sanctuary.
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
With a stay at this vacation home in Port of Spain, you'll be within a 10-minute walk of Long Circular Mall and Ellerslie Plaza.
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
The price is AU$210 per night from 30 Mar to 31 Mar
AU$210
includes taxes & fees
30 Mar - 31 Mar
With a stay at this vacation home in Tunapuna, you'll be within a 5-minute drive of Tunapuna Market and Mount St. Benedict Monastery.
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 AU$98 per night from 11 Apr to 12 Apr
AU$98
includes taxes & fees
11 Apr - 12 Apr
With a stay at this vacation home in Port of Spain, you'll be within a 10-minute walk of Ariapita Avenue and Queen's Park Savanah.
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 AU$194 per night from 11 Apr to 12 Apr
AU$194
includes taxes & fees
11 Apr - 12 Apr
When you stay at this vacation home in Piarco, you'll be within a 10-minute drive of Millenium Golf Club and Trincity Mall.
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
Located in Diego Martin, Charming 3-bedroom house with WiFi and AC in marvelous Maraval is within a 10-minute drive of Shops of Maraval and Ellerslie Plaza.
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
AU$98
Highest Price
AU$362
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
Fully refundableReserve now, pay when you stay
The price is AU$362 per night from 6 Apr to 7 Apr
AU$362
includes taxes & fees
6 Apr - 7 Apr
A stay at Hyatt Regency Trinidad places you in the heart of Port of Spain, within a 5-minute drive of Ariapita Avenue and Movietowne.
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 AU$277 per night from 4 Apr to 5 Apr
AU$277
includes taxes & fees
4 Apr - 5 Apr
A stay at Hilton Trinidad & Conference Centre places you in the heart of Port of Spain, within a 15-minute walk of Queen's Hall and President's House.
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 AU$266 per night from 6 Apr to 7 Apr
AU$266
includes taxes & fees
6 Apr - 7 Apr
With a stay at The BRIX, Autograph Collection in Port of Spain, you'll be a 3-minute walk from Queen's Hall and 8 minutes by foot from President's House.
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 AU$269 per night from 6 Apr to 7 Apr
AU$269
includes taxes & fees
6 Apr - 7 Apr
With a stay at Radisson Hotel Trinidad, you'll be centrally located in Port of Spain, within a 10-minute walk of Brian Lara Promenade and Holy Trinity ...
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.