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
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
Pool +Jacuzzi Gulfview Townhome

Pool +Jacuzzi Gulfview Townhome

Glencoe
The price is AU$808 per night from 31 Dec to 1 Jan
AU$808
includes taxes & fees
31 Dec - 1 Jan 2025
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.
Pool +Jacuzzi Gulfview Townhome
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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
Located in the St. Augustine/Tunapuna twin-town area.

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

Tunapuna
The price is AU$211 per night from 23 Dec to 24 Dec
AU$211
includes taxes & fees
23 Dec - 24 Dec
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.
Relaxing, private, family friendly, 3 bedroom home

Relaxing, private, family friendly, 3 bedroom home

Couva
Located in Couva, this vacation home is within a 10-minute drive of Indian Caribbean Museum and Waterloo Temple.
Relaxing, private, family friendly, 3 bedroom home
The "Dous" Modern Apartment

The "Dous" Modern Apartment

San Juan
The price is AU$224 per night from 23 Dec to 24 Dec
AU$224
includes taxes & fees
23 Dec - 24 Dec
With a stay at this vacation home in San Juan, you'll be within a 10-minute drive of Mohammed Ali Jinnah Memorial Mosque and Caroni Bird Sanctuary.
The "Dous" Modern Apartment
FLVS villas

FLVS villas

carenage
This vacation home is 1.7 mi (2.7 km) from Chaguaramas Boardwalk and 2.4 mi (3.8 km) from Five Islands Water & Amusement Park.
FLVS villas
A beautiful and safe 3 bedroom home in a gated community

A beautiful and safe 3 bedroom home in a gated community

Mausica
When you stay at this vacation home in Arima, you'll be within a 10-minute drive of Santa Rosa First Peoples Community Centre and Cleaver Woods Park.
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
81 Holiday Homes
Lowest Price
AU$211
Highest Price
AU$808
Popular accommodation
Glencoe Townhome With Loft Jacuzzi and Pool, Beautiful Modern Villa 2 mins from City & Attractions - The Getaway, Pool +Jacuzzi Gulfview Townhome, BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD, Located in the St. Augustine/Tunapuna twin-town area., Relaxing, private, family friendly, 3 bedroom home, The "Dous" Modern Apartment, FLVS villas, 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 AU$384 per night from 3 Jan to 4 Jan
AU$384
includes taxes & fees
3 Jan - 4 Jan 2025
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$278 per night from 29 Dec to 30 Dec
AU$278
includes taxes & fees
29 Dec - 30 Dec
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$301 per night from 19 Jan to 20 Jan
AU$301
includes taxes & fees
19 Jan - 20 Jan 2025
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$271 per night from 28 Dec to 29 Dec
AU$271
includes taxes & fees
28 Dec - 29 Dec
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.