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Featured Holiday Homes in Port of Spain

A modern tiny house nestled in a residential community in Chaguanas.

A modern tiny house nestled in a residential community in Chaguanas.

2 out of 5
Chaguanas
Located in Chaguanas, this vacation home is within a 10-minute drive of Hanuman Murti Statue and Waterloo Temple.
A modern tiny house nestled in a residential community in Chaguanas.
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
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Pool +Jacuzzi Gulfview Townhome

Pool +Jacuzzi Gulfview Townhome

Glencoe
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
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$201 per night from 1 Nov to 2 Nov
AU$201
includes taxes & fees
1 Nov - 2 Nov
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 Waterloo Temple and Indian Caribbean Museum.
Relaxing, private, family friendly, 3 bedroom home
The "Dous" Modern Apartment

The "Dous" Modern Apartment

San Juan
The price is AU$213 per night from 1 Nov to 2 Nov
AU$213
includes taxes & fees
1 Nov - 2 Nov
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
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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
78 Holiday Homes
Lowest Price
AU$201
Highest Price
AU$365
Popular accommodation
A modern tiny house nestled in a residential community in Chaguanas. , 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

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$365 per night from 8 Nov to 9 Nov
AU$365
includes taxes & fees
8 Nov - 9 Nov
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
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$270 per night from 10 Nov to 11 Nov
AU$270
includes taxes & fees
10 Nov - 11 Nov
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
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$259 per night from 7 Nov to 8 Nov
AU$259
includes taxes & fees
7 Nov - 8 Nov
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
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Kapok Hotel

Kapok Hotel

4 out of 5
16-18 Cotton Hill St Clair, Port of Spain, Trinidad
The price is AU$288 per night from 1 Nov to 2 Nov
AU$288
includes taxes & fees
1 Nov - 2 Nov
When you a stay at Kapok Hotel in Port of Spain, you'll be next to a golf course, within a 5-minute walk of Queen's Park Savanah and Ellerslie Plaza.
Kapok Hotel
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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.