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 and Jacuzzi Vacation Home

Pool and Jacuzzi Vacation Home

Diego Martin
Located in Diego Martin, this vacation home is a 3-minute drive from The Falls At Westmall and 5 minutes from Hasely Crawford Stadium.
Pool and Jacuzzi Vacation Home
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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
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$210 per night from 7 Jun to 8 Jun
AU$210
per night
7 Jun - 8 Jun
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 17.6 mi (28.3 km) from Maracas Beach and 1.7 mi (2.7 km) from Chaguaramas Boardwalk.
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
69 Holiday Homes
Lowest Price
AU$210
Highest Price
AU$379
Popular accommodation
Glencoe Townhome With Loft Jacuzzi and Pool, Beautiful Modern Villa 2 mins from City & Attractions - The Getaway, Pool and Jacuzzi Vacation Home, Pool +Jacuzzi Gulfview Townhome, BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD, 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
The price is AU$379 per night from 4 Jun to 5 Jun
AU$379
per night
4 Jun - 5 Jun
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$290 per night from 1 Jul to 2 Jul
AU$290
per night
1 Jul - 2 Jul
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$293 per night from 1 Jul to 2 Jul
AU$293
per night
1 Jul - 2 Jul
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$291 per night from 2 Jun to 3 Jun
AU$291
per night
2 Jun - 3 Jun
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.