Book Holiday Homes in Port of Spain

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Featured Holiday Homes in Port of Spain

Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi

Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi

Piarco Port of Spain
Stay at this holiday home in Piarco. Enjoy laundry facilities and air conditioning. Popular attractions Trincity Mall and Millenium Golf Club are located ...
Opens in a new windowCozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi
Beautiful Modern Villa 2 mins from City & Attractions - The Getaway

Beautiful Modern Villa 2 mins from City & Attractions - The Getaway

Port of Spain San Juan-Laventille Regional Corporation
Stay at this holiday home in Port of Spain. Enjoy free Wi-Fi, laundry facilities and cable/satellite TV service. Popular attractions Queen's Hall and Emperor ...
Opens in a new windowBeautiful Modern Villa 2 mins from City & Attractions - The Getaway
Charming Piarco Home With Garden View

Charming Piarco Home With Garden View

2 out of 5
Piarco Tunapuna-Piarco
The price is NZ$227 per night from 15 Jan to 16 Jan
NZ$227
15 Jan - 16 Jan 2026
includes taxes & fees
Stay at this holiday home in Piarco. Enjoy free parking. Popular attractions Eco Park and Millenium Golf Club are located nearby.
Opens in a new windowCharming Piarco Home With Garden View
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Travelholics Getaway

Travelholics Getaway

Piarco Tunapuna/Piarco Regional Corporation
The price is NZ$394 per night from 16 Dec to 17 Dec
NZ$394
16 Dec - 17 Dec
includes taxes & fees
Stay at this holiday home in Piarco. Enjoy free Wi-Fi, laundry facilities and balconies. Popular attractions Trincity Mall and Millenium Golf Club are located ...
Opens in a new windowTravelholics Getaway
The Tower View

The Tower View

2 out of 5
VALSAYN
The price is NZ$332 per night from 16 Dec to 17 Dec
NZ$332
16 Dec - 17 Dec
includes taxes & fees
Stay at this holiday home in Valsayn. Enjoy laundry facilities, balconies and air conditioning. Popular attractions Tunapuna Market and Mount St. Benedict Monastery ...
Opens in a new windowThe Tower View
Located in the St. Augustine/Tunapuna twin-town area.

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

Tunapuna
The price is NZ$224 per night from 15 Jan to 16 Jan
NZ$224
15 Jan - 16 Jan 2026
includes taxes & fees
Stay at this holiday home in Tunapuna. Enjoy laundry facilities, air conditioning and a hot tub. Popular attractions Mount St. Benedict Monastery and Tunapuna ...
Opens in a new windowLocated in the St. Augustine/Tunapuna twin-town area.
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups

Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups

Couva Couva
Stay at this holiday home in Couva. Enjoy air conditioning. Popular attractions Indian Caribbean Museum and Hanuman Murti Statue are located nearby.
Opens in a new windowEntire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
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
The price is NZ$806 per night from 27 Dec to 28 Dec
NZ$806
27 Dec - 28 Dec
includes taxes & fees
Stay at this holiday home in Diego Martin. Enjoy free Wi-Fi, free parking and private hot tubs. Popular attractions The Falls At Westmall and Chaguaramas Boardwalk ...
Opens in a new windowGlencoe Townhome With Loft Jacuzzi and Pool
This is a Family Friendly property ideal for groups of 6-10 people.

This is a Family Friendly property ideal for groups of 6-10 people.

Diego Martin Diego Martin Regional Corporation
The price is NZ$394 per night from 17 Dec to 18 Dec
NZ$394
17 Dec - 18 Dec
includes taxes & fees
Stay at this holiday home in Diego Martin. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Fort George and The Falls At Westmall are located ...
Opens in a new windowThis is a Family Friendly property ideal for groups of 6-10 people.
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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
105 Holiday Homes
Lowest Price
NZ$224
Highest Price
NZ$806
Popular accommodation
Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi, Beautiful Modern Villa 2 mins from City & Attractions - The Getaway, Charming Piarco Home With Garden View, Travelholics Getaway, The Tower View, Located in the St. Augustine/Tunapuna twin-town area., Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups, Glencoe Townhome With Loft Jacuzzi and Pool, This is a Family Friendly property ideal for groups of 6-10 people.

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 NZ$427 per night from 18 Dec to 19 Dec
NZ$427
18 Dec - 19 Dec
includes taxes & fees
Stay at this luxury resort in Port of Spain. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowHyatt Regency Trinidad
The BRIX, Autograph Collection

The BRIX, Autograph Collection

4.5 out of 5
2-4 Coblentz Avenue Port of Spain Trinidad
Fully refundableReserve now, pay when you stay
The price is NZ$389 per night from 4 Jan to 5 Jan
NZ$389
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this luxury hotel in Port of Spain. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the bar and the helpful staff in their ...
Opens in a new windowThe BRIX, Autograph Collection
Radisson Hotel Trinidad

Radisson Hotel Trinidad

4 out of 5
Wrightson Road Port of Spain Trinidad
Fully refundable
The price is NZ$325 per night from 22 Dec to 23 Dec
NZ$325
22 Dec - 23 Dec
includes taxes & fees
Stay at this family-friendly resort in Port of Spain. Enjoy free Wi-Fi, free parking and 2 restaurants. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowRadisson Hotel Trinidad
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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$325 per night from 21 Dec to 22 Dec
NZ$325
21 Dec - 22 Dec
includes taxes & fees
Stay at this luxury resort in Port of Spain. Enjoy free parking, 2 restaurants and 3 bars/lounges. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowHilton Trinidad & Conference Centre
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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.