Port of Spain Holiday Rentals

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Our top choices for Port of Spain holiday rentals

Apartment in Port of Spain

Arlene's & Chris's Guesthouse
4.0 star property
Arlene's & Chris's Guesthouse

Condo in Port of Spain

Flower Of Joy Wellness Villa
4.5 star property
The price is NZ$333
includes taxes & fees
31 Dec - 1 Jan 2026
Flower Of Joy Wellness Villa
The price is NZ$350
includes taxes & fees
13 Jan - 14 Jan 2026
Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,
The price is NZ$219
includes taxes & fees
30 Dec - 31 Dec
BUENA VISTA | Views•Pool•Location•Wellness•Nature

Apartment in Port of Spain

The ValVerde Condo 102
10.0 out of 10, Exceptional, (1)
"The host was amazing! Very attentive to our needs, communicative, polite and helpful with transportation and all other aspects. I highly recommend this location."
United States
LINDA M.
The ValVerde Condo 102
The price is NZ$223
includes taxes & fees
6 Jan - 7 Jan 2026
WINDCREST VILLA - Great view near Port of Spain
10.0 out of 10, Exceptional, (1)
"Our host was amazing and incredible hospitable. The place was clean and tidy and communication was stellar. Would definitely stay here again. Thanks you so much for a wonderful short stay. "
United States
Christopher F.
The price is NZ$519
includes taxes & fees
30 Dec - 31 Dec
Tranquility Hotel Suite RB, walking distance to the QPS, Ariapita Ave, & EV Zoo,
The price is NZ$1,032
includes taxes & fees
4 Jan - 5 Jan 2026
5-bedroom, 2 baths house with WiFi, AC in Woodbrook. Near many mas camps.
The price is NZ$396
includes taxes & fees
30 Dec - 31 Dec
Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset
The price is NZ$1,009
includes taxes & fees
30 Dec - 31 Dec
Tranquility Hotel Suite Pent, walking distance to the QPS, Ariapita Ave & EV Zoo

Apartment in Port of Spain

The ValVerde Condo 101
10.0 out of 10, Exceptional, (3)
"Friendly and accommodating staff in a great location. Will definitely consider staying at this property again."
United States
Daryl C.
The ValVerde Condo 101
The price is NZ$519
includes taxes & fees
30 Dec - 31 Dec
Tranquility Hotel Suite RF, walking distance to the QPS, Ariapita Ave, & EV Zoo,
The price is NZ$519
includes taxes & fees
30 Dec - 31 Dec
Tranquility Hotel Suite RC, walking distance to the QPS, Ariapita Ave, & EV Zoo,
The price is NZ$519
includes taxes & fees
30 Dec - 31 Dec
Tranquility Hotel Suite RE, walking distance to the QPS, Ariapita Ave, & EV Zoo,
The price is NZ$715
includes taxes & fees
30 Dec - 31 Dec
Tranquility Hotel Suite RD, walking distance to the QPS, Ariapita Ave, & EV Zoo,
The price is NZ$715
includes taxes & fees
30 Dec - 31 Dec
Tranquility Hotel Suite RA, walking distance to the QPS, Ariapita Ave, & EV Zoo,
The price is NZ$715
includes taxes & fees
30 Dec - 31 Dec
Tranquility Hotel Suite RG, walking distance to the QPS, Ariapita Ave, & EV Zoo,
5.0 out of 10, (4)
"Robert and Joan were very nice and welcoming the place was well kept and I enjoyed my time here! Thanks!"
United States
Rianna B.
The price is NZ$106
includes taxes & fees
31 Dec - 1 Jan 2026
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026

Aparthotel in Arouca

Emporis Resort
3.5 star property
The price is NZ$370
includes taxes & fees
30 Dec - 31 Dec
Emporis Resort

Apartment in St. Helena

El Carmen Apartments
4.0 star property
10.0 out of 10, Exceptional, (3)
"v convenient for transit passengers no headaches no hassle no waist of time pickup drop will coust you only 20usd "
United States
DEEPIKA
The price is NZ$193
includes taxes & fees
30 Dec - 31 Dec
El Carmen Apartments
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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Top Port of Spain Hotel Reviews

Find out more about Port of Spain

Everything you need to know about Port of Spain holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Port of Spain holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Port of Spain holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Port of Spain holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Port of Spain. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Port of Spain holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Port of Spain holiday rentals we have selected for you start as low as NZ$219 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Port of Spain rentals

At Expedia, we put the best Port of Spain holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Port of Spain rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Port of Spain holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Port of Spain. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Port of Spain?

Yes, there are holiday rentals in Port of Spain close to Royal Botanical Gardens, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the bustling port and top-notch restaurants in Port of Spain. Leave time to check out the beaches and entertainment venues during your visit.

What are some of the best holiday rentals that Port of Spain has to offer?

Charming Piarco Home With Garden View: This holiday home rental outside Port of Spain comes with free WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind. Other favourite homes for rent in Port of Spain are 5-bedroom, 2 baths house with WiFi, AC in Woodbrook. Near many mas camps. and BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD.

How many holiday rentals are there in Port of Spain?

With 35 Expedia holiday rentals, you're guaranteed to find just the right place for your Port of Spain stay.

What can I see and do in Port of Spain?

Enjoy the outdoors at Queen's Park Savanah and Royal Botanical Gardens, or simply take in cultural attractions like Queen's Park Savannah Grand Stand and Queen's Hall. While here, Ariapita Avenue and Queen's Park Oval are other places worth a visit.

What are holiday rentals like in Port of Spain?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Port of Spain. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for small groups.