A coastal cityscape with dense housing, a prominent bridge, and high-rise buildings under a cloudy sky.

Port of Spain Holiday Rentals

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Our top choices for Port of Spain holiday rentals

1. Stylish 1-bed Opposite Queens Park Savannah

Stylish 1-bed Opposite Queens Park Savannah
2.0 star property
Downtown Port of Spain
10.0 out of 10, Exceptional, (1 review)
"This property is AMAZING! It is spotless, conveniently located and the owner has used her own travel experiences to anticipate what a traveler may need while staying at her property. The home is beautifully decorated, extremely well maintained. The neighbors are all friendly and helpful & the owner is extremely responsive to any questions you may have. We HIGHLY recommend this property. We are definitely planning to be repeat customers. Top level accommodations and host accountability at a...
United States
Gary
The price is NZ$282
includes taxes & fees
19 Aug - 20 Aug
Stylish 1-bed Opposite Queens Park Savannah

2. Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi
Downtown Port of Spain
The price is NZ$185
includes taxes & fees
24 Aug - 25 Aug
Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

3. Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
St. Anns
2.0 out of 10, (1 review)
"Family of Nine Left Stranded Outside in the Dark An extremely distressing experience. I booked Flowers of Joy Wellness Villa through Hotels.com for nine family members, including my elderly mother and four children aged 7–14. The host called on check-in day and I confirmed arrival between 5–6 pm. Check-in was advertised until 9 pm. At 6:06 pm, I WhatsApped to say we were almost there; the message was delivered. We arrived at 6:20 pm, but repeated calls went unanswered. At 6:24 pm, I messaged...
United States
Bevil
The price is NZ$297
includes taxes & fees
15 Aug - 16 Aug
Flower Of Joy Wellness Villa

4. BUENA VISTA | Views•Pool•Location•Wellness•Nature

BUENA VISTA | Views•Pool•Location•Wellness•Nature
St. Anns
The price is NZ$192
includes taxes & fees
17 Aug - 18 Aug
BUENA VISTA | Views•Pool•Location•Wellness•Nature

5. WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
The price is NZ$197
includes taxes & fees
5 Sept - 6 Sept
WINDCREST VILLA - Great view near Port of Spain

6. Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026

Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026
St Clair
5.0 out of 10, (4 reviews)
"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
14 Aug - 15 Aug
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026

7. Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups

Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups
Newtown
The price is NZ$130
includes taxes & fees
11 Sept - 12 Sept
Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups

8. Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
The price is NZ$729
includes taxes & fees
16 Aug - 17 Aug
Arlene's & Chris's Guesthouse

9. Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,

Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,
Woodbrook
The price is NZ$340
includes taxes & fees
19 Aug - 20 Aug
Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,

10. Charming Studio in Port of Spain With Pool Access

Charming Studio in Port of Spain With Pool Access
2.0 star property
Belmont
The price is NZ$248
includes taxes & fees
31 Aug - 1 Sept
Charming Studio in Port of Spain With Pool Access

11. Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset
St. Anns
The price is NZ$437
includes taxes & fees
5 Sept - 6 Sept
Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

12. Stylish 1-Bed Opposite Queen’s Park Savannah

Stylish 1-Bed Opposite Queen’s Park Savannah
Downtown Port of Spain
The price is NZ$290
includes taxes & fees
16 Aug - 17 Aug
Stylish 1-Bed Opposite Queen’s Park Savannah

13. Charming Studio in Port of Spain with Pool Access

Charming Studio in Port of Spain with Pool Access
Belmont
The price is NZ$268
includes taxes & fees
11 Sept - 12 Sept
Charming Studio in Port of Spain with Pool Access

14. ModernRetreat with Easy Access to Everything

ModernRetreat with Easy Access to Everything
Tunapuna
9.6 out of 10, Exceptional, (4 reviews)
"I booked this stay for my elderly, mom, And everything went really well. The house was very accessible and within walking distance to so many Great shops. The apartment itself was very comfortable and the host was very prompt at responding to everything my mum needed, we will definitely Book this again if we need a place to stay, thank you so much!"
Canada
Jean P.
The price is NZ$170
includes taxes & fees
14 Aug - 15 Aug
ModernRetreat with Easy Access to Everything

15. Enjoy your stay at our cozy, private and charming Diego Martin apartment.

Enjoy your stay at our cozy, private and charming Diego Martin apartment.
Diego Martin
10.0 out of 10, Exceptional, (4 reviews)
"My stay was comfortable and awesome. The cleanliness and availability of household effects made me very relaxing, plus the safety and security of the area is phenomenal. Parking is also available on the premises. Thanks again for the wonderful and reasonable accommodation."
United States
Eric A.
The price is NZ$203
includes taxes & fees
7 Sept - 8 Sept
Enjoy your stay at our cozy, private and charming Diego Martin apartment.

16. Cozy Bed & Breakfast Private Room

Cozy Bed & Breakfast Private Room
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
"This was our first visit to Trinidad and didnt know what to expect. Upon arrival we were happy to see that this was a beautifully secluded neighborhood. Our host Wendy was amazing and communicated with us throughout our stay. I recommended this Cozy bed and breakfast. You won't regret it!! plsantly "
United States
Marjie J.
The price is NZ$187
includes taxes & fees
17 Aug - 18 Aug
Cozy Bed & Breakfast Private Room

17. El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
9.6 out of 10, Exceptional, (5 reviews)
"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$173
includes taxes & fees
15 Aug - 16 Aug
El Carmen Apartments

18. Stewart Guest Apt -Trincity, Airport, Full Apt

Stewart Guest Apt -Trincity, Airport, Full Apt
Trincity
10.0 out of 10, Exceptional, (5 reviews)
"Great property Centrally located "
United States
phillip
The price is NZ$156
includes taxes & fees
22 Aug - 23 Aug
Stewart Guest Apt -Trincity, Airport, Full Apt

19. 2 bedroom Tranquil Retreat

2 bedroom Tranquil Retreat
Port of Spain
The price is NZ$218
includes taxes & fees
14 Aug - 15 Aug
2 bedroom Tranquil Retreat
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$106 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 National Academy for the Performing Arts, 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?

BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD: This highly rated holiday home rental in Port of Spain offers a private garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other homes for rent in Port of Spain include Lush oasis in port of Spain with private pool and Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026.

How many holiday rentals are there in Port of Spain?

With 36 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 Woodford Square, or simply take in cultural attractions like Queen's Hall and National Museum and Art Gallery. While here, Ariapita Avenue and Queen's Park Savannah Grand Stand 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.