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

Port of Spain Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Port of Spain holiday rentals

1. Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue

Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue
Woodbrook
10.0 out of 10, Exceptional, (1 review)
"If using hot water you just turn on a switch, otherwise host in fantastic in communicating with tenants."
United States
QUEENALICIA
The price is HK$559
HK$912 total
includes taxes & fees
1 Oct - 2 Oct
Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue
A living room with a wooden floor, two wooden chairs, a small round table with a bowl and remote, and a TV mounted on the wall.

2. 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 HK$616
HK$1,288 total
includes taxes & fees
24 Sept - 25 Sept
Stylish 1-bed Opposite Queens Park Savannah
A kitchen with wooden cabinets, a dining table with chairs, a window with curtains, and a refrigerator.

3. 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 HK$459
HK$851 total
includes taxes & fees
21 Sept - 22 Sept
Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi
A glass-top table with six red chairs, a potted plant, and two framed pictures on the wall.

4. Charming 1-bedroom in 5 bedroom 2 baths house with AC in Woodbrook

Charming 1-bedroom in 5 bedroom 2 baths house with AC in Woodbrook
Woodbrook
The price is HK$1,020
HK$1,177 total
includes taxes & fees
21 Sept - 22 Sept
Charming 1-bedroom in 5 bedroom 2 baths house with AC in Woodbrook
A pool area with a view of a hill and a building in the background.

5. 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 HK$1,040
HK$1,144 total
includes taxes & fees
18 Sept - 19 Sept
Flower Of Joy Wellness Villa
A residential area with houses, a gated entrance, and a clear sky.

6. 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 HK$494
HK$651 total
includes taxes & fees
20 Sept - 21 Sept
Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups
A person lying in a pool with clear water.

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

BUENA VISTA | Views•Pool•Location•Wellness•Nature
St. Anns
The price is HK$366
HK$742 total
includes taxes & fees
18 Sept - 19 Sept
BUENA VISTA | Views•Pool•Location•Wellness•Nature
A pool area with a view of a hill and a building in the background.

8. WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
The price is HK$456
HK$754 total
includes taxes & fees
18 Sept - 19 Sept
WINDCREST VILLA - Great view near Port of Spain
A hallway with wooden flooring, a white brick wall, and a window with a view of buildings outside.

9. 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 HK$315
HK$483 total
includes taxes & fees
30 Sept - 1 Oct
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026
A kitchen with a large window, a sink, and dish drying racks.

10. Cozy 1-bedroom apartment in amazing Port of Spain with AC

Cozy 1-bedroom apartment in amazing Port of Spain with AC
Woodbrook
The price is HK$510
HK$743 total
includes taxes & fees
29 Sept - 30 Sept
Cozy 1-bedroom apartment in amazing Port of Spain with AC
A beach with palm trees, a sign reading 'MARACAS BAY', and parked cars.

11. -20% Queen's Park Court 1 BR Condo in Port-of-Spain

-20% Queen's Park Court 1 BR Condo in Port-of-Spain
Belmont
The price is HK$918
HK$1,075 total
includes taxes & fees
5 Oct - 6 Oct
-20% Queen's Park Court 1 BR Condo in Port-of-Spain

12. 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 HK$570
HK$1,139 total
includes taxes & fees
22 Sept - 23 Sept
Charming Studio in Port of Spain With Pool Access
A dining area with a wooden table, chairs, a potted plant, a wall clock, and a television on a stand.

13. Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking

Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking
Newtown
The price is HK$953
HK$1,408 total
includes taxes & fees
20 Sept - 21 Sept
Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking
A tiled patio with a view of the ocean, a white wall, and some greenery.

14. Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
The price is HK$2,824
HK$3,365 total
includes taxes & fees
29 Sept - 30 Sept
Arlene's & Chris's Guesthouse
A person lying in a pool with clear water.

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

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset
St. Anns
The price is HK$1,389
HK$1,961 total
includes taxes & fees
25 Sept - 26 Sept
Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

16. Charming Studio in Port of Spain with Pool Access

Charming Studio in Port of Spain with Pool Access
Belmont
The price is HK$724
HK$1,227 total
includes taxes & fees
24 Sept - 25 Sept
Charming Studio in Port of Spain with Pool Access
A living room with a wooden floor, two wooden chairs, a small round table with a bowl and remote, and a TV mounted on the wall.

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

Stylish 1-Bed Opposite Queen’s Park Savannah
Downtown Port of Spain
The price is HK$724
HK$1,328 total
includes taxes & fees
22 Sept - 23 Sept
Stylish 1-Bed Opposite Queen’s Park Savannah
A modern building with a sign reading "Tiffany's Suites".

18. 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, (6 reviews)
"This was an amazing stay. Our host looked out for our every need, the compound was clean and safe for parking and the apartment was immaculate. The Christmas decor definitely put my partner and I in the holiday spirit, popular food chains and shopping centers are available in near proximity. We felt right at home and we’re desperate to book another stay soon!"
United States
Ryan
The price is HK$621
HK$849 total
includes taxes & fees
18 Sept - 19 Sept
Enjoy your stay at our cozy, private and charming Diego Martin apartment.
A modern living room with a flat-screen TV on a wooden cabinet, a kitchen area with a refrigerator and a dining table, and a hallway leading to a door.

19. El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
9.8 out of 10, Exceptional, (6 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 HK$664
HK$796 total
includes taxes & fees
18 Sept - 19 Sept
El Carmen Apartments
A bedroom with a built-in wardrobe, a bedside table, and a mirror.

20. 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 HK$565
HK$722 total
includes taxes & fees
18 Sept - 19 Sept
Stewart Guest Apt -Trincity, Airport, Full Apt
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Port of Spain Hotel Reviews

Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

8/10 Good
"Excellence stay in the heart of Trinidad."
Abraham 3-night trip
Posted 2 days ago
Hilton Trinidad & Conference Centre

Find out more about Port of Spain

Search for holiday rentals in Port of Spain on Expedia! You can easily find your home rentals, villas, holiday apartments in Port of Spain using one of the methods below:

  • View our selection of featured holiday rentals in Port of Spain
  • Use the map to find apartments and other holiday homes in the Port of Spain neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Port of Spain while they last

Look no further and take a look at our great range of rental properties in Port of Spain!

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 32 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 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.