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

Port of Spain Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Port of Spain vacation rentals

1. Cosy Carnival Central|WIFI| Ariapita Ave

Cosy Carnival Central|WIFI| Ariapita Ave
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 CA $100
CA $164 total
includes taxes & fees
Oct 1 - Oct 2
Cosy Carnival Central|WIFI| Ariapita Ave

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 CA $111
CA $230 total
includes taxes & fees
Sep 27 - Sep 28
Stylish 1-bed Opposite Queens Park Savannah

3. WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
The price is CA $93
CA $164 total
includes taxes & fees
Sep 28 - Sep 29
WINDCREST VILLA - Great view near Port of Spain

4. 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 CA $82
CA $153 total
includes taxes & fees
Sep 28 - Sep 29
Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

5. 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 CA $183
CA $212 total
includes taxes & fees
Sep 29 - Sep 30
Charming 1-bedroom in 5 bedroom 2 baths house with AC in Woodbrook

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 CA $89
CA $117 total
includes taxes & fees
Sep 26 - Sep 27
Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups

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

BUENA VISTA | Views•Pool•Location•Wellness•Nature
St. Anns
The price is CA $75
CA $159 total
includes taxes & fees
Sep 26 - Sep 27
BUENA VISTA | Views•Pool•Location•Wellness•Nature

8. 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 CA $187
CA $206 total
includes taxes & fees
Sep 27 - Sep 28
Flower Of Joy Wellness Villa

9. 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 CA $159
CA $236 total
includes taxes & fees
Sep 27 - Sep 28
Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking

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 CA $82
CA $123 total
includes taxes & fees
Sep 29 - Sep 30
Cozy 1-bedroom apartment in amazing Port of Spain with AC

11. 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 CA $102
CA $202 total
includes taxes & fees
Sep 26 - Sep 27
Charming Studio in Port of Spain With Pool Access

12. -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 CA $165
CA $193 total
includes taxes & fees
Sep 28 - Sep 29
-20% Queen's Park Court 1 BR Condo in Port-of-Spain

13. Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
The price is CA $508
CA $605 total
includes taxes & fees
Sep 29 - Sep 30
Arlene's & Chris's Guesthouse

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

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset
St. Anns
The price is CA $250
CA $355 total
includes taxes & fees
Sep 26 - Sep 27
Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

15. Charming Studio in Port of Spain with Pool Access

Charming Studio in Port of Spain with Pool Access
Belmont
The price is CA $157
CA $248 total
includes taxes & fees
Sep 27 - Sep 28
Charming Studio in Port of Spain with Pool Access

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

Stylish 1-Bed Opposite Queen’s Park Savannah
Downtown Port of Spain
The price is CA $131
CA $240 total
includes taxes & fees
Sep 27 - Sep 28
Stylish 1-Bed Opposite Queen’s Park Savannah

17. 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 CA $112
CA $168 total
includes taxes & fees
Sep 27 - Sep 28
Enjoy your stay at our cozy, private and charming Diego Martin apartment.

18. Comfortable and Safe

Comfortable and Safe
Cunupia
8.4 out of 10, Very good, (8 reviews)
"Very happy with stay host was very accommodating."
United Kingdom
C J.
The price is CA $63
CA $106 total
includes taxes & fees
Sep 27 - Sep 28
Comfortable and Safe

19. Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower
Santa Cruz
The price is CA $134
CA $190 total
includes taxes & fees
Sep 26 - Sep 27
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Port of Spain Hotel Reviews

Find out more about Port of Spain

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Port of Spain. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Port of Spain?

Yes, we give you a choice of vacation rentals in Port of Spain near National Academy for the Performing Arts, or you can choose a more remote option if you'd like a relaxing place to 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's the top vacation rental in Port of Spain?

BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD: Visitors like this Port of Spain vacation home rental. It offers a private yard, a barbecue grill, 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 you can cook with friends or family. Our travelers also rate Lush oasis in port of Spain with private pool as a favorite home for rent in Port of Spain.

How many vacation rentals are there in Port of Spain?

With 35 Expedia vacation rentals, you're sure 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 vacation rentals like in Port of Spain?

Vacation rentals are private accommodations you can reserve for a short or long stay in Port of Spain. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips.