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. 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 $109
CA $229 total
includes taxes & fees
Sep 14 - Sep 15
Stylish 1-bed Opposite Queens Park Savannah

2. Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
The price is CA $497
CA $593 total
includes taxes & fees
Sep 29 - Sep 30
Arlene's & Chris's Guesthouse

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 CA $183
CA $201 total
includes taxes & fees
Sep 11 - Sep 12
Flower Of Joy Wellness Villa

4. 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 $98
CA $200 total
includes taxes & fees
Sep 15 - Sep 16
Charming Studio in Port of Spain With Pool Access

5. 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 CA $117
CA $140 total
includes taxes & fees
Sep 11 - Sep 12
El Carmen Apartments

6. Charming Piarco Home With Garden View

Charming Piarco Home With Garden View
2.0 star property
Piarco
The price is CA $141
CA $173 total
includes taxes & fees
Sep 27 - Sep 28
Charming Piarco Home With Garden View

7. Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is CA $245
CA $322 total
includes taxes & fees
Sep 14 - Sep 15
Emporis Resort

8. Sunflower Apartments Trinidad

Sunflower Apartments Trinidad
3.0 star property
Couva
8.6 out of 10, Excellent, (12 reviews)
"I come here once a year I like the privacy and secure feeling I will continue to come here as long as it is available "
United States
Anonymous traveller
The price is CA $124
CA $139 total
includes taxes & fees
Sep 14 - Sep 15
Sunflower Apartments Trinidad

9. Gulfview Townhouse With Pool and Jacuzzi

Gulfview Townhouse With Pool and Jacuzzi
3.5 star property
Glencoe
4.0 out of 10, (1 review)
The price is CA $273
CA $645 total
includes taxes & fees
Sep 14 - Sep 15
Gulfview Townhouse With Pool and Jacuzzi

10. Glencoe Townhome With Loft Jacuzzi and Pool

Glencoe Townhome With Loft Jacuzzi and Pool
3.5 star property
Glencoe
3.0 out of 10, (2 reviews)
"Paid for a service and got no booking or check in information. Zero contact from host and Expedia refuse to refund my money . Do not recommend ! BIG SCAM and I’ll and be reporting fraud."
Canada
Nikio
The price is CA $205
CA $571 total
includes taxes & fees
Sep 14 - Sep 15
Glencoe Townhome With Loft Jacuzzi and Pool
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: This Port of Spain vacation home rental 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.